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, (5,117 reviews)
"Great location and very nice room"
United States
Dimitri
The price is ₩191,835
₩228,073 total
includes taxes & fees
Nov 22 - Nov 23
L7 Chicago by LOTTE
A cityscape at dusk with illuminated skyscrapers and a river.

2. 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, (2,518 reviews)
"The staff was very friendly. The room was clean and a beautiful view."
United States
Pamela
The price is ₩161,417
₩231,249 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Chicago Dwtn - The Mart by IHG
A grand lobby with a central bar, high ceilings, and classical architecture.

3. 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, (1,010 reviews)
"Beautiful room, friendly staff."
United States
Carrie
The price is ₩157,448
₩187,189 total
includes taxes & fees
Nov 22 - Nov 23
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.

4. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,434 reviews)
"Great place, location, and bar on site"
Canada
Kyle
The price is ₩198,464
₩274,986 total
includes taxes & fees
Nov 25 - Nov 26
Thompson Chicago, by Hyatt
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.

5. 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, (1,002 reviews)
"The staff were exceptionally kind and helpful, clean and comfortable room, convenient valet parking. Easy access to public transportation, local restaurants, and concert venues."
United States
Patricia
The price is ₩224,925
₩296,655 total
includes taxes & fees
Nov 23 - Nov 24
The Robey, Chicago, a Member of Design Hotels
A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.

6. Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,017 reviews)
"Great location, right in the heart of everything."
United States
Monica
The price is ₩243,449
₩336,632 total
includes taxes & fees
Nov 23 - Nov 24
Chicago Marriott Downtown Magnificent Mile
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

7. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,207 reviews)
"Absolutely love the coziness and the at home ambiance of the hotel. Very quaint and hospitable! Would highly recommend. Stayed here multiple times and will definitely return"
United States
Kim
The price is ₩161,946
₩179,728 total
includes taxes & fees
Oct 28 - Oct 29
Carleton of Oak Park
A high-rise building with a modern glass facade and a historic building with a green roof in the background.

8. voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,631 reviews)
"LOVED my stay!"
United States
Monique
The price is ₩172,002
₩243,829 total
includes taxes & fees
Nov 23 - Nov 24
voco Chicago Downtown - Riverwalk by IHG
A cityscape with modern high-rise buildings, a river, and a bridge.

9. The Westin Chicago River North

The Westin Chicago River North
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,004 reviews)
"Wonderful property centrally located to tours, river cruises and dining. Friendly and helpful staff."
United States
John
The price is ₩220,956
₩309,889 total
includes taxes & fees
Nov 24 - Nov 25
The Westin Chicago River North
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, (1,022 reviews)
"Basic amenities, great location, super friendly and helpful staff."
United States
Vincentius
The price is ₩143,952
₩168,998 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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Like to make a shut out to Kenton at the front desk, what a great person . Everyone at Fairmont are very friendly and very helpful liked we had known them for years . We have stayed in Chicago many times, are first stay at Fairmont we will be back on are next visit."
Randy 1-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park

Frequently asked questions

How much do hotels for couples in Chicago cost?
Rates for hotels for couples in Chicago range between ₩168,998 and ₩336,632 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 9.0. 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 ₩168,998 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.