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 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Chicago adventure hotels

A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.
A modern gym with treadmills, weight machines, and a curved ceiling.
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 bar area with a central island, bar stools, and a television screen displaying a news program.

1. Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
United States
jennifer
NT$7,849
NT$10,479 total
includes taxes & fees
Oct 31 - Nov 1
Chicago Marriott Downtown Magnificent Mile
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.

2. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Jeffrey Thomas
NT$6,175
NT$7,342 total
includes taxes & fees
Nov 1 - Nov 2
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
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.

3. The Wade

The Wade
Downtown Chicago
United States
Erin
NT$4,084
NT$4,856 total
includes taxes & fees
Nov 12 - Nov 13
The Wade
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
Santos
NT$7,686
NT$10,286 total
includes taxes & fees
Oct 31 - Nov 1
The Westin Chicago River North
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 bar area with a circular bar, stools, and a well-stocked shelf of bottles.
A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.
A building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".

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

The Robey, Chicago, a Member of Design Hotels
West Town
United States
BRIAN
NT$6,836
NT$8,818 total
includes taxes & fees
Nov 15 - Nov 16
The Robey, Chicago, a Member of Design Hotels
A hallway with a bench, a door, and a wall-mounted light fixture.
A modern living room with a dining area, large windows, and a unique ceiling light fixture.
A kitchen with a microwave, coffee makers, and a shelf with glassware and dishes.
A reception area with a counter, a floral wall mural, and a door in the background.

6. City Suites Hotel

City Suites Hotel
Lakeview
United States
Vincentius
NT$3,732
NT$4,380 total
includes taxes & fees
Nov 9 - Nov 10
City Suites Hotel
A modern restaurant with high ceilings, exposed beams, and large windows. Tables are set with blue napkins and pink glassware.
A spacious lobby with a fireplace, comfortable seating, and a modern chandelier.
A rooftop pool area with lounge chairs and a view of the city skyline.
A bar with multiple shelves of bottles, a long counter, and several stools.

7. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
United States
Jordan
NT$8,332
NT$10,851 total
includes taxes & fees
Nov 1 - Nov 2
The Hoxton, Chicago
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

8. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
NT$3,937
NT$4,370 total
includes taxes & fees
Oct 27 - Oct 28
Carleton of Oak Park
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.

9. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Simrandip Kaur
NT$4,322
NT$5,073 total
includes taxes & fees
Nov 11 - Nov 12
Ivy Boutique Hotel
Lobby
Room
Breakfast area
Business center

10. Best Western At O'Hare

Best Western At O'Hare
Rosemont
United States
Wendy
NT$3,253
NT$3,708 total
includes taxes & fees
Oct 26 - Oct 27
Best Western At O'Hare
View all properties

Top Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"Room was good … but there was really bad sewer smell in bathroom"
Gurpreet 3-night trip
Posted 8 hours ago
The Royal Sonesta Chicago Downtown
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Had a great stay and the staff was fantastic"
Christopher 1-night trip
Posted 9 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"The convenience of the hotel location is key. But for what they charging PLEASE UPDATE THE HOTEL and not just the entrance."
Zeretta 1-night trip
Posted 12 hours ago
Hilton Chicago O'Hare Airport
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great location"
Farah 1-night trip
Posted 12 hours ago
Hyatt Regency Chicago
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Amazing locations and staff!"
Sarah 2-night trip
Posted 1 day ago
The Godfrey Hotel Chicago

Frequently asked questions

How much do hotels for couples in Chicago cost?
Rates for hotels for couples in Chicago range between NT$3,708 and NT$10,851 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 8.8. 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$3,708 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