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

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Check availability on Chicago Adventure Hotels

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

Our top choices for Chicago adventure hotels

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

1. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is AED 2,296
AED 2,729 total
includes taxes & fees
1 Nov - 2 Nov
The Peninsula Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

2. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Very well located and the service at this hotel was truly 5 stars The high tea was exceptional as well"
United States
Ana
The price is AED 1,917
AED 2,280 total
includes taxes & fees
22 Nov - 23 Nov
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.

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,138 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is AED 479
AED 570 total
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE
A cityscape with a river, a bridge, and a dining area with tables and chairs.

4. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,068 reviews)
"Great experience and accommodations"
United States
robert
The price is AED 1,694
AED 2,014 total
includes taxes & fees
8 Nov - 9 Nov
Trump International Hotel & Tower Chicago
A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

5. Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (664 reviews)
"The entire stay was excellent, will definitely visit again."
United States
JERI
The price is AED 496
AED 590 total
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown Magnificent Mile
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 1,058
AED 1,368 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, (4,350 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 spacious bar area with high ceilings and large windows, offering views of a cityscape.

8. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,496 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 spacious lobby with a long bar area, red curtains, and a patterned carpet.

9. Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,453 reviews)
"Great stay and great location!"
United States
Hannah
The price is AED 559
AED 664 total
includes taxes & fees
22 Nov - 23 Nov
Canopy by Hilton Chicago Central Loop
A corridor with ornate black metal railings and a patterned carpet.

10. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,186 reviews)
"Great stay"
United States
RaeQuan
The price is AED 539
AED 749 total
includes taxes & fees
15 Nov - 16 Nov
Staypineapple, An Iconic Hotel, The Loop
A spacious lobby with a plush teal sofa, a round coffee table, and a large chandelier.

11. The LaSalle Chicago, Autograph Collection by Marriott

The LaSalle Chicago, Autograph Collection by Marriott
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (405 reviews)
"Very convenient, Moderna and friendly / helpful staff."
United States
Jason
The price is AED 797
AED 948 total
includes taxes & fees
26 Nov - 27 Nov
The LaSalle Chicago, Autograph Collection by Marriott
A hotel lobby with a bar area, a chandelier, and a reception desk.

12. Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 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 modern lounge area with seating, a coffee table, and a view of the city at night.

13. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Love the hotel, love the area, will repeat !"
United States
Justin
The price is AED 446
AED 531 total
includes taxes & fees
23 Nov - 24 Nov
Moxy Chicago Downtown
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

14. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,879 reviews)
"It was a very nice stay! We enjoyed the hotel The views were amazing"
United States
James
The price is AED 528
AED 737 total
includes taxes & fees
22 Nov - 23 Nov
LondonHouse Chicago, Curio Collection by Hilton
A modern hotel with a colorful awning and a glass facade.

15. 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, (1,287 reviews)
"Location is excellent."
United States
ana
The price is AED 533
AED 633 total
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Downtown River North
A dining area with a table set for four, large windows offering a cityscape view at dusk.

16. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,670 reviews)
"Great location. Rooms were very nice and staff was very accommodating."
United States
Luay
The price is AED 492
AED 703 total
includes taxes & fees
23 Nov - 24 Nov
The Royal Sonesta Chicago Downtown
Exterior

17. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,418 reviews)
"Outstanding hotel highly recommend staying here!!!!"
United States
Daniel
The price is AED 437
AED 634 total
includes taxes & fees
26 Nov - 27 Nov
Arlo Chicago
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

18. 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, (1,221 reviews)
"everything was great, excellent location"
United States
Robert
The price is AED 479
AED 570 total
includes taxes & fees
22 Nov - 23 Nov
Springhill Suites by Marriott Chicago Downtown/ River North
An outdoor patio area with multiple tables and chairs, umbrellas, and potted plants.

19. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,520 reviews)
"Excellent location and super friendly staff!"
United States
Rhiannon
The price is AED 768
AED 1,044 total
includes taxes & fees
24 Nov - 25 Nov
Loews Chicago Hotel
A modern restaurant interior with a green wall, hanging lights, and a long dining area.

20. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,993 reviews)
"Great stay!"
United States
Miya
The price is AED 409
AED 604 total
includes taxes & fees
22 Nov - 23 Nov
Hotel 505 River North
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.
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Top Chicago Hotel Reviews

Freehand Chicago

Freehand Chicago

8/10 Good
"Went a couple months ago so forgot most things but big thing lots of mold in bathroom. The shower curtain had a lot of mold on it other then that such a cute hotel love the photo booth"
Nevaeh 2-night trip
Posted 1 hour ago
Freehand Chicago

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