Title: 10 Best Hotels in Woodlawn, Chicago for 2025 | Expedia.ca

  

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# Hotels in Woodlawn, Chicago

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## Go beyond your typical stay in Woodlawn

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&lodging=APARTMENT)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&amenities=POOL)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&travelerType=family_friendly)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&amenities=HOT_TUB)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&lodging=CONDO)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&amenities=PETS)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&amenities=WATER_PARK)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&lodging=APART_HOTEL)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&amenities=SPA_ON_SITE)

## Check prices for these dates

Tonight

[Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-09-26&endDate=2025-09-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Woodlawn hotels and places to stay

![Hallway](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/19cdbb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Smoking](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/eaa24bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/7076eeb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/30d5c7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Motel By OYO Chicago I-90

Woodlawn

3.4/10

(44)

"Easy, safe parking "

CA $88

CA $117 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Best-Motel-By-OYO-Chicago-I-90.h13279118.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w2559h3837x0y3-191558cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w2560h3837x0y3-423017d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/bda30653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w3837h2557x3y3-ef0f356b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Thompson Chicago, by Hyatt

Gold Coast, 13.9 km from Woodlawn

9.2/10

Wonderful

(1244)

"I’ve stayed here twice and had a positive experience both times."

CA $270

CA $358 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/6ccd2813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 1 King Bed, Accessible | Living room](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/72c3363f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, rooftop bar, cocktail bar](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/be0e472a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LondonHouse Chicago, Curio Collection by Hilton

The Loop, 12.4 km from Woodlawn

9.4/10

Exceptional

(3320)

"Loved this hotel- best location and very nice staff. "

CA $320

CA $376 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

![Reception hall](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/53df98b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/d1e60f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Suite](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/5494ff90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/983e1afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Loews Chicago O'Hare Hotel

31.1 km from Woodlawn

9.4/10

Exceptional

(1913)

"Nice hotel friendly staff"

CA $277

CA $315 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/04b62050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/b0f5bd1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/c5cac7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silversmith Hotel Chicago Downtown

Theatre District, 11.7 km from Woodlawn

9.4/10

Exceptional

(1987)

"Excellent hotel, staff, location. "

CA $222

CA $302 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information)

![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/5ea33759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/2d37be79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, hypo-allergenic bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/880fa2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/7744cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Claridge House

Gold Coast, 14.4 km from Woodlawn

9.0/10

Wonderful

(1384)

"We had a great stay"

CA $178

CA $250 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Claridge-House.h22684.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/429a2c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/1b553373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/6d229925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Casino](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/eb6189bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ameristar Casino Hotel East Chicago

19.2 km from Woodlawn

8.4/10

Very good

(1029)

"Nice rooms with food options on site. "

CA $135

CA $166 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/20c3f16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/d3f07aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/fa7d1870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/eaff657c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Royal Sonesta Chicago River North

River North, 12.8 km from Woodlawn

9.2/10

Wonderful

(2152)

"Great location and great staff."

CA $266

CA $356 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-River-North.h3023837.Hotel-Information)

![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/5132819a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/2aaf07f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/cb4330d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freehand Chicago

River North, 12.9 km from Woodlawn

8.0/10

Very good

(2387)

"Location was excellent would stay there again"

CA $168

CA $222 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/9833019f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/325381ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/a7f85665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/661195c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ivy Boutique Hotel

Streeterville, 12.9 km from Woodlawn

8.8/10

Excellent

(1016)

"I had a wonderful stay I will definitely be back again."

CA $259

CA $304 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/eac67ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/f00e51d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Knickerbocker)](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/5aef176a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/ac302b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Millennium Knickerbocker Chicago

Streeterville, 13.6 km from Woodlawn

8.6/10

Excellent

(1976)

"Excellent location, clean and save hotel."

CA $183

CA $248 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Chicago-Hotels-Millennium-Knickerbocker-Chicago.h15087.Hotel-Information)

![American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/ab309a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop bar, alfresco dining, open daily](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/df696474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/36960d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/a073ef3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Godfrey Hotel Chicago

River North, 13.3 km from Woodlawn

8.6/10

Excellent

(1916)

"Great hotel"

CA $258

CA $335 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/f5c52beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/2f70f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Riu Plaza Chicago

Streeterville, 13 km from Woodlawn

9.4/10

Exceptional

(2476)

"Nice hotel with amazing breakfasts and location."

