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Check availability on Chicago Adventure Hotels

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Chicago adventure 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 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.

1. 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 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 restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

2. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Jeffrey Thomas
AED 631
AED 750 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 hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

3. The Wade

The Wade
Downtown Chicago
United States
Erin
AED 466
AED 555 total
includes taxes & fees
12 Nov - 13 Nov
The Wade
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.

4. 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 lobby with a glass door marked "EXIT," two elevators, a reception desk, and a patterned floor.
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 modern interior with a bar area, seating, and large windows offering a city view.
A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

5. 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 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 modern living room with a dining area, large windows, and a unique ceiling light fixture.
A reception area with a counter, a floral wall mural, and a door in the background.

6. 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
A modern restaurant with high ceilings, exposed beams, and large windows. Tables are set with blue napkins and pink glassware.
A cozy reading area with a dark blue sofa, multiple bookshelves, and a small table with a drink and a glass.
A rooftop pool area with lounge chairs and a view of the city skyline.
A bar with multiple shelves of bottles, a long counter, and several stools.

7. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
United States
Jordan
AED 804
AED 1,064 total
includes taxes & fees
1 Nov - 2 Nov
The Hoxton, Chicago
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 lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

8. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
AED 450
AED 499 total
includes taxes & fees
21 Oct - 22 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 hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.

9. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Raven
AED 494
AED 579 total
includes taxes & fees
11 Nov - 12 Nov
Ivy Boutique Hotel
Lobby
Breakfast area
Breakfast area
Room

10. Best Western At O'Hare

Best Western At O'Hare
Rosemont
United States
Wendy
AED 372
AED 423 total
includes taxes & fees
25 Oct - 26 Oct
Best Western At O'Hare
View all properties

Top Chicago Hotel Reviews

The Wade

The Wade

10/10 Excellent
"Loved this trendy hotel. Great location, amenities, and service."
Sheilaann 3-night trip
Posted 1 hour ago
The Wade
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great central Chicago location; everything was walkable from this great hotel."
Lars 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
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 4 hours ago
The Godfrey Hotel Chicago
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"clean, perfect for a family trip!"
Summer 1-night trip
Posted 5 hours ago
Fairmont Chicago at Millennium Park
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"That staff were very friendly and accommodating! Would definitely come back!"
Curtis 1-night trip
Posted 6 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago

Hilton Chicago

10/10 Excellent
"The property was great"
Mariana 4-night trip
Posted 6 hours ago
Hilton Chicago
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Nice enough room on the small side with tight bathroom. Small lobby. It is what it is. Convenient location. No real complaints"
Joseph 1-night trip
Posted 6 hours ago
Hotel Saint Clair- Magnificent Mile
Freehand Chicago

Freehand Chicago

10/10 Excellent
"It was comfortable"
Ece 4-night trip
Posted 10 hours ago
Freehand Chicago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"The staff was 10/10."
Nomar Alfonzo 5-night trip
Posted 14 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

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