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Adventure Hotels in Chicago, IL $44

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Chicago Hotels

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Featured Chicago Adventure Hotels

See all 961 Hotels in Chicago
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago
4.5 out of 5.0
4.5 out of 5 (415 reviews)
I love it and they have the best services!!!i will definitely stay there multiple times
  Aug 11, 2017

$161

$161
Chicago's Essex Inn

Chicago's Essex Inn

800 S Michigan Ave, Chicago
3.5 out of 5.0
3.6 out of 5 (1,320 reviews)
Great location close to museum and park. Easy access to transit. Construction next to the window, was fun to watch but noisy at 7am. The limited view of the lake that I had will be gone soon because of construction. Staff were friendly, however, housekeeping was hit and miss. In room coffee maker ...
  Aug 19, 2017

$89

$89
The Palmer House Hilton

The Palmer House Hilton

17 E Monroe St, Chicago
4.0 out of 5.0
4.2 out of 5 (2,487 reviews)
A return visitMy wife and I had stayed there many times, and I have so many nice memories. She recently died and our two sons and I were visiting Chicago. It was sweet to recall the familiar hotel with its great lobby and wonderful location. Just as good as always. Actually with improved rooms.
  Aug 18, 2017

$104

$104
Hilton Garden Inn Chicago Downtown Magnificent Mile

Hilton Garden Inn Chicago Downtown Magnificent Mile

10 E Grand Ave, Chicago
3.0 out of 5.0
4.4 out of 5 (830 reviews)
Great location, disappointed in no breakfast.Staff was wonderful, no complaints. Would have liked breakfast to be included, even if something small. Good location for catching the train to Wrigley.
  Aug 17, 2017

$116

$116
Swissotel - Chicago

Swissotel - Chicago

323 E Wacker Dr, Chicago
4.0 out of 5.0
4.4 out of 5 (1,160 reviews)
not replacing Q-tips some nights has no small face towel
  Aug 12, 2017

$152

$152
Club Quarters Hotel, Central Loop

Club Quarters Hotel, Central Loop

111 West Adams Street, Chicago
4.0 out of 5.0
4.2 out of 5 (2,018 reviews)
Biz-traveler-focused hotel in heart of ChicagoThis is the second Club Quarters hotel that I have stayed at recently, and is exactly what I wanted and needed: a simple, quiet, clean hotel with a comfortable bed and a hot shower. The room was compact, but not uncomfortably so. Just what is needed when I'm traveling for work.
  Aug 17, 2017

$112

$112
Warwick Allerton Hotel Chicago

Warwick Allerton Hotel Chicago

701 North Michigan Avenue, Chicago
4.0 out of 5.0
4.0 out of 5 (2,449 reviews)
Historic hotel in the middle of everything The hotel overall was nice. It is an older hotel so the standard rooms are kind of small. There is definitely some cosmetic fixes needed, but the rooms are clean. The elevators are slow and a tight fit but the hotel is working to replace them. It is a minor inconvenience, but overall I would recommend ...
  Aug 19, 2017

$127

$127
Wyndham Grand Chicago Riverfront

Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago
4.0 out of 5.0
4.3 out of 5 (2,274 reviews)
Nice hotel close to the riverPerfect position close to the river. The hotel needs a refreshing partial in the rooms The view is really dramatic Clean and quiet
  Aug 20, 2017

$134

$134
Chicago Getaway Hostel

Chicago Getaway Hostel

616 W Arlington Pl, Chicago
1.5 out of 5.0
4.0 out of 5 (308 reviews)
Nice hotel, close to transportation. I didn't like the beds because they where kind of noisy. I stayed two days. The first night my bed was in front the AC so half of my body was freezing. I told this to the staff and I was changed to another bed. Overall, you got for what you paid. I will recommend it to someone who is expecting to ...
  Jul 8, 2017

$44

$44
Hotel Lincoln

Hotel Lincoln

1816 N Clark Street, Chicago
4.0 out of 5.0
4.3 out of 5 (698 reviews)
Good stuff Old hotel Nice views Love the rooftop
  Aug 20, 2017

$118

$118
Hyatt Regency Chicago

Hyatt Regency Chicago

151 East Wacker Dr, Chicago
4.0 out of 5.0
4.3 out of 5 (2,774 reviews)
Great hotel and location. Very happy with my experience at the Hyatt Regency.
  Aug 17, 2017

