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
2 Sep - 3 Sep
Tomorrow
3 Sep - 4 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Chicago adventure hotels

1. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Jerry
AED 526
AED 617 total
includes taxes & fees
7 Sep - 8 Sep
Ivy Boutique Hotel

2. The Wade

The Wade
Downtown Chicago
Canada
Ayomikun Jedidiah
AED 621
AED 738 total
includes taxes & fees
7 Sep - 8 Sep
The Wade

3. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
United States
Jordan
AED 951
AED 1,239 total
includes taxes & fees
7 Sep - 8 Sep
The Hoxton, Chicago

4. voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
Downtown Chicago
United States
Leeshay
AED 727
AED 974 total
includes taxes & fees
7 Sep - 8 Sep
voco Chicago Downtown - Riverwalk by IHG

5. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
United States
Victor
AED 709
AED 952 total
includes taxes & fees
7 Sep - 8 Sep
Holiday Inn Chicago Dwtn - The Mart by IHG

6. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
AED 473
AED 685 total
includes taxes & fees
7 Sep - 8 Sep
Hotel Felix River North/Magnificent Mile

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Jeff
AED 949
AED 1,128 total
includes taxes & fees
20 Sep - 21 Sep
L7 Chicago by LOTTE

8. The Talbott, Autograph Collection

The Talbott, Autograph Collection
Downtown Chicago
United States
Kerry Sean
AED 732
AED 1,001 total
includes taxes & fees
7 Sep - 8 Sep
The Talbott, Autograph Collection

9. 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

10. Kinzie Hotel

Kinzie Hotel
Downtown Chicago
United States
Patty
AED 711
AED 988 total
includes taxes & fees
7 Sep - 8 Sep
Kinzie Hotel
View all properties

Top Chicago Hotel Reviews

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"No"
James 2-night trip
Posted less than an hour ago
Hampton Inn Chicago Downtown/Magnificent Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great"
Meshach 3-night trip
Posted 2 hours ago
Hyatt Regency Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Excellent hotel if you are coming to explore Chicago. Lots of history in the building which transports you back in time without feeling dated due to the efforts of the owners/staff to keep it up. Pricing is outstanding for location, easy walk to L stations and the area is relatively safe even early into the morning."
Ethan 2-night trip
Posted 2 hours ago
Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"A fantastic day experience."
Alejandro 1-night trip
Posted 6 hours ago
InterContinental Chicago Magnificent Mile by IHG
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"The room was very neat & clean upon arrival. The staff were kind and readily available for anything you need. It was a relaxing and comfortable stay. The location is perfect at the center of everything or just a few train stops away. Would stay again"
Kiara 3-night trip
Posted 11 hours ago
L7 Chicago by LOTTE
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Very"
Amit 2-night trip
Posted 1 day ago
Fairmont Chicago at Millennium Park

Explore a world of travel with Expedia