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Check availability on Chicago Adventure Hotels

Tonight
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 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 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.
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
Jeffrey Thomas
AED 607
AED 722 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 modern bar area with high stools, a bar counter, and shelves of liquor bottles.

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 hotel room with a large bed, a desk, a chair, and a TV. There are large windows with curtains, and a city view.
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 hotel room with a bed, a desk, a chair, a window with curtains, a radiator, and a television on the wall.
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 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 418
AED 490 total
includes taxes & fees
18 Nov - 19 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 lounge area with comfortable seating, a glass coffee table, and large windows offering a city view.
A modern living room with a flat-screen TV, a coffee table with books, a sofa, and a lamp.

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 building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".
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.

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 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.

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 room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.

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 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.
A modern lobby with a large mirror, bookshelves, seating areas, and a reception desk.

9. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
Canada
Kyle
AED 900
AED 1,178 total
includes taxes & fees
1 Nov - 2 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 modern bar area with a long counter, multiple bar stools, and a large flat-screen TV.

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
View all properties

Top Chicago Hotel Reviews

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Everything was nice in the room. Staff was very accommodating. We had a package mailed to this hotel overnight due to my forgetfulness and Hilton did an amazing job at getting it to me on time. Thanks to everyone."
Edward 1-night trip
Posted 3 hours ago
Hilton Chicago O'Hare Airport
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Room is spacious, very clean hotel. I would recommend."
Ramesh 4-night trip
Posted 7 hours ago
The Royal Sonesta Chicago Downtown
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

8/10 Good
"Good property but a very small bathroom and no ho water."
Gabe 1-night trip
Posted 9 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Freehand Chicago

Freehand Chicago

10/10 Excellent
"It was comfortable"
Ece 4-night trip
Posted 3 days ago
Freehand Chicago

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