CA $263

CA $347 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Dinner served, Argentinean cuisine](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/14bf852a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/16d8c3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/fdbfbc6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/bbb11f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kimpton Gray Hotel by IHG

Theatre District, 11.8 km from Woodlawn

9.2/10

Wonderful

(1012)

"Amazing stay"

CA $346

CA $447 total

includes taxes & fees

Oct 3 - Oct 4

[](https://www.expedia.ca/Chicago-Hotels-Kimpton-Gray-Hotel.h13351499.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118328/6b24bc12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118328/d313af43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118328/fae2da8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed (Founders)](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118328/18dae4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chicago Athletic Association, a Hyatt Hotel

Theatre District, 11.7 km from Woodlawn

9.0/10

Wonderful

(1000)

"Fantastic stay. "

CA $312

CA $415 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Athletic-Association.h1118328.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13500/13448/21033fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds, Non Smoking, Microwave](https://images.trvl-media.com/lodging/1000000/20000/13500/13448/b16c14ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13500/13448/5945b60f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/13500/13448/2dd3c8fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Chicagoland - Countryside

23.2 km from Woodlawn

8.6/10

Excellent

(1148)

"This was a great hotel for the price."

CA $154

CA $172 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Chicago-Hotels-Best-Western-Plus-Chicagoland-Countryside.h13448.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/eac2e31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch LCD TV with cable channels, iPod dock, streaming services](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/17d930ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/d7b084d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/48e8b586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Staypineapple, An Iconic Hotel, The Loop

Theatre District, 11.9 km from Woodlawn

9.4/10

Exceptional

(1015)

"Great hotel!!"

CA $287

CA $378 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Chicago-Hotels-Staypineapple.h284792.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/886bf093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/b2a072ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/376ebc0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/0b4236d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Loop, 11.1 km from Woodlawn

9.6/10

Exceptional

(1035)

"Great stay"

CA $304

CA $357 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Blake.h21142.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/22cb8b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/43039f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/023ff9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Warwick Allerton - Chicago

Magnificent Mile, 13.1 km from Woodlawn

8.4/10

Very good

(2943)

"Great spot with friendly staff and an incredible location"

CA $183

CA $256 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/bb272e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (USD 20.00 per person)](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/8967eebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/1792d463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### citizenM Chicago Downtown

Theatre District, 12.3 km from Woodlawn

9.4/10

Exceptional

(3857)

"Great stay"

CA $253

CA $297 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10&regionId=6132422&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Woodlawn

Find the best Woodlawn areas and neighborhoods for the activities you enjoy most.

-   Downtown Chicago
-   Magnificent Mile
-   The Loop
-   River North
-   Lincoln Park

![Downtown Chicago showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago which includes a high-rise building and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332087-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago featuring signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332073-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago featuring a city and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332084-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6350699)

![Downtown Chicago map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:uxq%7EFvjavOurAq%40mA%7DgDsTtO%7DFzJuOr%40kk%40z_%40OifBum%40%7EAGmaAx%7EAopCna%40wM%7EoC%7E%7DAx%40%7CkCnk%40yAy%40n%7B%40gt%40dE%7Bg%40pFo%40%60%7EB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=Oomuo6A2HWxkGkmm-pXATo24oKQ=)

### Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6350699)

![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543374-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North showing signage and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191832-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North which includes street scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191836-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North showing a hotel, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24572-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=800025)

![Magnificent Mile map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gnt%7EF%60dyuOugAK%3FcChgALJ%60C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eJaOW3wrdH9kguwKvLeM9_7UbMs=)

### Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=800025)

![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543387-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543370-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![The Loop - Downtown featuring a river or creek and a ferry](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191752-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192010-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=800024)

![The Loop map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:syr%7EFxx%7BuOqa%40mAeEqK_%40sp%40kG%7BKvAyg%40Xmk%40%7C_%40x%40xF%7EPtlAi%40dCh%40DzOxDxCDnbBkNr%40e%5E%7EEkKzGiVfC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=dLGWN4EIDO4LyYFe1Mq-3dR6bsU=)

### The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=800024)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543384-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Shops at North Bridge which includes central business district, a city and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191962-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191756-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Shops at North Bridge showing a city, central business district and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191961-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6350695)

![River North map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7B%7Cu%7EFl_%7DuOWcpA%7CECQ%7Db%40xi%40w%40nGbNJ%7Ep%40xCbHxAdBcB%7ECuAhA%7DKdCyGvFiGdDsD%7CDeCzEwBfBoN%5E&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=pVk_WdkeHd9iD-9kitVtoqcFN2A=)

### River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6350695)

![Chicago which includes modern architecture and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54398-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24578-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Lincoln Park Zoo showing autumn colours and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26661-Lincoln-Park-Zoo.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24579-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Chicago History Museum featuring interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24583-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6059328)

