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
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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 modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
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
United States
Erin
NT$4,524
NT$5,379 total
includes taxes & fees
Nov 1 - Nov 2
The Wade
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

2. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Emily
NT$5,936
NT$7,057 total
includes taxes & fees
Nov 1 - Nov 2
L7 Chicago by LOTTE
A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.
A modern hotel room with a large window offering a city view, a kitchen area with a white countertop, and a seating area with a round coffee table.
A modern gym with treadmills, weight machines, and a curved ceiling.
A hotel room with a large bed, a desk, a chair, and a TV. There are large windows with curtains, and a city view.

3. Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
United States
jennifer
NT$7,774
NT$10,379 total
includes taxes & fees
Oct 31 - Nov 1
Chicago Marriott Downtown Magnificent Mile
An outdoor seating area with sofas, tables, and umbrellas, overlooking a cityscape.
A modern living room with a flat-screen TV, a coffee table with books, a sofa, and a lamp.
A spacious hotel lobby with a modern design, featuring a large seating area with sofas and chairs, a bar area, and large windows offering views of the cityscape.
A modern lounge area with comfortable seating, a glass coffee table, and large windows offering a city view.

4. The Westin Chicago River North

The Westin Chicago River North
Downtown Chicago
United States
Gabriel
NT$7,615
NT$10,190 total
includes taxes & fees
Oct 31 - Nov 1
The Westin Chicago River North
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

5. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
NT$3,900
NT$4,328 total
includes taxes & fees
Oct 7 - Oct 8
Carleton of Oak Park
A breakfast setting with a plate of toast, a bowl of fruit, a cup of coffee, and a newspaper on a table by a window with a city view.
A building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".
A modern interior with a bar area, seating, and large windows offering a city view.
A bar area with a circular bar, stools, and a well-stocked shelf of bottles.

6. The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels
West Town
United States
BRIAN
NT$6,770
NT$8,733 total
includes taxes & fees
Nov 1 - Nov 2
The Robey, Chicago, a Member of Design Hotels
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
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
Netherlands
Shyreen
NT$3,435
NT$5,144 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Felix River North/Magnificent Mile
Lobby
Business center
Room
Breakfast area

8. Best Western At O'Hare

Best Western At O'Hare
Rosemont
United States
luis
NT$3,223
NT$3,673 total
includes taxes & fees
Oct 12 - Oct 13
Best Western At O'Hare
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.
A couple in white robes sitting in a bathtub with candles and a bottle of champagne.
A historic building with large windows and a marquee sign for a hotel.

9. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
United States
Katelynn
NT$8,093
NT$10,758 total
includes taxes & fees
Oct 30 - Oct 31
JW Marriott Chicago
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.

10. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
United States
Maribel
NT$2,697
NT$3,101 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Suites Chicago O'Hare Airport
View all properties

Top Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"I loved my stay here ! i love how close we were to everything, transportation wise . and staff was very friendly and helpful"
Jessica 3-night trip
Posted 6 hours ago
The Chicago Hotel Collection - Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Room was clean, staff were friendly and the bar was relaxing."
Jessica 2-night trip
Posted 8 hours ago
Congress Plaza Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Room was very clean and organized. Desk staff was nice but not overly engaging. Corridors could have been maintained and cleaned more often. Would stay again. Excellent location."
Kyle 3-night trip
Posted 9 hours ago
L7 Chicago by LOTTE
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Amazing"
Darius 4-night trip
Posted 14 hours ago
Eurostars Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Spacious room. Great location."
Keith 4-night trip
Posted 15 hours ago
The Royal Sonesta Chicago Downtown
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Great hotel - great rooms - nice restaurant and bar"
Carrie 1-night trip
Posted 21 hours ago
The Godfrey Hotel Chicago
Freehand Chicago

Freehand Chicago

10/10 Excellent
"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"
Paul 1-night trip
Posted 2 days ago
Freehand Chicago

Frequently asked questions

How much do hotels for couples in Chicago cost?
Rates for hotels for couples in Chicago range between NT$3,101 and NT$10,758 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 8.6. Sophy Hyde Park is a highly rated option for lovebirds who are looking to spend a little quality time together. Travelers 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 NT$3,101 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 kilometers from the downtown area, massage services and private picnic options are among its many amenities. The Peninsula Chicago is another upmarket getaway about 2 kilometers 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 travelers' 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