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

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Chicago adventure hotels

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.

1. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,130 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is NT$4,701
NT$5,589 total
includes taxes & fees
Nov 22 - Nov 23
L7 Chicago by LOTTE
A grand lobby with a central bar, high ceilings, and classical architecture.

2. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,003 reviews)
"Beautiful room, friendly staff."
United States
Carrie
The price is NT$3,858
NT$4,587 total
includes taxes & fees
Nov 22 - Nov 23
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A cityscape with modern high-rise buildings, a river, and a bridge.

3. The Westin Chicago River North

The Westin Chicago River North
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"Wonderful property centrally located to tours, river cruises and dining. Friendly and helpful staff."
United States
John
The price is NT$4,896
NT$6,977 total
includes taxes & fees
Nov 26 - Nov 27
The Westin Chicago River North
A high-rise building with a modern glass facade and a historic building with a green roof in the background.

4. voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,635 reviews)
"LOVED my stay!"
United States
Monique
The price is NT$3,955
NT$5,666 total
includes taxes & fees
Nov 26 - Nov 27
voco Chicago Downtown - Riverwalk by IHG
A cityscape at dusk with illuminated skyscrapers and a river.

5. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,494 reviews)
"The staff was very friendly. The room was clean and a beautiful view."
United States
Pamela
The price is NT$4,053
NT$5,783 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Chicago Dwtn - The Mart by IHG
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.

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

The Robey, Chicago, a Member of Design Hotels
3.5 star property
West Town
9.2 out of 10, Wonderful, (999 reviews)
"Great property! Very much enjoyed our stay!"
United States
Renee
The price is NT$5,512
NT$7,269 total
includes taxes & fees
Nov 23 - Nov 24
The Robey, Chicago, a Member of Design Hotels
A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.

7. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,429 reviews)
"Great place, location, and bar on site"
Canada
Kyle
The price is NT$4,896
NT$6,777 total
includes taxes & fees
Nov 25 - Nov 26
Thompson Chicago, by Hyatt
A rooftop pool area with lounge chairs and a view of the city skyline.

8. The Hoxton, Chicago

The Hoxton, Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location"
United States
Kyla
The price is NT$5,803
NT$7,852 total
includes taxes & fees
Nov 24 - Nov 25
The Hoxton, Chicago
A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.

9. Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,008 reviews)
"Great location, right in the heart of everything."
United States
Monica
The price is NT$5,965
NT$8,249 total
includes taxes & fees
Nov 23 - Nov 24
Chicago Marriott Downtown Magnificent Mile
A hallway with a bench, a door, and a wall-mounted light fixture.

10. City Suites Hotel

City Suites Hotel
3.0 star property
Lakeview
8.6 out of 10, Excellent, (1,026 reviews)
"Basic amenities, great location, super friendly and helpful staff."
United States
Vincentius
The price is NT$3,527
NT$4,141 total
includes taxes & fees
Nov 23 - Nov 24
City Suites Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Chicago Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Good"
Phatorn 4-night trip
Posted 1 hour ago
L7 Chicago by LOTTE

Frequently asked questions

How much do hotels for couples in Chicago cost?
Rates for hotels for couples in Chicago range between NT$4,141 and NT$8,249 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 9.1. 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$4,141 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