Find Hotels with Connecting Rooms in Chicago, IL

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Top Chicago Hotels with Connecting Rooms

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3420)
"Great stay!"
United States
Rose
$83 nightly
The price is $98
Dec 7 - Dec 8
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2265)
"Room was spotless…staff was great!"
United States
Tamika
$121 nightly
The price is $142
Dec 23 - Dec 24
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2989)
"Great stay"
Canada
Lorrington Ashford
$103 nightly
The price is $121
Dec 21 - Dec 22
Total with taxes and fees
Swissotel - Chicago

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2955)
"Great location!!"
United States
sarah e
$90 nightly
The price is $106
Dec 7 - Dec 8
Total with taxes and fees
Aloft Chicago Mag Mile

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3107)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
$146 nightly
The price is $172
Dec 29 - Dec 30
Total with taxes and fees
The Royal Sonesta Chicago Downtown

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1951)
"Love this hotel and many stays here great people and great location "
United States
jamie
$92 nightly
The price is $108
Dec 7 - Dec 8
Total with taxes and fees
Club Quarters Hotel Wacker at Michigan, Chicago

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2100)
"Lovely hotel in a great spot!"
United States
Natasha
$103 nightly
The price is $121
Jan 1 - Jan 2, 2026
Total with taxes and fees
Silversmith Hotel Chicago Downtown

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3418)
"Great location and hotel."
United States
Travis
$161 nightly
The price is $189
Dec 22 - Dec 23
Total with taxes and fees
Hyatt Regency Chicago

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3416)
"Great hotel!!"
United States
Deja
$95 nightly
The price is $112
Dec 29 - Dec 30
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4224)
"Great location. "
United States
Rodger
$80 nightly
The price is $94
Dec 9 - Dec 10
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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.

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Find out more about Chicago

Discover top Chicago (and vicinity) attractions

Travelers seeking an unforgettable experience in the greater Chicago area will find a wealth of attractions and activities to delight the whole family. Start your adventure at the iconic Millennium Park, where you can marvel at the reflective Cloud Gate sculpture, known as 'The Bean,' and enjoy the lush gardens and interactive fountains. For a taste of culture, the Art Institute of Chicago offers an impressive collection of artworks, including pieces by famous artists like Van Gogh and Monet, ensuring a memorable outing for art enthusiasts. Families will love the Shedd Aquarium, home to thousands of aquatic animals and engaging exhibits that will captivate visitors of all ages. Don't miss out on a thrilling experience at Navy Pier, where the vibrant atmosphere features amusement rides, restaurants, and seasonal events, making it a perfect spot for an afternoon of fun. As you explore the bustling neighborhoods like River North, known for its chic dining and shopping scene, you'll find a variety of upscale hotels that offer luxurious accommodations and top service, allowing you to unwind after a day of adventure. Stay in this vibrant area, and you'll be just a short walk from attractions and public transportation, making it easy to navigate the city while feeling pampered throughout your trip.

Find the best hotels with connecting rooms in Chicago (and vicinity)

For travelers seeking hotels with connecting rooms in Chicago, these top picks offer both comfort and convenience, ensuring a seamless stay for families or groups.

L7 Chicago by LOTTE

  • Why it's great for extra space: L7 Chicago by LOTTE is a fantastic choice for travelers looking for connecting rooms in the heart of Downtown Chicago. With a stellar review rating of 9.6, this modern hotel offers connecting rooms, making it perfect for families or groups who wish to stay together. Guests can also take advantage of 24-hour fitness facilities and stylish accommodations that cater to their needs.
  • Other amenities: Beyond its connecting rooms, L7 Chicago features a range of appealing amenities, including complimentary cribs, designer toiletries, and valet parking. Guests will appreciate the nearby kayaking options and the vibrant local shopping scene. A concierge is available to assist with any arrangements, and guests can enjoy in-room massages for a touch of relaxation after a day exploring the city.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.06 miles, Chicago Riverwalk - 0.06 miles, State Street - 0.17 miles

