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

Our top choices for Chicago adventure hotels

A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

1. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,009 reviews)
"Amazing hotel, best location"
United States
Talia
The price is AED 1,917
AED 2,279 total
includes taxes & fees
6 Dec - 7 Dec
The Langham, Chicago
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.

2. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,221 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is AED 480
AED 570 total
includes taxes & fees
25 Nov - 26 Nov
L7 CHICAGO by LOTTE HOTELS
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

3. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,222 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is AED 409
AED 486 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Vacation Club Hotel Blake Chicago
A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

4. Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (672 reviews)
"The entire stay was excellent, will definitely visit again."
United States
JERI
The price is AED 466
AED 555 total
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown Magnificent Mile
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

5. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,083 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is AED 1,694
AED 2,014 total
includes taxes & fees
22 Nov - 23 Nov
Trump International Hotel & Tower Chicago
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

6. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again."
United States
Sabina
The price is AED 1,245
AED 1,590 total
includes taxes & fees
22 Nov - 23 Nov
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A modern building with a colorful facade and a red circular seating area.

7. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,372 reviews)
"Great hotel"
United States
Kristopher Joel
The price is AED 426
AED 507 total
includes taxes & fees
23 Nov - 24 Nov
citizenM Chicago Downtown
A hotel with a classic facade, large windows, and flags.

8. Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Breakfast was great A lot to chose from"
United States
William
The price is AED 466
AED 555 total
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown/Loop
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

9. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,904 reviews)
"Great Location"
United States
Natasha
The price is AED 528
AED 736 total
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
A spacious lobby with a long bar area, red curtains, and a patterned carpet.

10. Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,463 reviews)
"Enjoyed stay!"
United States
David
The price is AED 528
AED 627 total
includes taxes & fees
22 Nov - 23 Nov
Canopy by Hilton Chicago Central Loop
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

11. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,677 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is AED 485
AED 681 total
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago
A modern lounge area with seating, a coffee table, and a view of the city at night.

12. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Love this hotel! A great atmosphere! We love happy hour and the tacos!!"
United States
Lora
The price is AED 446
AED 531 total
includes taxes & fees
23 Nov - 24 Nov
Moxy Chicago Downtown
A cityscape with modern high-rise buildings, a river, and a boat.

13. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,508 reviews)
"Wonderful will stay again"
United States
Kristee
The price is AED 570
AED 809 total
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Chicago
A cityscape with tall buildings, a river, and a bridge.

14. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,692 reviews)
"Excellent hotel"
Canada
Frédéric
The price is AED 474
AED 681 total
includes taxes & fees
10 Dec - 11 Dec
The Royal Sonesta Chicago Downtown
A modern interior with a geometric bookshelf filled with books, a bench, and a lamp.

15. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,441 reviews)
"Perfect location, and every interaction with staff was wonderful!"
United States
Nancy
The price is AED 493
AED 701 total
includes taxes & fees
23 Nov - 24 Nov
Arlo Chicago
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

16. Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,224 reviews)
"Staff kind, clean room and good breakfast"
United States
Inés
The price is AED 479
AED 570 total
includes taxes & fees
22 Nov - 23 Nov
Springhill Suites by Marriott Chicago Downtown/ River North
A modern lobby with a reception desk, seating area, and a fireplace.

17. Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,286 reviews)
"Excellent location, friendly and professional staff."
United States
Heather
The price is AED 533
AED 633 total
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Downtown River North
An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

18. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,008 reviews)
"Beautiful room, great breakfast and helpful staff"
United States
Peggy.
The price is AED 572
AED 680 total
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn Chicago West Loop Fulton Market Area
A modern hotel room with a large bed, two armchairs, a small round table, and a view of a cityscape through floor-to-ceiling windows.

19. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,528 reviews)
"Excellent location and super friendly staff!"
United States
Rhiannon
The price is AED 790
AED 1,070 total
includes taxes & fees
24 Nov - 25 Nov
Loews Chicago Hotel
A corridor with ornate black metal railings and a patterned carpet.

20. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,194 reviews)
"Great location"
United States
Paul
The price is AED 614
AED 839 total
includes taxes & fees
23 Nov - 24 Nov
Staypineapple, An Iconic Hotel, The Loop
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Very convenient with a nice room and view"
Justin 2-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile

Explore a world of travel with Expedia