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

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Check availability on Chicago Adventure Hotels

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
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 modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
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.

1. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Amanda
AED 641
AED 762 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 rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
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 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
Ashaleigh
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 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 modern gym with treadmills, weight machines, and a curved ceiling.
A modern bar area with a central island, bar stools, and a television screen displaying a news program.

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 reception area with a counter, a floral wall mural, and a door in the background.
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.

4. City Suites Hotel

City Suites Hotel
Lakeview
United States
Vincentius
AED 426
AED 500 total
includes taxes & fees
9 Nov - 10 Nov
City Suites Hotel
An outdoor seating area with sofas, tables, and umbrellas, overlooking a cityscape.
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 living room with a flat-screen TV, a coffee table with books, a sofa, and a lamp.
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 937
AED 1,245 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 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.

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
16 Nov - 17 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 lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A residential street with a sidewalk, houses, and greenery.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

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 hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.
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.

8. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Raven
AED 520
AED 610 total
includes taxes & fees
10 Nov - 11 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 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".

9. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
Canada
Kyle
AED 940
AED 1,226 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 spacious lobby with a central bar area, seating, and a large window offering a city view.
A modern hotel room with a large window, a blue sofa, and a lamp.

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 Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"My stay was very nice here at this hotel. The staff were very helpful and polite. My room was okay with a nice view of the city but it had an unpleasant smell in the room and some of the wall paper was peeling. I still would say I’d stay here again. It was not horrible at all. 4 stars from me."
Tymori 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Good"
Cheyenne 3-night trip
Posted less than an hour ago
Eurostars Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location, clean rooms, great staff… and it smelled so good every time we walked into the hotel."
Ebony 3-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Friendly staff, huge rooms and an amazing location, will stay here again!"
Eric 2-night trip
Posted 3 hours ago
L7 Chicago by LOTTE
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Stayed for 3 days, and it was great! The staff was super kind when helping me after I accidentally selected the wrong type of room.It was cozy and breakfast was great! I’d stay again 😄"
Oliwia 3-night trip
Posted 6 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

8/10 Good
"Clean room staff was great"
Dwayne 2-night trip
Posted 10 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $."
elvin 2-night trip
Posted 23 hours ago
Fairmont Chicago at Millennium Park
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Had a great night in a great room!"
Sherron 1-night trip
Posted 1 day ago
Hotel Saint Clair- Magnificent Mile

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