![Lincoln Park map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:u%7E%7C%7EFhscvOB%7DMhAWEyE_JFsDaCAl%40qDD%3F%7DBjU_%40AkAiAQBaW%60AKAyFqALQeJzAIKaNiAHOeUTi%40%7E%40MEeF_BD%3FuMbBMc%40_NiAAI%7DImAIKmB%7CASMcVzAKS%7BOwGaCnCQHeCvBKDgC%7DAUSaGbBIx%40i%60Axp%40mMbD%7EGpa%40_KpR%7BM%60NgVzGrLV%60n%40mJ%7EEh%40%60AfIKClIuCNr%40xRpBWl%40b%7EAoEHmEnFzArEjIiGKpNoVxJqIvQvCfKsArA%7DL%60FuXhVm%40%60NaKhR%7BK%7CAaFbKiAzFuK_MqLbN%7DAJ&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=Y6YeXbmYBN50yZ1bZsj1w-yFbMc=)

### Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6059328)

## Top Woodlawn Hotel Reviews

![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg)

### Congress Plaza Hotel

10/10 Excellent

"Grea5"

[](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](//images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Would highly recommend this hotel. Very clean, great happy hour and awesome breakfast! Rooms are very comfortable and quiet"

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![The Allegro Royal Sonesta Hotel Chicago Loop](//images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg)

### The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Good room. Good location to train. Area is a little suspect"

[](https://expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information)

![The Chicago Hotel Collection - Magnificent Mile](//images.trvl-media.com/lodging/1000000/30000/21700/21619/ca00b143_y.jpg)

### The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"I loved this hotel, I really enjoyed staying there, it was a very convenient area it's close to everything. I would definitely stay there again. Thank you"

[](https://expedia.ca/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information)

![Hyatt Regency Chicago](//images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg)

### Hyatt Regency Chicago

10/10 Excellent

"perfect"

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg)

### The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"We really enjoyed staying at the Whitehall during our Chicago visit. From the moment we stepped in, we were warmly welcomed by the staff. The room was large,clean,and the air conditioning worked great. The breakfast area was lovely and had plenty of great varieties to choose from. The location was top notch and on a quieter street. My only complaint is that the wifi connection is poor. We will likely stay again."

[](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information)

![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg)

### Freehand Chicago

10/10 Excellent

"This is my third time at this hotel . Staff are so nice . Front of house, Jordan’s attention to detail in assisting me with a special request while i was here was next level . I will be back . "

[](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

![Hilton Chicago](//images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg)

### Hilton Chicago

10/10 Excellent

"I thoroughly enjoyed my stay at the Chicago Hilton. Loved the ambiance and the inspiring architecture on entering and the old fashioned elevator lobby was a treat itself. The Irish Pub was outstanding with a nice atmosphere and not overly sports oriented like some. I was there during some kind of trade event but the place never felt crowded or had long waits for anything. My room on the 18th floor was a little spartan for my liking, though quite large, however for the amount spent I expected more. Had a nice view and was quiet enough so I’m not taking points away, but yes - a room update is past due if other rooms were like mine. "

[](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

![River Hotel](//images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg)

### River Hotel

10/10 Excellent

"Perfect for a quick weekend trip! "

[](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

## Frequently asked questions

### What are the best hotels in Woodlawn that travellers recommend?

> [Sophy Hyde Park](https://www.expedia.ca/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) stands out as a premier option in Woodlawn, boasting an outstanding score of 9.6. This elegantly designed hotel, located in a historical district, offers not only modern amenities like complimentary WiFi and premium bedding but also delightful touches such as bathrobes and a terrace for relaxing evenings. Couples will appreciate the intimate dining experience, superb for a romantic getaway.
> 
>   
> 
> For families, the [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) is an excellent choice with a traveller rating of 8.8. It features a complimentary buffet breakfast that will please even the pickiest eaters, while the indoor pool provides hours of fun for the kids. The hotel is incredibly accommodating, offering free cribs and a kid-friendly dining menu, ensuring a comfortable stay for families looking for quality and convenience.

### What are the best family hotels in Woodlawn?

> [Sophy Hyde Park](https://www.expedia.ca/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) is a fantastic family-friendly hotel located in Chicago's vibrant Woodlawn neighbourhood, boasting an impressive traveller review score of 9.6. This hotel offers amenities that cater to families, including free cribs and connecting rooms, ensuring that parents and children can enjoy their space and stay comfortably together.
> 
>   
> 
> Another excellent choice is the [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information), which has earned an excellent review score of 8.8. This property goes above and beyond for families with features like a child-friendly window design, free meals for kids, and spacious rooms that include sofa beds and connecting rooms. Guests appreciate the complimentary buffet breakfast, which makes mornings a breeze for busy families.

