Title: 10 Best Hotels in Oakland, Chicago for 2026 | Expedia.ca

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## Check prices for these dates

Tonight

[Mar 3 - Mar 4](https://www.expedia.ca/Hotel-Search?regionId=6132392&startDate=2026-03-03&endDate=2026-03-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 4 - Mar 5](https://www.expedia.ca/Hotel-Search?regionId=6132392&startDate=2026-03-04&endDate=2026-03-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6132392&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6132392&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Oakland hotels

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

![Suite, 1 King Bed (2 Room)](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2561x3y0-7e662cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2560x3y3-c4100b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2556x3y3-aad44a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Claridge House Chicago, Tapestry Collection by Hilton

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

Gold Coast, 9.3 km from Oakland

9.0/10

Wonderful

(1,532 reviews)

"Great location, friendly staff and nice room"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Srinivasa

CA $111

CA $170 total

includes taxes & fees

Mar 9 - Mar 10

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

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/d267fd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Corner](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w5752h3835x5y5-09494f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/bf146e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/a5642db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Thompson Chicago, by Hyatt

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

Gold Coast, 8.9 km from Oakland

9.2/10

Wonderful

(1,326 reviews)

"great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Loan

CA $190

CA $263 total

includes taxes & fees

Mar 23 - Mar 24

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

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/444bc42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a68260d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sable at Navy Pier Chicago, Curio Collection by Hilton

[](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

Streeterville, 7.5 km from Oakland

9.4/10

Exceptional

(2,385 reviews)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Blake

CA $193

CA $274 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/8da50482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/c9538f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/ccac7aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/40f9f6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Moxy Chicago Downtown

[](https://www.expedia.ca/Chicago-Hotels-Moxy-Chicago-Downtown.h23354943.Hotel-Information)

River North, 8 km from Oakland

9.4/10

Exceptional

(901 reviews)

"Clean, friendly staff, and excellent location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paulina

CA $146

CA $171 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Chicago-Hotels-Moxy-Chicago-Downtown.h23354943.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/19637b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/6b730d6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive lounge](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Level Chicago Fulton Market

[](https://www.expedia.ca/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.Hotel-Information)

West Loop, 8 km from Oakland

9.2/10

Wonderful

(414 reviews)

"The hotel in it’s entirety was better than advertised "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric

CA $211

CA $281 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.Hotel-Information)

![2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/8d2143ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/9752c1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bars/lounges, piano bar](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/f598823d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/w1101h1283x0y1-ef09926c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hoxton Chicago

[](https://www.expedia.ca/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information)

7.7 km from Oakland

9.0/10

Wonderful

(1,008 reviews)

"Amazing, I loved my stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Valerie

CA $200

CA $276 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/c91f6cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/1885ffcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/8052cf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/308aeba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Springhill Suites by Marriott Chicago Downtown/ River North

[](https://www.expedia.ca/Chicago-Hotels-Springhill-Suites-By-Marriott-Chicago-Downtown-River-North.h1760845.Hotel-Information)

River North, 7.7 km from Oakland

9.4/10

Exceptional

(1,090 reviews)

"Great hotel, good food and great service ! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fernando

CA $157

CA $184 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Chicago-Hotels-Springhill-Suites-By-Marriott-Chicago-Downtown-River-North.h1760845.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816026/0f7d6f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816026/dbdc843c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816026/4dbc75df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816026/aa5910b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

[](https://www.expedia.ca/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown-West-Loop.h15816026.Hotel-Information)

7.5 km from Oakland

9.2/10

Wonderful

(1,003 reviews)

"Room was clean staff wasexcellent breakfast was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jerry

CA $201

CA $236 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown-West-Loop.h15816026.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/3ff1c0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/10a353c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/8c126093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/7b541fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Chicago West Loop Fulton Market Area

[](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.Hotel-Information)

7.5 km from Oakland

9.2/10

Wonderful

(1,006 reviews)

"Nice hotel and staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wendy

CA $192

CA $225 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.Hotel-Information)

![Lunch and dinner served](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/d70c748e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/44865590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, free cabanas, sun loungers](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/fd4d7555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/02375ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Radisson Blu Aqua Hotel Chicago

