Title: Book the Best ADVENTURE Hotels in Theatre District in 2026 | Expedia.ca

[Theatre District Travel Guide](https://expedia.ca/Chicago-Theatre-District.dx651190586167894016)[Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Theatre District Car Rentals](https://expedia.ca/Car-Rentals-In-Theatre-District.d651190586167894016.Car-Rental-Guide)[Theatre District Vacations](https://expedia.ca/Theatre-District.d651190586167894016.Destination-Travel-Guides)

![Iconic signage in Chicago. It's best to go when it's all lit up for the best shots. It was quite a rainy night in Chicago when I tried to take this shot.](https://images.trvl-media.com/place/829/c8d056d1-097c-4c48-9109-18fb83db02d4.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Mattyboy876

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## Check availability on Theatre District Hotels & Resorts for Couples

Tonight

[Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=651190586167894016&startDate=2026-01-29&endDate=2026-01-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=651190586167894016&startDate=2026-01-30&endDate=2026-01-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=651190586167894016&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=651190586167894016&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Theatre District adventure hotels

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23500/23481/6c5eafdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23500/23481/b45c5a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch plasma TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/1000000/30000/23500/23481/5e134874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/23500/23481/ad5db3a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

[](https://www.expedia.ca/Chicago-Hotels-THE-MIDLAND-HOTEL.h23481.Hotel-Information)

Downtown Chicago

8.2/10

Very good

(1,001 reviews)

"Super clean rooms , nice down stairs , loved the bathroom "

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

Kaiya

CA $149

CA $175 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Chicago-Hotels-THE-MIDLAND-HOTEL.h23481.Hotel-Information)

![55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bb12c333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bf403e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/2281badb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/0e6690c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L7 Chicago by LOTTE

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

Downtown Chicago

9.6/10

Exceptional

(3,599 reviews)

"Clean room Nice staff Great location. "

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

Patrick

CA $193

CA $226 total

includes taxes & fees

Feb 21 - Feb 22

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

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/66c2b5bf.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)

![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/cafdea3a.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 $130

CA $186 total

includes taxes & fees

Feb 1 - Feb 2

[](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)

![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)

![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294952/ff0f80e5.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 $139

CA $229 total

includes taxes & fees

Feb 1 - Feb 2

[](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)

![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)

![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/8ce1aa59.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 $130

CA $186 total

includes taxes & fees

Feb 1 - Feb 2

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

![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/a75285ad.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)

![Pool](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/5667d656.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 $130

CA $186 total

includes taxes & fees

Feb 1 - Feb 2

[](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/118000000/117300000/117295000/117294947/5acb8650.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)

![Interior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294947/fed8d0a2.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 $116

CA $202 total

includes taxes & fees

Feb 1 - Feb 2

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

![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/de817c54.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)

### 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 $175

CA $270 total

includes taxes & fees

Feb 1 - Feb 2

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

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/7f4e3bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/9f33f25d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/cb2e8740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/805c2f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium

[](https://www.expedia.ca/Chicago-Hotels-Perfect-Destination-Onsite-Bar-And-Restaurant.h121358704.Hotel-Information)

Downtown Chicago

CA $130

CA $186 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Chicago-Hotels-Perfect-Destination-Onsite-Bar-And-Restaurant.h121358704.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)

![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)

![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)

### 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

(2,539 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 1 - Feb 2

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.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=2026-02-12&endDate=2026-02-13&regionId=651190586167894016&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true)

## Top Theatre District Hotel Reviews

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

### The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Very cute decor and kind and helpful staff. Awesome location to theater and easy walk to may other places in the city. "

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

![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg)

### theWit Chicago, a Hilton Hotel

10/10 Excellent

"Every thing was great "

[](https://expedia.ca/Chicago-Hotels-TheWit-Chicago-A-DoubleTree-By-Hilton-Hotel.h2463437.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

10/10 Excellent

"Spotless"

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

"Everything was perfect "

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

![Central Loop Hotel](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/43ee742c_y.jpg)

### Central Loop Hotel

10/10 Excellent

"It's all standout."

[](https://expedia.ca/Chicago-Hotels-Central-Loop-Hotel.h2151878.Hotel-Information)

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

### Hilton Chicago

10/10 Excellent

"My stay was truly amazing. Thank you and appreciate the hotel hospitality"

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

![THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/1000000/30000/23500/23481/3a09ea71_y.jpg)

### THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"Room was quite large, very clean, and thebbed was comfortable. Side note: the current trend in hotel bathroom lighting is muted, yellow lighting, which is really difficult to get ready to."

[](https://expedia.ca/Chicago-Hotels-THE-MIDLAND-HOTEL.h23481.Hotel-Information)

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

### Congress Plaza Hotel

10/10 Excellent

"Yes perfectly clean "

[](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.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 Nice staff Great location. "

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

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- [The Loop Hotels ](https://www.expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)

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- [Visit Downtown Chicago ](https://www.expedia.ca/Chicago-Downtown-Chicago.dx6350699)
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- [Budget Rental Cars in Chicago ](https://www.expedia.ca/Budget-Car-Rentals-In-Chicago.d178248-c39.Car-Rental-Guide-Suppliers)
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- [Chicago Vacation Rentals ](https://www.expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)

- [Things to do in Chicago ](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)