$149

$149
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
3.0 out of 5.0
3.3 out of 5 (271 reviews)
Great lHotel Great locationGreat location and walking distance to all major attractions in the heart of Chicago Hotel is right across Grant Park, Millennium Park, Art Museum and Buckingham Fountain to name a few, Spectacular view of the city sky line at night from the park.
  Aug 20, 2017

$119

$119
Hilton Chicago- Michigan Ave Cultural Mile

Hilton Chicago- Michigan Ave Cultural Mile

720 S Michigan Ave, Chicago
4.0 out of 5.0
4.2 out of 5 (1,555 reviews)
elegant hotelvery good and service was good though they have dark lights They upgraded our room as a hilton honors member We enjoyed out stay there since its near everything
  Aug 20, 2017

$130

$130
Sheraton Grand Chicago

Sheraton Grand Chicago

301 E North Water St, Chicago
4.0 out of 5.0
4.2 out of 5 (1,469 reviews)
I was put in a handicap equipped room which didn't have a vanity in the bathroom. It made it difficult to get ready for the day or evening.
  Aug 18, 2017

$152

$152
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10 S Wabash Ave, Chicago
4.0 out of 5.0
4.5 out of 5 (1,523 reviews)
Great downtown location.in Chicago for a concert at United Center- about 12 minutes from venue.
  Aug 20, 2017

$142

$142
Millennium Knickerbocker

Millennium Knickerbocker

163 East Walton Place, Chicago
4.0 out of 5.0
4.2 out of 5 (1,983 reviews)
Good value close to Michigan AvenueFamily of four - room was spacious and clean. The front desk staff was very helpful. The location was good, close to Michigan Avenue
  Aug 20, 2017

$110

$110
HI Chicago

HI Chicago

24 East Congress Parkway, Chicago
1.5 out of 5.0
4.3 out of 5 (318 reviews)
Close to the South Shore Van Buren train station. HI is adequate lodging for a quick overnight Chicago visit. It is a hostel, so amenities are minimal--no air conditioning or TV in the rooms. The facility is adjacent to the L -- thus "white noise" is a must for light sleepers. Breakfast is healthy, but simple. The majority of guests are college ...
  Aug 19, 2017

$119

$119
The Gwen, a Luxury Collection Hotel, Chicago

The Gwen, a Luxury Collection Hotel, Chicago

521 North Rush Street, Chicago
4.5 out of 5.0
4.5 out of 5 (839 reviews)
Beautiful hotelGreat location with extremely helpful and customer oriented staff
  Aug 19, 2017

$179

$179
The Drake Hotel

The Drake Hotel

140 E Walton Place, Chicago
4.0 out of 5.0
4.3 out of 5 (806 reviews)
A not so Grand HotelOne of the renowned old hotels in downtown Chicago. Still has glimpses of its former beautiful self but this lady needs a major indoor face lift. The rooms are no better than 3 star. Ceiling in the washroom showed signs of a leakage from above unit. Mould on the shower groat. The washroom is so small ...
  Aug 18, 2017

$130

$130
Hyatt Regency McCormick Place

Hyatt Regency McCormick Place

2233 S Martin Luther King Dr, Chicago
4.0 out of 5.0
4.3 out of 5 (808 reviews)
Fair price HotelFair price, but I would stay in hotel between Navy Pier and Aquarium.
  Aug 17, 2017

$134

$134
Map

Recently booked Adventure Hotels in Chicago

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Warwick Allerton Hotel Chicago
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Central Loop Hotel
4.0 out of 5.0
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Chicago Adventure Hotel Guide

Chicago isn’t just for city slickers anymore. For those who love the great outdoors, there’s much to see and do in the Windy City. During warm weather, jet ski or leisurely paddleboard on Lake Michigan. Take in the scenery of the city by going on a hike through Lakeshore Path, or even book a Segway tour through Grant Park. After soaking up the natural beauty of this Illinois city, return to your comfortable Chicago adventure sport hotel. Nothing makes you appreciate nature’s beauty more than climbing into a soft bed after a long day of hiking.

At Expedia, we want to help you book a one-of-a-kind trip. We can even connect you to specialty boutique hotels in Chicago which fulfill your needs and fit your budget. We compile all the top Chicago hotel offers into one convenient location right here so you can have your pick. Whether you’re spending the day shopping at Magnificent Mile or inner-tubing in Lake Michigan, you can take a load off knowing you paid the best price possible on your adventure sport hotel.