### What hotels in Woodlawn offer free breakfast?

> [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) is a fantastic option for travellers looking for a comfortable stay in Woodlawn. This hotel stands out with its complimentary breakfast, ensuring you and your family start your day off right. Guests appreciate the inclusive setting and the convenience of amenities like an indoor pool, superb for relaxing after a day of exploring the city.

### What are the best budget hotels in Woodlawn?

> [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) is an excellent budget-friendly option in Woodlawn, boasting a traveller review score of 8.8. Families will appreciate the spacious rooms equipped with convenient amenities like a sofa bed and cribs for the little ones, ensuring everyone has a comfy place to rest.

### What are the most romantic hotels in Woodlawn for couples?

> For a romantic getaway, [Sophy Hyde Park](https://www.expedia.ca/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) in Chicago is a great choice, boasting an impressive review score of 9.6. This charming hotel offers a warm and inclusive setting, allowing couples to enjoy their time together in comfort and style.

### Can I cancel my hotel reservation on Expedia?

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Woodlawn hotel for you.

### How can I save on a Woodlawn hotel booking with Expedia?

> With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Woodlawn hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.

### How much is the nightly rate at a Woodlawn hotel?

> Hotel prices in Woodlawn often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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-   [Guest Houses in Chicago 63rd Street Station](https://www.expedia.ca/Chicago-63rd-Street-Station-Guest-Houses.d6212802-aaGuestHouses.Travel-Guide-Accommodation)
-   [Hotels near Chicago 63rd Street Station](https://www.expedia.ca/Chicago-63rd-Street-Station-Hotels.d6212802.Travel-Guide-Hotels)
-   [Hotels near Chicago 75th Street Station](https://www.expedia.ca/Chicago-75th-Street-Station-Hotels.d6212910.Travel-Guide-Hotels)
-   [Guest Houses in Chicago 79th Street Station](https://www.expedia.ca/Chicago-79th-Street-Station-Guest-Houses.d6212914-aaGuestHouses.Travel-Guide-Accommodation)
-   [Chicago Hotels](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)
-   [Hotels near Chicago Museum of Science and Industry](https://www.expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hotels.0-l6064043-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Chicago Stony Island Station](https://www.expedia.ca/Chicago-Stony-Island-Station-Hotels.d6212811.Travel-Guide-Hotels)
-   [Inns in Chicago Stony Island Station](https://www.expedia.ca/Chicago-Stony-Island-Station-Inns.d6212811-aaInns.Travel-Guide-Accommodation)
-   [Hotels near Cottage Grove Station](https://www.expedia.ca/Cottage-Grove-Station-Hotels.d6211061.Travel-Guide-Hotels)
-   [Downtown Chicago Hotels](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)
-   [Hotels near DuSable Museum of African-American History](https://www.expedia.ca/DuSable-Museum-Of-African-American-History-Hotels.0-l6065113-0.Travel-Guide-Filter-Hotels)
-   [East Hyde Park Hotels](https://www.expedia.ca/East-Hyde-Park-Chicago-Hotels.0-n553248635976384151-0.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Englewood](https://www.expedia.ca/Englewood-Chicago-Hotels-Cheap-Hotels.0-n101911-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Englewood Hotels](https://www.expedia.ca/Englewood-Chicago-Hotels.0-n101911-0.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Beach-Hotel.0-n6132371-0-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Best Western Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Best-Western.0-n6132371-0--bBestWestern.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Boutique-Hotel.0-n6132371-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Cheap-Hotels.0-n6132371-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Couples-Resorts-Hotels.0-n6132371-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Luxury-Hotel.0-n6132371-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Romantic-Hotel.0-n6132371-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Spa-Hotel.0-n6132371-0-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Essex Hotels](https://www.expedia.ca/Essex-Chicago-Hotels.0-n6132371-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Garfield Station](https://www.expedia.ca/Garfield-Station-Hotels.d6210926.Travel-Guide-Hotels)
-   [Inns in Garfield Station](https://www.expedia.ca/Garfield-Station-Inns.d6210926-aaInns.Travel-Guide-Accommodation)
-   [Family Hotels in Greater Grand Crossing](https://www.expedia.ca/Greater-Grand-Crossing-Chicago-Hotels-Family-Hotel.0-n6132273-0-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in Greater Grand Crossing](https://www.expedia.ca/Greater-Grand-Crossing-Chicago-Hotels-Hotel-With-Pool.0-n6132273-0-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Greater Grand Crossing](https://www.expedia.ca/Greater-Grand-Crossing-Chicago-Hotels-Pet-Friendly-Hotel.0-n6132273-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Greater Grand Crossing Hotels](https://www.expedia.ca/Greater-Grand-Crossing-Chicago-Hotels.0-n6132273-0.Travel-Guide-Filter-Hotels)
-   [B&B in Halsted Station](https://www.expedia.ca/Halsted-Station-Bed-And-Breakfast.d6211063-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Hotels near Halsted Station](https://www.expedia.ca/Halsted-Station-Hotels.d6211063.Travel-Guide-Hotels)