[](https://www.expedia.ca/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information)

7.1 km from Oakland

8.6/10

Excellent

(1,863 reviews)

"Room was very nice, views were fantastic and the restaurant was excellent "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael

CA $227

CA $303 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information)

![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/w5790h3840x5y0-cb6b076f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Queen Bed (City View)](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/w5773h3840x5y0-109a1ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/w5109h3836x4y4-12764c55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/w5758h3840x4y0-fedac9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ACME Hotel Chicago, Outset Collection by Hilton

[](https://www.expedia.ca/Chicago-Hotels-ACME-Hotel-Company.h886306.Hotel-Information)

River North, 7.9 km from Oakland

9.0/10

Wonderful

(1,968 reviews)

"Very convenient place to stay friendly and helpful staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rick

CA $111

CA $130 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Chicago-Hotels-ACME-Hotel-Company.h886306.Hotel-Information)

![City view from property](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/d1cc0289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/1d01cf8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/db5b7e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/fa1d7c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt House Chicago West Loop

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information)

7.9 km from Oakland

9.0/10

Wonderful

(1,187 reviews)

"Great location, friendly staff, spacious room"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $197

CA $231 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information)

![Presidential Suite, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6bab11c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Suite, 1 Bedroom, 1 King Bed, 1 Sofabed](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/b60fd014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/2f29850e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6b3ccd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sofitel Chicago Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information)

8.6 km from Oakland

9.4/10

Exceptional

(2,324 reviews)

"Staff was friendly and helpful! Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristin

CA $266

CA $352 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f0cafd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/54e0cfd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sports facility](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f4944277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Chicago Hotel Collection Ambassador Gold Coast

[](https://www.expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information)

Gold Coast, 9.4 km from Oakland

8.2/10

Very good

(1,296 reviews)

"Great hotel with great location. Would definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheila

CA $132

CA $154 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1.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/e039fcfe.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)

![Water view](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/0b2651d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LondonHouse Chicago, Curio Collection by Hilton

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

The Loop, 7.4 km from Oakland

9.4/10

Exceptional

(3,613 reviews)

"Staff was friendly and loved the decor at this hotel…will definitely be staying again"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Osama

CA $312

CA $366 total

includes taxes & fees

Mar 31 - Apr 1

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

![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/dec7b24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/59baefbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d288265e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Chicago Downtown/Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

River North, 7.8 km from Oakland

8.6/10

Excellent

(4,378 reviews)

"Clean room, friendly staff, great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Juliana

CA $137

CA $161 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/7923a1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/bc9a17b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed (View)](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/bd7c3671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/5829e342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### citizenM Chicago Downtown

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

Theatre District, 7.3 km from Oakland

9.4/10

Exceptional

(4,230 reviews)

"Friendly staff, cozy room, good location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew

CA $159

CA $186 total

includes taxes & fees

Mar 22 - Mar 23

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

![Exterior detail](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/d235a6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed (Deluxe King)](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/433123ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/1fffa05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Emily Hotel

[](https://www.expedia.ca/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information)

8.1 km from Oakland

9.2/10

Wonderful

(1,310 reviews)

"Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $177

CA $208 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/w3837h2621x0y0-a6e97c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/f2864387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/a94f90c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed (Peloton Wellness Room)](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/8582f8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canopy by Hilton Chicago Central Loop

[](https://www.expedia.ca/Chicago-Hotels-Canopy-By-Hilton-Chicago-Central-Loop.h68102878.Hotel-Information)

The Loop, 6.6 km from Oakland

9.4/10

Exceptional

(1,477 reviews)

"Great place to stay…near to many nice places to visit."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jorge

CA $220

CA $258 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Chicago-Hotels-Canopy-By-Hilton-Chicago-Central-Loop.h68102878.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/11ef5a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/fd235ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/fec06d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/06d5595b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Whitehall Hotel, BW Premier Collection

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

Streeterville, 8.6 km from Oakland

8.4/10

Very good

(3,998 reviews)

"Great location, the room was nice and the breakfast was good. Overall great value for this property"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jorge

