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

Chicago Hotel Guide - Adventure Sport Hotels in Chicago, Illinois

  • 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 Sport Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Chicago adventure hotels

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

1. The Wade

The Wade
Downtown Chicago
Canada
Ayomikun Jedidiah
€153
includes taxes & fees
31 Aug - 1 Sept
The Wade
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.

2. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Melinda
€144
includes taxes & fees
31 Aug - 1 Sept
Ivy Boutique Hotel
A woman descending a set of outdoor stairs in an urban area with tall buildings in the background.
A modern bar area with a long counter, multiple bar stools, and a large flat-screen TV.
A spacious lobby with a high ceiling, modern seating, and a central bar area.
A dining table with a salad, cheese, and wine, surrounded by chairs and a large plant.

3. voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
Downtown Chicago
United States
kaitlyn
€234
includes taxes & fees
7 Sept - 8 Sept
voco Chicago Downtown - Riverwalk by IHG
A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.
A modern lobby with a large mirror, bookshelves, seating areas, and a reception desk.
A spacious indoor area with a high ceiling, a dining area with tables and chairs, and a seating area with sofas and armchairs.
A modern building with large glass windows and a sign reading "Thompson Chicago".

4. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
United States
Laurie
€267
includes taxes & fees
31 Aug - 1 Sept
Thompson Chicago, by Hyatt
An outdoor dining area with tables and umbrellas, overlooking a river with a bridge and high-rise buildings in the background.
A modern hotel room with a large window, a blue sofa, and a lamp.
A spacious lobby with a high ceiling, modern seating, and a central bar area.
A spacious lobby with a central bar area, seating, and a large window offering a city view.

5. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
United States
Victor
€234
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Chicago Dwtn - The Mart by IHG
A street view with outdoor seating, a green awning, and a sign for 'The Talbott'.
A hotel entrance with a marquee sign, outdoor seating, and a well-lit facade.
A lobby with a checkered floor, seating area, and a glass entrance.
A dining area with a long table, chairs, and a fireplace. There are framed pictures on the walls and a large flat-screen TV mounted on the wall.

6. The Talbott, Autograph Collection

The Talbott, Autograph Collection
Downtown Chicago
United States
Kerry Sean
€235
includes taxes & fees
7 Sept - 8 Sept
The Talbott, Autograph Collection
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A person pouring a drink into a glass with ice and an orange slice garnish.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.

7. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
€161
includes taxes & fees
31 Aug - 1 Sept
Hotel Felix River North/Magnificent Mile
A bar area with a counter, menu boards, and a unique seating arrangement with numbered stools.
A modern hotel room with bunk beds, a kitchen area, and a seating space with a round table.
A modern room with bunk beds, a sofa, a round coffee table, and a view of the city through large windows.
A reception area with a counter, seating, and lockers.

8. The Chicago Hotel Collection River North

The Chicago Hotel Collection River North
Downtown Chicago
United States
Eduardo
€112
includes taxes & fees
31 Aug - 1 Sept
The Chicago Hotel Collection River North
A modern dining area with round tables and chairs, large windows, and a view of a cityscape.
Two people at a table with a tiered dessert display and glasses of champagne.
A modern high-rise building with a curved glass facade, surrounded by other tall buildings.
A hotel room with a large bed, a chair, a window with a city view, and a bathroom area with a toilet and a sink.

9. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
Downtown Chicago
United States
Anton
€291
includes taxes & fees
7 Sept - 8 Sept
Sofitel Chicago Magnificent Mile
A modern restaurant with high ceilings, exposed beams, and large windows. Tables are set with blue napkins and pink glassware.
A rooftop pool area with lounge chairs and a view of the city skyline.
A spacious lobby with a fireplace, comfortable seating, and a modern chandelier.
A bar with multiple shelves of bottles, a long counter, and several stools.

10. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
United States
Jordan
€363
includes taxes & fees
7 Sept - 8 Sept
The Hoxton, Chicago
View all properties

Top Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"The hotel was exceptionally beautifully and the staff were so friendly and helpful. We were there for the BTS concert and the hotel went out of their way to make the space welcoming to Army (fans) by setting up a designated spot for photo ops and meet ups! They also played BTS music in the lobby to help foster a fun and exciting atmosphere. Besides the electric atmosphere, the hotel itself was comfortable with many amenities available. The rooms were spacious clean. It was centrally located and we were walking distance to many restaurants and tourist sites. It was my first time in Chicago and when I go back for a visit, the Hilton Chicago will be my first choice for accommodations"
Odelia 3-night trip
Posted 3 hours ago
Hilton Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"It’s clean, service is great, and close to Michigan avenue!"
Jacqueline 2-night trip
Posted 4 hours ago
The Chicago Hotel Collection - Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

8/10 Good
"Clean... great service.. rooms were dated"
Sadaf 2-night trip
Posted 6 hours ago
Fairmont Chicago at Millennium Park
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

8/10 Good
"Had a great stay! It was comfy and had a wonderful view."
Haley 1-night trip
Posted 7 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"My room was clean, the floor was quiet which means the soundproofing was good. The elevators were surprisingly fast given they have 34 floors. Staff were friendly and helpful. I felt prepared for my trip for that day."
Josephine 1-night trip
Posted 8 hours ago
Hyatt Regency Chicago
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Breakfast was not free, bed were not that comfortable...but hotel was very nice."
Tim 3-night trip
Posted 9 hours ago
Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Staff were amazing! Extremely helpful and accommodating, let us check in about 5 hours early. Definitely recommend"
Gabrielle 2-night trip
Posted 10 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Wade

The Wade

8/10 Good
"Great location, grew views of the lake, beds were comfortable"
Nikki 2-night trip
Posted 13 hours ago
The Wade
Warwick Allerton - Chicago

Warwick Allerton - Chicago

8/10 Good
"The staff is friendly. The maintenance staff swiftly came to the room to fix cooling issues efficiently. Very impressive."
Amy 4-night trip
Posted 15 hours ago
Warwick Allerton - Chicago

Frequently asked questions

How much do hotels for couples in Chicago cost?
Rates for hotels for couples in Chicago range between €112 and €363 per night. No matter your budget, you're sure to find the perfect place that'll make both your sweetheart and your wallet happy! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels for couples in Chicago?
Chicago has multiple hotels for couples with a total average guest review rating of 8.3. Sophy Hyde Park is a highly rated option for lovebirds who are looking to spend a little quality time together. Travellers staying at this 4-stars hotel will have access to breakfasts and hypo-allergenic bedding. Viceroy Chicago is another popular pick. This 4.5-stars hotel for couples has a swimming pool and a lake view.
How many hotels for couples are there in Chicago?
Chicago has 420 hotels for couples. To help you find the right place, use our filter tool to search for must-have perks and amenities. Make your next adventure with your other half the best one yet with Expedia!
What are the best cheap hotels for couples in Chicago?
With hotels for couples starting from only €112 per night, you and your sweetheart may be tempted to extend your stay in Chicago. An option that's easy on your finances is Chicago South Loop Hotel. Here you can enjoy some quality time together as well as a cafe and a deep soaking bathtub. Another affordable choice catering to lovebirds is Ruby Room. Amenities here include a garden and pillow top mattresses. If you're sightseeing in Chicago and want to stay within your budget, there are loads of free and fun attractions to add to your itinerary. Michigan Avenue and Navy Pier are worth stopping by. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any 5-star hotels for couples in Chicago?
The Langham, Chicago is a popular 5-star hotel for couples in Chicago. Located approximately 0.97 kilometres from the downtown area, massage services and private picnic options are among its many amenities. The Peninsula Chicago is another upmarket getaway about 2 kilometres from the central district. Enjoy a romantic escape with your special someone at this 5-star pick, with conveniences like treatment rooms, concierge services and much more.
Why book your hotel for couples in Chicago with Expedia?
Expedia has some terrific hotels for couples, so get ready to indulge yourselves in Chicago. If you have a budget in mind, click on how much you want to spend and the preferred star rating of your hotel. Whatever your trip looks like, we'll help you find a stay that'll make both your sweetheart and bank balance smile!
How can I find cheap hotels for couples in Chicago?
The easiest way to uncover cheap hotels for couples in Chicago is with Expedia's easy-to-use filter tool. Fine-tune your search results by amenities, budget and star rating and snag awesome prices on properties where you can chill out with your partner.
What is there to do in Chicago near my hotel for couples?
Whatever you're interested in, Chicago has tons of things to keep you going. Chicago Riverwalk, Art Institute of Chicago and Shedd Aquarium are on many travellers' schedules. Don't head home without exploring Chicago Museum of Science and Industry, Chicago Theatre and Field Museum of Natural History either. With Expedia's Chicago hotel deals, you'll be able to discover even more awesome attractions like these with the money you save.

Explore a world of travel with Expedia