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
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Chicago adventure hotels

1. The Wade

The Wade
Downtown Chicago
Canada
Ayomikun Jedidiah
AED 547
AED 651 total
includes taxes & fees
30 Aug - 31 Aug
The Wade

2. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Girivasan
AED 790
AED 939 total
includes taxes & fees
30 Aug - 31 Aug
L7 Chicago by LOTTE

3. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Melinda
AED 526
AED 617 total
includes taxes & fees
31 Aug - 1 Sep
Ivy Boutique Hotel

4. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
Canada
Steve
AED 915
AED 1,196 total
includes taxes & fees
31 Aug - 1 Sep
Thompson Chicago, by Hyatt

5. The Talbott, Autograph Collection

The Talbott, Autograph Collection
Downtown Chicago
United States
Angela
AED 673
AED 931 total
includes taxes & fees
30 Aug - 31 Aug
The Talbott, Autograph Collection

6. Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
Canada
Matthew Edmund
AED 845
AED 1,135 total
includes taxes & fees
7 Sep - 8 Sep
Chicago Marriott Downtown Magnificent Mile

7. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
Downtown Chicago
United States
Anton
AED 951
AED 1,240 total
includes taxes & fees
7 Sep - 8 Sep
Sofitel Chicago Magnificent Mile

8. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
AED 447
AED 654 total
includes taxes & fees
31 Aug - 1 Sep
Hotel Felix River North/Magnificent Mile

9. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
United States
Victor
AED 653
AED 885 total
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Chicago Dwtn - The Mart by IHG

10. voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
Downtown Chicago
United States
kaitlyn
AED 779
AED 1,035 total
includes taxes & fees
30 Aug - 31 Aug
voco Chicago Downtown - Riverwalk by IHG
View all properties

Top Chicago Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"We stayed on the concierge floor. It was worth the upgrade. The food was exceptional and the staff, especially Madonna, went out of their way to make you feel welcomed."
Patricia 2-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Spacious, clean, convenient location"
Krystapher 2-night trip
Posted 4 hours ago
Hilton Chicago
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"I have stayed at this hotel many times and u have to commend the staff on their level of service. They are always ready to assist you. The rooms are spacious and modern and even though it's in the middle of downtown its really quiet in the rooms."
Lynette 2-night trip
Posted 8 hours ago
L7 Chicago by LOTTE
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Had a great time at the annual FanExpo. The skywalk was convenient but they closed it through the day which totally defeated the purpose. Great time otherwise."
Justin 2-night trip
Posted 8 hours ago
Hyatt Regency O'Hare Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

8/10 Good
"Fantastic location, friendly and helpful staff, and very comfortable bedding (my friend who shared the room wtih me ordered the pillows for use at home!). Rooms are about the size one would expect for this neighborhood - smaller than in the suburbs! The bathroom amenities are high quality. I only subtracted a star because the elevators were very, very slow resulting in us and several other groups of guests using the stairs which were pretty poorly labeled for ease of use and for safety (if there had been an emergency. I gave this feedback to staff who were outwardly receptive - and who hopefully re-sign the stairwells so that other guests like us (and the other 8 people we found in them!) will know exactly where to go whether rushed or at a calm pace."
Eileen 3-night trip
Posted 9 hours ago
InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Very convenient, helpful staff"
Rebecca 1-night trip
Posted 18 hours ago
Hilton Chicago O'Hare Airport

Explore a world of travel with Expedia