CA $130

CA $153 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.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=2026-03-17&endDate=2026-03-18&regionId=6132392&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Oakland

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

- Downtown Chicago
- Magnificent Mile
- The Loop
- River North
- O'Hare

![Downtown Chicago showing a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago which includes a high-rise building and a city](https://images.trvl-media.com/place/6350699/b1dbe458-cfee-4a77-aafa-ed727f3811c2.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago which includes signage, heritage elements and a city](https://images.trvl-media.com/place/6350699/98ad7653-4f12-4d1e-b94c-df0ef4b3a2b5.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Chicago Riverwalk featuring a river or creek, a high-rise building and a city](https://images.trvl-media.com/place/553248621533116610/2226c4aa-f944-42f1-81f9-955ea58ff161.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago which includes night scenes, signage and a city](https://images.trvl-media.com/place/6350699/753a910d-58ab-4d49-a56a-55f36767e956.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%7DgDuTtO%7BFzJuOr%40mk%40z_%40MifBum%40%7EAGmaAx%7EAopCna%40uM%7EoC%7C%7DAx%40%7CkCnk%40yAy%40n%7B%40gt%40dE%7Bg%40pFo%40%60%7EB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XpzTv33-iXOpq3icViGLtz3e_jE=)

### 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)

![Water Tower Place](https://images.trvl-media.com/place/6064087/122eb316-6cea-4d3c-a76e-e45a57727548.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North featuring a city, night scenes and a skyscraper](https://images.trvl-media.com/place/800025/6670c4dd-6c2f-482d-8f82-0db84866cc03.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

Photo by © City of Chicago

![Water Tower Place](https://images.trvl-media.com/place/6064087/79f2ba84-a216-4fc0-8bd9-72484a60dfd4.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Michigan Avenue Bridge and Magnificent Mile in Chicago, IL, USA; Shutterstock ID 152280686](https://images.trvl-media.com/place/800025/eaf7fa58-22c3-4e38-925c-2882605a965a.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile with traffic at night, Chicago, IL, USA](https://images.trvl-media.com/place/800025/7d525d8c-a9e4-438c-a750-60a205c049df.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://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![The Loop featuring a bridge, a city and a river or creek](https://images.trvl-media.com/place/800024/88e8980e-763e-442a-9893-f02f9b1ae7ea.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Lake Michigan showing city views, a river or creek and night scenes](https://images.trvl-media.com/place/6338716/1c2f76ba-f6ae-40b8-b881-ca4b468dedb9.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Grant Park showing a city, a park and a bay or harbour](https://images.trvl-media.com/place/507389/24eea330-b972-4f2e-be7d-82980c05afe2.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![The Loop](https://images.trvl-media.com/place/800024/f89427bb-8236-4dff-a91f-12bf093062b6.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%7BKvAwg%40Xok%40%7C_%40x%40xF%7EPtlAi%40dCh%40DzOxDxCDnbBkNr%40e%5E%7EEkKzGiVfC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XwfHKgKFqor-NvwNZdw8nZOnNbI=)

### 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)

![River North showing railway items, street scenes and a city](https://images.trvl-media.com/place/6350695/b009c703-f7ab-4e4c-95a4-4b883071adef.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Outside sitting area at Trump Tower International. Great views and cocktails.](https://images.trvl-media.com/place/829/07c38e71-56d1-42d6-a058-15ead19f8a7b.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

Photo by Polina Quick

![The Trump International Hotel and Tower, or Trump Tower Chicago was completed in 2009 and tops out at 1,389 feet making it the 2nd tallest building in Chicago. The TRUMP sign across the building consists of 20ft tall letters, spanning almost 150ft. The sign is currently a very polarizing symbol in the skyline. The construction site of the tower was the setting for the Joker vs Batman duel in "The Dark Knight".](https://images.trvl-media.com/place/829/51a5da5d-3b03-4279-af4c-ab0a35c1ffc2.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

Photo by throwingsofas

![Merchandise Mart](https://images.trvl-media.com/place/6069193/0e27114d-eb41-46f9-b005-6ab55df346d2.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![#culture](https://images.trvl-media.com/place/829/bf86db46-03b8-42ca-80a4-c701adda630b.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

