Title: Book the Best ADVENTURE Hotels in Old Town Chicago in 2026 | Expedia.ca

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![Old Town Chicago Neighborhood entrance gate and sign](https://images.trvl-media.com/place/6351828/4c85d549-19ea-45b5-aa00-283c75b184b6.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6351828/4c85d549-19ea-45b5-aa00-283c75b184b6.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Old Town Chicago Hotels & Resorts for Couples

Tonight

[Feb 4 - Feb 5](https://www.expedia.ca/Hotel-Search?regionId=6351828&startDate=2026-02-04&endDate=2026-02-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=6351828&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6351828&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6351828&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Old Town Chicago adventure hotels

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/66c2b5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/cafdea3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/f0c5f788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/b026571f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower

[](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358639.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(1 review)

"It was good "

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

Ganiah J.

CA $131

CA $187 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358639.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294952/186f3445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294952/ff0f80e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294952/49c541b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294952/832ddfd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Room with Rooftop Lounge & City Views in River North

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Room-With-Rooftop-Lounge-City-Views-In-River-North.h117294952.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(1 review)

"The hotel was very nice and the location was excellent. Was able to walk to many locations. Noise wasn't bad for a city experience. Hotel restaurant was very good."

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

Cathy L.

CA $141

CA $231 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Room-With-Rooftop-Lounge-City-Views-In-River-North.h117294952.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/69d1574b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/8ce1aa59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/0a4e45a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/2a5c6a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prime Location! Indoor Pool, Near Millennium Park, Shedd Aquarium, Willis Tower

[](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358688.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(2 reviews)

"Perfect stay for what I needed, thanks!"

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

Leighton M.

CA $131

CA $187 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358688.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294947/5acb8650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294947/d237abe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294947/e77ae66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294947/5950d1c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Unit with Rooftop Lounge & Spectacular City Views

[](https://www.expedia.ca/Chicago-Hotels-Luxury-Unit-With-Rooftop-Lounge-Spectacular-City-Views.h117294947.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(1 review)

"Great Chicago location. Close to everything. Check in was a breeze. "

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

Debbie F.

CA $117

CA $203 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Chicago-Hotels-Luxury-Unit-With-Rooftop-Lounge-Spectacular-City-Views.h117294947.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/51599cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/5667d656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/c3ab3020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/ce4fdd5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River North Stay | 1 Unit | Near Chicago Attractions

[](https://www.expedia.ca/Chicago-Hotels-River-North-Stay-1-Unit-Near-Chicago-Attractions.h121118498.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(2 reviews)

"Host was responsive with questions prior to booking and we didn’t need anything during our stay. Good location and a nice place to sleep "

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

Cara P.

CA $131

CA $187 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-River-North-Stay-1-Unit-Near-Chicago-Attractions.h121118498.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/6d7f2fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/036ff6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/fa56c6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/b61e6503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Suite with Rooftop Lounge & Views of Downtown Chicago

[](https://www.expedia.ca/Chicago-Hotels-Modern-Suite-With-Rooftop-Lounge-Views-Of-Downtown-Chicago.h117294949.Hotel-Information)

Downtown Chicago

8.0/10

Very good

(1 review)

"Room was clean, great location. We didn’t spend too much time in the room. One major thing is the shower pressure, absolutely awful. Barely coming out of the shower head. Temperature in the shower was really sensitive and hard to not have it scolding hot, and I like hot showers. "

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

Timothy F.

CA $176

CA $272 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Chicago-Hotels-Modern-Suite-With-Rooftop-Lounge-Views-Of-Downtown-Chicago.h117294949.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/f1a5921f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, free cribs/infant beds](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/085d232b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/e9e7f382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/c35b1006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### voco Chicago Downtown - Riverwalk by IHG

[](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information)

Downtown Chicago

8.8/10

Excellent

(3,654 reviews)

"Great place to stay"

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

suleman

CA $165

CA $194 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6d9bcb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/77822130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wade

[](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

Downtown Chicago

8.4/10

Very good

(1,652 reviews)

"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "

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

Norah

CA $149

CA $175 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/cbe9b050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/b58d9761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view from property](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/2b1c0fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Felix River North/Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

Downtown Chicago

8.2/10

Very good

(2,549 reviews)

"I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic."

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

Equilla

CA $82

CA $138 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/9c44ca76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/3f6518d6.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/6000000/5210000/5204900/5204897/612465b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ivy Boutique Hotel

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

Downtown Chicago

8.6/10

Excellent

(1,087 reviews)

"I always stay here when in town. "

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

Jeffrey

CA $98

CA $115 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.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=2026-02-18&endDate=2026-02-19&regionId=6351828&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true)

## Top Old Town Chicago Hotel Reviews

![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

"Very nice experience at Royal Sonesta. Friendly staff. Comfortable , clean accommodations. Nice view of Chicago. "

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

![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg)

### Hotel Felix River North/Magnificent Mile

10/10 Excellent

"My sister and her friends had a great time staying on NYE. Convenient location to festivities, friendly staff, and a 24 hrs Walgreens. "

[](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

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

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Rooms was clean, staff was amazing, and loved the breakfast! Best breakfast I’ve had at a hotel. "

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

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

### Hilton Chicago

10/10 Excellent

"Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field."

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

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

### Congress Plaza Hotel

10/10 Excellent

"Great a+++"

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

![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg)

### Pendry Chicago

10/10 Excellent

"Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium."

[](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information)

![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg)

### LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

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

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

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Every thing was excellent and the staff too"

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

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"clean nice room, comfy bed, really nice rainfall and handheld showers, nice bathroom products. good location"

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

## Frequently asked questions

### Why book your hotel for couples in Old Town Chicago with Expedia?

### How can I find cheap hotels for couples in Old Town Chicago?

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