-   [All Inclusive Resorts and in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-All-Inclusive-Hotel.0-n117842-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Beach-Hotel.0-n117842-0-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Boutique-Hotel.0-n117842-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Cheap-Hotels.0-n117842-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Family Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Family-Hotel.0-n117842-0-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Historic Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Historic-Hotel.0-n117842-0-tHistoricHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with Early Check-in in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hotel-With-Early-Check-In.0-n117842-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
-   [Hotels with an Indoor Pool in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n117842-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
-   [Hotels with Kitchenettes in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hotels-With-Kitchenettes.0-n117842-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
-   [Hyatt Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hyatt-Hotels.0-n117842-0--bHyattHotels.Travel-Guide-Filter-Hotels)
-   [La Quinta Inn & Suites Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-La-Quinta-Inn-Suites.0-n117842-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Luxury-Hotel.0-n117842-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Oceanfront-Hotels.0-n117842-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Pet-Friendly-Hotel.0-n117842-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Spa-Hotel.0-n117842-0-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Hyde Park Hotels](https://www.expedia.ca/Hyde-Park-Chicago-Hotels.0-n117842-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Hyde Park Hair Salon](https://www.expedia.ca/Hyde-Park-Hair-Salon-Hotels.0-l553248621533116334-0.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Jackson Park Highlands](https://www.expedia.ca/Jackson-Park-Highlands-Chicago-Hotels-Cheap-Hotels.0-n6132329-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Jackson Park Highlands Hotels](https://www.expedia.ca/Jackson-Park-Highlands-Chicago-Hotels.0-n6132329-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Jackson Park](https://www.expedia.ca/Jackson-Park-Hotels.0-l507388-0.Travel-Guide-Filter-Hotels)
-   [B&B in King Drive Station](https://www.expedia.ca/King-Drive-Station-Bed-And-Breakfast.d6211057-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Hotels near King Drive Station](https://www.expedia.ca/King-Drive-Station-Hotels.d6211057.Travel-Guide-Hotels)
-   [Hotels near Midway Plaisance](https://www.expedia.ca/Midway-Plaisance-Hotels.0-l6069199-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Oriental Institute Museum](https://www.expedia.ca/Oriental-Institute-Museum-Hotels.0-l6069227-0.Travel-Guide-Filter-Hotels)
-   [Condo Rentals in South Side](https://www.expedia.ca/South-Side-Condos.d553248635074842823-aaCondos.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in South Side](https://www.expedia.ca/South-Side-Hotels-Adults-Only-Resorts.0-0-d553248635074842823-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Boutique-Hotel.0-0-d553248635074842823-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Club Quarters Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Club-Quarters.0-0-d553248635074842823--bClubQuarters.Travel-Guide-Filter-Hotels)
-   [Hotels with Early Check-in in South Side](https://www.expedia.ca/South-Side-Hotels-Hotel-With-Early-Check-In.0-0-d553248635074842823-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
-   [Hotels with Free Parking in South Side](https://www.expedia.ca/South-Side-Hotels-Hotels-With-Free-Parking.0-0-d553248635074842823-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
-   [Hotels with smoking rooms in South Side](https://www.expedia.ca/South-Side-Hotels-Hotels-With-Smoking-Rooms.0-0-d553248635074842823-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-LGBT-Friendly-Hotel.0-0-d553248635074842823-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Loews Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Loews.0-0-d553248635074842823--bLoews.Travel-Guide-Filter-Hotels)
-   [Motel 6 Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Motel-6.0-0-d553248635074842823--bMotel6.Travel-Guide-Filter-Hotels)
-   [Sonesta Hotel in South Side](https://www.expedia.ca/South-Side-Hotels-Sonesta-Hotel.0-0-d553248635074842823--bSonestaHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Spa-Hotel.0-0-d553248635074842823-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [South Side Hotels](https://www.expedia.ca/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)
-   [Motels in South Side](https://www.expedia.ca/South-Side-Motels.d553248635074842823-aaMotels.Travel-Guide-Accommodation)
-   [Resorts in South Side](https://www.expedia.ca/South-Side-Resort-Hotels.d553248635074842823-aaResortHotels.Travel-Guide-Accommodation)
-   [Hotels near University of Chicago](https://www.expedia.ca/University-Of-Chicago-Hotels.0-l6064081-0.Travel-Guide-Filter-Hotels)
-   [Hotels near University of Chicago Medicine](https://www.expedia.ca/University-Of-Chicago-Medicine-Hotels.0-l553248635389801569-0.Travel-Guide-Filter-Hotels)
-   [All Inclusive Resorts and in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-All-Inclusive-Hotel.0-n171466-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Boutique-Hotel.0-n171466-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Cheap-Hotels.0-n171466-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Luxury-Hotel.0-n171466-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Washington Park Hotels](https://www.expedia.ca/Washington-Park-Chicago-Hotels.0-n171466-0.Travel-Guide-Filter-Hotels)
-   [Washington Park Court Hotels](https://www.expedia.ca/Washington-Park-Court-Chicago-Hotels.0-n6132200-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Washington Park](https://www.expedia.ca/Washington-Park-Hotels.0-l507383-0.Travel-Guide-Filter-Hotels)

