A river with a yellow boat, surrounded by tall buildings and a bridge.

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Check availability on Chicago Adventure Hotels

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Chicago adventure hotels

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

1. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Dimitri
AED 479
AED 569 total
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE
An outdoor dining area with tables and umbrellas, overlooking a river with a bridge and high-rise buildings in the background.
A spacious lobby with a high ceiling, modern seating, and a central bar area.
A spacious lobby with a central bar area, seating, and a large window offering a city view.
A modern bar area with a long counter, multiple bar stools, and a large flat-screen TV.

2. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
United States
Pamela
AED 448
AED 642 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Chicago Dwtn - The Mart by IHG
A grand lobby with a central bar, high ceilings, and classical architecture.
A modern living room with a sofa set, ottoman, and armchairs.
A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.
A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

3. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Carrie
AED 437
AED 520 total
includes taxes & fees
22 Nov - 23 Nov
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.
A modern lobby with a large mirror, bookshelves, seating areas, and a reception desk.
A modern building with large glass windows and a sign reading "Thompson Chicago".
A spacious indoor area with a high ceiling, a dining area with tables and chairs, and a seating area with sofas and armchairs.

4. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
Canada
Kyle
AED 551
AED 763 total
includes taxes & fees
25 Nov - 26 Nov
Thompson Chicago, by Hyatt
A breakfast setting with a plate of toast, a bowl of fruit, a cup of coffee, and a newspaper on a table by a window with a city view.
A bar area with a circular bar, stools, and a well-stocked shelf of bottles.
A building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".
A modern interior with a bar area, seating, and large windows offering a city view.

5. The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels
West Town
United States
Patricia
AED 624
AED 824 total
includes taxes & fees
23 Nov - 24 Nov
The Robey, Chicago, a Member of Design Hotels
A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.
A modern bar area with a central island, bar stools, and a television screen displaying a news program.
A modern hotel room with a large window offering a city view, a kitchen area with a white countertop, and a seating area with a round coffee table.
A hotel room with a large bed, a desk, a chair, and a TV. There are large windows with curtains, and a city view.

6. Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
United States
Monica
AED 676
AED 935 total
includes taxes & fees
23 Nov - 24 Nov
Chicago Marriott Downtown Magnificent Mile
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

7. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
AED 450
AED 499 total
includes taxes & fees
28 Oct - 29 Oct
Carleton of Oak Park
A woman descending a set of outdoor stairs in an urban area with tall buildings in the background.
A person seated by a window with a city view, a small table with bottles and glasses, and a pair of glasses on the table.
A dining table with a salad, cheese, and wine, surrounded by chairs and a large plant.
A spacious lobby with a high ceiling, modern seating, and a central bar area.

8. voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
Downtown Chicago
United States
Monique
AED 481
AED 681 total
includes taxes & fees
26 Nov - 27 Nov
voco Chicago Downtown - Riverwalk by IHG
An outdoor seating area with sofas, tables, and umbrellas, overlooking a cityscape.
A hotel room with a large bed, a sofa, a TV, and a desk.
A modern lounge area with comfortable seating, a glass coffee table, and large windows offering a city view.
A spacious hotel lobby with a modern design, featuring a large seating area with sofas and chairs, a bar area, and large windows offering views of the cityscape.

9. The Westin Chicago River North

The Westin Chicago River North
Downtown Chicago
United States
John
AED 613
AED 860 total
includes taxes & fees
24 Nov - 25 Nov
The Westin Chicago River North
A hallway with a bench, a door, and a wall-mounted light fixture.
A dining area with a fireplace, a wooden table, and chairs. There is a kitchen area with cabinets and appliances.
A kitchen with a microwave, coffee makers, and a shelf with glassware and dishes.
A modern living room with a dining area, large windows, and a unique ceiling light fixture.

10. City Suites Hotel

City Suites Hotel
Lakeview
United States
Vincentius
AED 400
AED 469 total
includes taxes & fees
23 Nov - 24 Nov
City Suites Hotel
View all properties

Top Chicago Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"It was very clean, great location, staff was really nice."
Jennifer 2-night trip
Posted less than an hour ago
L7 Chicago by LOTTE
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"This is a great hotel. Very clean. Comfortable beds. The staff were very friendly and helpful. Excellent location. I would definitely stay here next time I’m in Chicago."
Robyn 3-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"The Godfrey was the perfect location for our weekend getaway with friends. We especially loved the rooftop bar for drinks and appetizers."
Shannon 2-night trip
Posted 1 hour ago
The Godfrey Hotel Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Great location!!!! Have stayed many times"
Joseph 1-night trip
Posted 1 hour ago
Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"What i like about ohare hilton was the convenient of being at the airport. The hotel is outdated. Having carpet inside the rooms makes the room smell like dust and it smells funny"
Ruschelle Bernabe 3-night trip
Posted 2 hours ago
Hilton Chicago O'Hare Airport
Hilton Chicago

Hilton Chicago

8/10 Good
"Everyone so nice but long lines to check in."
Elvira 1-night trip
Posted 4 hours ago
Hilton Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"First the good: the location is great, right on the river and easily walkable to the Loop of the Magnificent Mile, etc. I arrived early and asked to check my bag, but my room was ready, which was nice. Somehow I got a fabulous upgrade to a comfortable spacious corner room on the 38th floor with the most spectacular views (views plural). When I returned later to rest before dinner, I couldn’t stop looking out the windows—what a show at sunset! The bed was very comfortable, although really really high off the ground. Everything seemed clean. Now the not-so-good: lighting was very sparse in the room—half the room had no lighting at all. No place to charge devices—hello, this is 2026. I had a little trouble with the temperature and there was no way to call downstairs—everything has to be handled in the app. So do stay here, but bring a charging station to plug into the wall—which is far from the bed."
LINDA 1-night trip
Posted 10 hours ago
The Royal Sonesta Chicago Downtown
Freehand Chicago

Freehand Chicago

8/10 Good
"Good value"
Francis 3-night trip
Posted 22 hours ago
Freehand Chicago
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"I really enjoyed my stay here! One of the first things I noticed was how clean and well-kept everything was, which made me feel comfortable right away. The staff was amazing, always friendly, welcoming, and willing to help with anything I needed. I also really appreciated how convenient the location was. It made getting around so much easier. It's always nice to stay somewhere that feels comfortable and where you're treated well. I had a great experience overall and would definitely stay here again. Highly recommend!"
Jorje 1-night trip
Posted 23 hours ago
Fairmont Chicago at Millennium Park

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