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Check availability on Chicago Adventure Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 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 room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

1. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Jeffrey Thomas
AED 565
AED 672 total
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.

2. The Wade

The Wade
Downtown Chicago
United States
Sheilaann
AED 522
AED 620 total
includes taxes & fees
1 Nov - 2 Nov
The Wade
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 gym with treadmills, weight machines, and a curved ceiling.
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.

3. Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
United States
jennifer
AED 896
AED 1,197 total
includes taxes & fees
31 Oct - 1 Nov
Chicago Marriott Downtown Magnificent Mile
A hallway with a bench, a door, and a wall-mounted light fixture.
A modern living room with a dining area, large windows, and a unique ceiling light fixture.
A kitchen with a microwave, coffee makers, and a shelf with glassware and dishes.
A dining area with a fireplace, a wooden table, and chairs. There is a kitchen area with cabinets and appliances.

4. City Suites Hotel

City Suites Hotel
Lakeview
United States
Vincentius
AED 401
AED 470 total
includes taxes & fees
16 Nov - 17 Nov
City Suites Hotel
An outdoor seating area with sofas, tables, and umbrellas, overlooking a cityscape.
A modern living room with a flat-screen TV, a coffee table with books, a sofa, and a lamp.
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.
A modern lounge area with comfortable seating, a glass coffee table, and large windows offering a city view.

5. The Westin Chicago River North

The Westin Chicago River North
Downtown Chicago
United States
Santos
AED 878
AED 1,175 total
includes taxes & fees
31 Oct - 1 Nov
The Westin Chicago River North
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 rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.
A bar area with a circular bar, stools, and a well-stocked shelf of bottles.
A modern interior with a bar area, seating, and large windows offering a city view.

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

The Robey, Chicago, a Member of Design Hotels
West Town
United States
Patricia
AED 749
AED 970 total
includes taxes & fees
1 Nov - 2 Nov
The Robey, Chicago, a Member of Design Hotels
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A residential street with a sidewalk, houses, and greenery.

7. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
AED 450
AED 499 total
includes taxes & fees
27 Oct - 28 Oct
Carleton of Oak Park
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.

8. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Raven
AED 520
AED 610 total
includes taxes & fees
8 Nov - 9 Nov
Ivy Boutique Hotel
A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.
A modern interior with wooden shelves, a fireplace, and a round mirror.
A spacious indoor area with a high ceiling, a dining area with tables and chairs, and a seating area with sofas and armchairs.
A modern building with large glass windows and a sign reading "Thompson Chicago".

9. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
Canada
Kyle
AED 874
AED 1,148 total
includes taxes & fees
16 Nov - 17 Nov
Thompson Chicago, by Hyatt
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 modern hotel room with a large window, a blue sofa, and a lamp.
A spacious lobby with a central bar area, seating, and a large window offering a city view.

10. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
United States
Daniel
AED 639
AED 869 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Chicago Dwtn - The Mart by IHG
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Top Chicago Hotel Reviews

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"I was apprehensive about this hotel after reading some of the reviews. I was pleasantly surprised how great the hotel was. I am not sure what happened to previous people that wrote bad reviews of this place but the room was nice, the staff was helpful and it was a very nice stay. I would reccomend this hotel."
Lisa 3-night trip
Posted 1 hour ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Quaint lil spot that we came back to after our South Bend visit. Great value and location. Comfy beds and quiet. Also amazing food finds with in walking distance."
Andrea 1-night trip
Posted 2 hours ago
Hotel Saint Clair- Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great hotel. Clean , centralized in the city , from hotel you can walk everywhere with great restaurants in the area. Very friendly staff"
Tanya 3-night trip
Posted 4 hours ago
The Royal Sonesta Chicago Downtown
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"So far the best hotel we have found in Chicago. Everything was in close walking distance. Super easy to get to from the airport, fabulous food outlets nearby, easy stroll to Lake Michigan. And the friendliest, most helpful staff !!"
Veronika 5-night trip
Posted 22 hours ago
Fairmont Chicago at Millennium Park
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Godfrey is a beautiful hotel in a great location. I had the deluxe King room that was very spacious and it had an amazing view. Staff was friendly and attentive. I will definitely be staying here when I am back in Chicago."
Makenzie 1-night trip
Posted 2 days ago
The Godfrey Hotel Chicago
Freehand Chicago

Freehand Chicago

10/10 Excellent
"It was comfortable"
Ece 4-night trip
Posted 2 days ago
Freehand Chicago

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