-   [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)
-   [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

-   [Chatham Fields Vacations](https://www.expedia.ca/Chatham-Fields.d6132323.Destination-Travel-Guides)
-   [Visit Englewood](https://www.expedia.ca/Chicago-Englewood.dx101911)
-   [Visit Greater Grand Crossing](https://www.expedia.ca/Chicago-Greater-Grand-Crossing.dx6132273)
-   [Visit Indian Village](https://www.expedia.ca/Chicago-Indian-Village.dx553248635976382922)
-   [Chicago Museum of Science and Industry](https://www.expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction)
-   [Obama's House](https://www.expedia.ca/Obamas-House-Kenwood.d553248621533116333.Vacation-Attraction)
-   [Robie House](https://www.expedia.ca/Robie-House-Hyde-Park.d6064059.Vacation-Attraction)
-   [Visit South Side](https://www.expedia.ca/South-Side.dx553248635074842823)

-   [Car rentals near Hyde Park](https://www.expedia.ca/Car-Rentals-In-Hyde-Park.d117842.Car-Rental-Guide)
-   [Hertz Rental Cars in Hyde Park](https://www.expedia.ca/Hertz-Car-Rentals-In-Hyde-Park.d117842-c40.Car-Rental-Guide-Suppliers)

-   [Book Hotels in Woodlawn on Expedia.com](https://www.expedia.com/Woodlawn-Chicago-Hotels.0-n6132422-0.Travel-Guide-Filter-Hotels)

-   Explore a world of travel with Expedia

### Hotels in top Chicago neighborhoods

-   [Hotels in Downtown Chicago](https://expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Magnificent Mile](https://expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels)
-   [Hotels in The Loop](https://expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)
-   [Hotels in River North](https://expedia.ca/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Lincoln Park](https://expedia.ca/Lincoln-Park-Chicago-Hotels.0-n6059328-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Theatre District](https://expedia.ca/Theatre-District-Chicago-Hotels.0-n651190586167894016-0.Travel-Guide-Filter-Hotels)
-   [Hotels in West Loop](https://expedia.ca/West-Loop-Chicago-Hotels.0-n553248634029130868-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Lakeview](https://expedia.ca/Lakeview-Chicago-Hotels.0-n178166-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Streeterville](https://expedia.ca/Streeterville-Chicago-Hotels.0-n6130109-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Near North Side](https://expedia.ca/Near-North-Side-Chicago-Hotels.0-n137043-0.Travel-Guide-Filter-Hotels)
-   [Hotels in O'Hare](https://expedia.ca/OHare-Chicago-Hotels.0-n553248635074842747-0.Travel-Guide-Filter-Hotels)
-   [Hotels in West Town](https://expedia.ca/West-Town-Chicago-Hotels.0-n6132439-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Near South Side](https://expedia.ca/Near-South-Side-Chicago-Hotels.0-n6132399-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Near West Side](https://expedia.ca/Near-West-Side-Chicago-Hotels.0-n6132434-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Wrigleyville](https://expedia.ca/Wrigleyville-Chicago-Hotels.0-n6338684-0.Travel-Guide-Filter-Hotels)
-   [Hotels in South Loop](https://expedia.ca/South-Loop-Chicago-Hotels.0-n6130108-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Hyde Park](https://expedia.ca/Hyde-Park-Chicago-Hotels.0-n117842-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Old Town Chicago](https://expedia.ca/Old-Town-Chicago-Chicago-Hotels.0-n6351828-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Wicker Park](https://expedia.ca/Wicker-Park-Chicago-Hotels.0-n6227639-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Gold Coast](https://expedia.ca/Gold-Coast-Chicago-Hotels.0-n6130105-0.Travel-Guide-Filter-Hotels)

