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

Find Adventure Hotels in Chicago, IL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Adventure Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
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 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.
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
Dimitri
AED 479
AED 569 total
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE
A cityscape at dusk with illuminated skyscrapers and a river.
A modern bar area with a long counter, multiple bar stools, and a large flat-screen TV.
A spacious lobby with a central bar area, seating, and a large window offering a city view.
A spacious lobby with a high ceiling, modern seating, and a central bar area.

2. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
United States
Pamela
AED 481
AED 681 total
includes taxes & fees
23 Nov - 24 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 round dining table, bar stools, a purple armchair, and a sofa with cushions.
A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.
A modern living room with a sofa set, ottoman, and armchairs.

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 building with large glass windows and a sign reading "Thompson Chicago".
A modern lobby with a large mirror, bookshelves, seating areas, and a reception desk.
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 558
AED 772 total
includes taxes & fees
23 Nov - 24 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 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.
A building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".

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 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 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.

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 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.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen 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
28 Oct - 29 Oct
Carleton of Oak Park
A high-rise building with a modern glass facade and a historic building with a green roof in the background.
A dining table with a salad, cheese, and wine, surrounded by chairs and a large plant.
A modern bar area with a long counter, multiple bar stools, and a large flat-screen TV.
A woman descending a set of outdoor stairs in an urban area with tall buildings in the background.

8. voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
Downtown Chicago
United States
Monique
AED 477
AED 677 total
includes taxes & fees
23 Nov - 24 Nov
voco Chicago Downtown - Riverwalk by IHG
A cityscape with modern high-rise buildings, a river, and a bridge.
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.

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 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.
A dining area with a fireplace, a wooden table, and chairs. There is a kitchen area with cabinets and appliances.

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

Freehand Chicago

Freehand Chicago

8/10 Good
"Good value"
Francis 3-night trip
Posted less than an hour 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 1 hour ago
Fairmont Chicago at Millennium Park
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"The rooms were cleaned every day and the cleaning lady made a towel animal one night."
Brianna 6-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Clean room and great location for our trip"
Kevin 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago

Hilton Chicago

10/10 Excellent
"For being a massive hotel it is not overwhelming and is very welcoming."
Yaphet 2-night trip
Posted 1 hour ago
Hilton Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"Solo Raymond fue la única persona amable, una señora la cual no me sé su nombre fue muy grosera con nosotros, nos habló muy golpeado y no nos explicó amablemente nada. No te hace sentir bienvenido, solo Raymond lo hace. Gracias a Dios solo nos cobraron los 150 dolares del depósito, pero escuché que te pueden cobrar 50 dólares por noche y un 18% de impuestos, la verdad no sé bien en qué casos, yo me estuve manteniendo en contacto con los de expedia para todas mis dudas. Así que aconsejo reservar cuarto sin desayuno incluido. Lo bueno del lugar es que el cuarto es amplio y que la ubicación es maravillosa. Y que el precio no es tan elevado como el de los hoteles cercanos a este (no por eso es barato) No esperen algo lujoso, es más bien algo útil. Ah, y la TV nunca funcionó, no pudimos poner música de mientras. A mi no me molesta tanto eso, pero a mi novio sí y otra cosa, el internet es muy lento."
Contreras Chávez 4-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Good experience would definitely stay here again!"
Taura 4-night trip
Posted 4 hours ago
Eurostars Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Pleasant stay great location"
Sam 2-night trip
Posted 7 hours ago
Congress Plaza Hotel
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"St. Clair hotel lists the room as premium, even though the two windows in the room had no view. Both windows faced the building outter exterior brick walls from all sides. Dim lightning with no direct sunlight, very depressing to look out. The room should have been listened and offered as standard, at best, not premium."
Don E. 2-night trip
Posted 23 hours ago
Hotel Saint Clair- Magnificent Mile

Explore a world of travel with Expedia