Photo by Katie Robinson

[](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)

![Underground passage in the Chicago O'Hare airport](https://images.trvl-media.com/place/553248635074842747/1dda5453-2f05-4485-9f3c-404a7075d270.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Ohare getting festive.](https://images.trvl-media.com/place/829/ee7d82d7-1512-4252-8495-bb668ccb5023.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

Photo by Shaun Bossons

![The American Terminal proves beauty can be found in even the most unsuspecting places. #ohare #Chicago #InTransit #LifeAtExpedia](https://images.trvl-media.com/place/829/5bbd7563-6267-4be9-9e39-7a3489773971.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

Photo by Jana Griffith

![Chicago, IL which includes an airport, night scenes and landscape views](https://images.trvl-media.com/place/4477519/c980d989-79d4-4aa7-9351-f518381f4e9c.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

Photo by by O'Hare Intl Airport

![Chicago, IL showing landscape views and an airport](https://images.trvl-media.com/place/4477519/7583daf4-aaee-4098-9814-58adcfcb88d7.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

Photo by by O'Hare Intl Airport

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635074842747)

![O'Hare map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:kob_G%60rvwOqeEoAa%5DcHiNiH%7BIcKkg%40au%40%7BB_y%40i%40ooAiBqkAeFqHo%40%7DOkDx%40sB%7DBRcP%60nA%7DElWou%40vK%7Dl%40%7Be%40G%7DNjEGaQtd%40gOx_%40uHvOoxCpSsIp%7BC_Ed%40vXd%7D%40Hba%40o%40ve%40aDjAdfBiZfGy%5DzJo%5EbAwFnAaRxXkx%40vCp%40dl%40Knn%40%7EL%7EH%7CQdPjP%7ERpE_S%60q%40vR%7E%5EbU%7DYzz%40uSZh%40vZy%40nWyFj%5EeRd%7E%40_%40%7Eu%40oC%7Ep%40kLhFwNtB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=-bZOHa3BE39TNl-SIM1ovW8-8lc=)

### O'Hare

Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635074842747)

## Top Oakland Hotel Reviews

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

10/10 Excellent

"The property was amazing the location was very convenient. I will recommend this hotel to anyone and everyone. I enjoy my day. Staff was amazing from check in to the bar. Thanks for a wonderful stay. "

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

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"We had a great experience during our stay! The hotel was beautiful, clean, and very welcoming. Everything exceeded our expectations. We would definitely stay again!"

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Close proximity to everything , only downside I would say is that they don’t tell you about the $100 deposit per day until after you book"

[](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a_y.jpg)

### Aloft Chicago Mag Mile

10/10 Excellent

"I loved the design of the hotel. Everybody was so helpful and friendly. I’ll definitely be back"

[](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099_y.jpg)

### Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent

"Yes! Everything was so close together only thing I’ll take away is not having a microwave in the room and the shower rod was kind of rusty. Along with a light not working but everything else was nice!"

[](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information)

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"Perfect location! "

[](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Love the hotel just wish the pool water was warmer "

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

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg)

### DoubleTree by Hilton Chicago - Magnificent Mile

8/10 Good

"Clean but not room service"

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![L7 Chicago by LOTTE](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/6dfbfa42_y.jpg)

### L7 Chicago by LOTTE

10/10 Excellent

"Clean room, friendly and helpful staff. Great location for walkable dining destinations. Great restaurant, Perilla is an exceptional Korean Steakhouse had terrific meal for 5 people. I have stayed here before and will come back."

[](https://expedia.ca/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information)

## Frequently asked questions

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

> 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) shines with a rating of 8.8\. Its spacious rooms feature sofa beds and cribs, ensuring comfort for all ages. The hotel offers a complimentary buffet breakfast, making mornings straightforward. Kids will love the indoor pool, while parents can enjoy the 24-hour fitness facilities. The family-friendly atmosphere is enhanced by the option for kids' meals, allowing everyone to dine happily together.

### What hotels in Oakland offer free breakfast?

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

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

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

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

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

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