### Hotels near popular Chicago Attractions

-   [Hotels near Jackson Park](https://expedia.ca/Jackson-Park-Hotels.0-l507388-0.Travel-Guide-Filter-Hotels)
-   [Hotels near 63rd Street Beach](https://expedia.ca/63rd-Street-Beach-Hotels.0-l553248635983993944-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Lorado Taft's Midway Studios](https://expedia.ca/Lorado-Tafts-Midway-Studios-Hotels.0-l553248621555594781-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Bob-O-Link Meadow](https://expedia.ca/Bob-O-Link-Meadow-Hotels.0-l553248621555594788-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Wrigley Field](https://expedia.ca/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Michigan Avenue](https://expedia.ca/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Navy Pier](https://expedia.ca/Navy-Pier-Hotels.0-l6069215-0.Travel-Guide-Filter-Hotels)
-   [Hotels near McCormick Place](https://expedia.ca/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Millennium Park](https://expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Soldier Field](https://expedia.ca/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels)

### More Accommodation Types in Woodlawn

-   [Apartments in Chicago](https://expedia.ca/Chicago-Apartments.d178248-aaApartments.Travel-Guide-Accommodation)
-   [Vacation Homes in Chicago](https://expedia.ca/Chicago-Private-Vacation-Homes.d178248-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Condo Rentals in Chicago](https://expedia.ca/Chicago-Condos.d178248-aaCondos.Travel-Guide-Accommodation)
-   [Aparthotels in Chicago](https://expedia.ca/Chicago-Apart-Hotels.d178248-aaApartHotels.Travel-Guide-Accommodation)
-   [Motels in Chicago](https://expedia.ca/Chicago-Motels.d178248-aaMotels.Travel-Guide-Accommodation)
-   [B&B in Chicago](https://expedia.ca/Chicago-Bed-And-Breakfast.d178248-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cottages in Chicago](https://expedia.ca/Chicago-Cottages.d178248-aaCottages.Travel-Guide-Accommodation)
-   [Guest Houses in Chicago](https://expedia.ca/Chicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation)
-   [Villas in Chicago](https://expedia.ca/Chicago-Villas.d178248-aaVillas.Travel-Guide-Accommodation)
-   [Hostels in Chicago](https://expedia.ca/Chicago-Hostels.d178248-aaHostels.Travel-Guide-Accommodation)
-   [Resorts in Chicago](https://expedia.ca/Chicago-Resort-Hotels.d178248-aaResortHotels.Travel-Guide-Accommodation)
-   [Cabin Rentals in Chicago](https://expedia.ca/Chicago-Cabins.d178248-aaCabins.Travel-Guide-Accommodation)
-   [Farmstay in Chicago](https://expedia.ca/Chicago-Agritourism.d178248-aaAgritourism.Travel-Guide-Accommodation)
-   [RV Parks in Chicago](https://expedia.ca/Chicago-RV-Parks.d178248-aaRVParks.Travel-Guide-Accommodation)
-   [Houseboats in Chicago](https://expedia.ca/Chicago-Houseboats.d178248-aaHouseboats.Travel-Guide-Accommodation)
-   [Inns in Chicago](https://expedia.ca/Chicago-Inns.d178248-aaInns.Travel-Guide-Accommodation)
-   [Residences in Chicago](https://expedia.ca/Chicago-Residences.d178248-aaResidences.Travel-Guide-Accommodation)

### Hotels Close to Nearby Airports

-   [Hotels near O'Hare Intl. Airport](https://expedia.ca/OHare-Intl-Airport-Hotels.0-aORD-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Midway Intl. Airport](https://expedia.ca/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Chicago Executive Airport](https://expedia.ca/Chicago-Executive-Airport-Hotels.0-aPWK-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Dupage Airport](https://expedia.ca/Dupage-Airport-Hotels.0-aDPA-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Greater Rockford Airport](https://expedia.ca/Greater-Rockford-Airport-Hotels.0-aRFD-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Gary - Chicago Intl. Airport](https://expedia.ca/Gary-Chicago-Intl-Airport-Hotels.0-aGYY-0.Travel-Guide-Filter-Hotels)

### Woodlawn Hotels by Star Rating

-   [2 Star Hotels in Woodlawn](https://expedia.ca/2Star-Woodlawn-Chicago-Hotels.s20-n6132422-0.Travel-Guide-Filter-Hotels)
-   [3 Star Hotels in Woodlawn](https://expedia.ca/3Star-Woodlawn-Chicago-Hotels.s30-n6132422-0.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in Woodlawn](https://expedia.ca/4Star-Woodlawn-Chicago-Hotels.s40-n6132422-0.Travel-Guide-Filter-Hotels)
-   [5 Star Hotels in Woodlawn](https://expedia.ca/5Star-Woodlawn-Chicago-Hotels.s50-n6132422-0.Travel-Guide-Filter-Hotels)

### Woodlawn Hotels by Brand

-   [Best Western Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Best-Western.0-n6132422-0--bBestWestern.Travel-Guide-Filter-Hotels)
-   [Club Quarters Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Club-Quarters.0-n6132422-0--bClubQuarters.Travel-Guide-Filter-Hotels)
-   [Fairmont Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Fairmont.0-n6132422-0--bFairmont.Travel-Guide-Filter-Hotels)
-   [Hilton Hotels Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Hilton-Hotels.0-n6132422-0--bHiltonHotels.Travel-Guide-Filter-Hotels)
-   [Independent Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Independent.0-n6132422-0--bIndependent.Travel-Guide-Filter-Hotels)
-   [La Quinta Inn & Suites Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-La-Quinta-Inn-Suites.0-n6132422-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels)
-   [Loews Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Loews.0-n6132422-0--bLoews.Travel-Guide-Filter-Hotels)
-   [Marriott Hotels & Resorts Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Marriott-Hotels-Resorts.0-n6132422-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
-   [Motel 6 Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Motel-6.0-n6132422-0--bMotel6.Travel-Guide-Filter-Hotels)
-   [Red Roof Inn Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Red-Roof-Inn.0-n6132422-0--bRedRoofInn.Travel-Guide-Filter-Hotels)

### Explore more hotels

-   [Embassy Suites by Hilton Chicago Downtown River North](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)
-   [Hotel Felix River North/Magnificent Mile](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)
-   [Hyatt Regency Chicago](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)
-   [The Wade](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)
-   [River Hotel](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)
-   [Hyatt Regency O'Hare Chicago](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information)
-   [Hilton Chicago](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)
-   [The Royal Sonesta Chicago Downtown](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)
-   [Palmer House a Hilton Hotel](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)
-   [Claridge House](https://expedia.ca/Chicago-Hotels-Claridge-House.h22684.Hotel-Information)
-   [Club Quarters Hotel, Central Loop, Chicago](https://expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h565746.Hotel-Information)
-   [LondonHouse Chicago, Curio Collection by Hilton](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

[See a list of all hotels in Chicago](https://expedia.ca/All-Chicago-Hotels.d178248.Travel-Guide-City-All-Hotels)

### More ways to book

-   [Book Hotels in Woodlawn on Expedia.com](https://www.expedia.com/Woodlawn-Chicago-Hotels.0-n6132422-0.Travel-Guide-Filter-Hotels)

### Expedia's Latest Trends

Hotels

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-   [Dreams Riviera Cancun Resort & Spa - All Inclusive](https://expedia.ca/Cancun-Hotels-Dreams-Riviera-Cancun-Resort-Spa.h2941578.Hotel-Information)
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-   [Hotels in Downtown Chicago](https://expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)
-   [Hotels in West Loop](https://expedia.ca/West-Loop-Chicago-Hotels.0-n553248634029130868-0.Travel-Guide-Filter-Hotels)
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Flights

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-   [Flights from Montreal to Rome](https://expedia.ca/lp/flights/yul/fco/montreal-to-rome)

Activities

-   [Things to do in Hamilton](https://expedia.ca/Things-To-Do-In-Hamilton.d3963.Travel-Guide-Activities)

Packages

-   [Anguilla Trip](https://expedia.ca/Anguilla.d6.Destination-Travel-Guides)
-   [Florida Trip](https://expedia.ca/Florida.d211.Destination-Travel-Guides)
-   [Downtown Chicago Trip](https://expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides)
-   [all inclusive vacations](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations)

General

-   [Visit Magnificent Mile](https://expedia.ca/Chicago-Magnificent-Mile.dx800025)
-   [Visit The Loop](https://expedia.ca/Chicago-The-Loop.dx800024)
-   [Visit Downtown Chicago](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)