LondonHouse Chicago, Curio Collection by Hilton

  • Why it's great for extra space: Ideal for travelers needing connecting rooms, LondonHouse Chicago, Curio Collection by Hilton offers a perfect blend of comfort and elegance. With an exceptional guest review rating of 9.4, this hotel provides connecting rooms that ensure families or groups can stay close together. Guests can also enjoy luxurious amenities including a full-service spa, hydrotherapy treatments, and room service for added convenience during their stay.
  • Other amenities: Additional features include a stunning terrace with river views, premium bedding for a restful night, and high-quality designer toiletries. The hotel also boasts massage treatments, including Swedish and deep tissue options, along with daily housekeeping service to keep rooms pristine. With valet parking, a concierge service, and nearby shopping options, guests have everything they need for a straightforward getaway.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Chicago Riverwalk - 0.25 miles, State Street - 0.35 miles, Millennium Park - 0.37 miles

Sable at Navy Pier Chicago, Curio Collection by Hilton

  • Why it's great for extra space: Sable at Navy Pier Chicago, Curio Collection by Hilton is an excellent choice for travelers looking for connecting rooms with a fantastic guest review rating of 9.4. This waterfront hotel features well-appointed connecting rooms, making it ideal for families or groups. Guests can also enjoy the hotel's 24-hour fitness facilities and a restaurant offering alfresco dining options for a delightful culinary experience.
  • Other amenities: Beyond connecting rooms, amenities include valet parking, a full-service concierge, and daily housekeeping for added convenience. Guests can take advantage of in-room massages, designer toiletries, and a terrace to soak in the stunning views. With nearby attractions such as beaches and shopping centers, guests will find plenty to explore during their stay, making it a perfect base for a memorable Chicago adventure.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Lake Michigan - 0.0 miles, Michigan Avenue - 1.11 miles, Navy Pier - 0.09 miles

Hyatt Regency Chicago

  • Why it's great for extra space: Hyatt Regency Chicago is a superb option for travelers in search of connecting rooms, an excellent review rating of 9.2. This centrally located hotel provides spacious connecting rooms that offer the perfect solution for families or groups. Guests can also enjoy access to a 24-hour fitness center and a club-level lounge with refreshments, enhancing their overall experience.
  • Other amenities: In addition to connecting rooms, the hotel offers features such as valet parking, a health club, and a variety of nearby recreational activities including golf and sailing. The hotel also has a terrace with beautiful views and a snack bar for quick bites. Daily housekeeping ensures comfort, while designer toiletries and premium bedding elevate the stay experience, guaranteeing guests feel pampered throughout their visit.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.25 miles, Chicago Riverwalk - 0.31 miles, State Street - 0.41 miles

The Royal Sonesta Chicago Downtown

  • Why it's great for extra space: The Royal Sonesta Chicago Downtown is a top choice for travelers seeking connecting rooms, featuring a solid review rating of 9.2. This elegant hotel offers spacious connecting rooms, ideal for families or groups who wish to stay together while enjoying all that downtown Chicago has to offer. Guests can also take advantage of the 24-hour fitness facilities and the convenience of early check-in and late check-out options.
  • Other amenities: Additional amenities include a kitchenette in select rooms, valet parking, and a concierge service to assist with local recommendations. Guests can unwind in the stylish lobby or take in views of the river from their accommodations. The hotel also features designer toiletries, daily housekeeping, and premium bedding for a restful stay, ensuring guests have a comfortable and enjoyable experience.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.14 miles, Chicago Riverwalk - 0.28 miles, State Street - 0.36 miles

Top Chicago Hotel Reviews

Frequently asked questions

How much do hotels with connecting rooms in Chicago cost?
Hotels with connecting rooms in Chicago range from $94 to $189 per night. These properties offer plenty of space for the entire squad at a price that won't stretch the budget. 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 with connecting rooms in Chicago?
A traveler favorite is Sophy Hyde Park. Kick back at this 4-star stay which features breakfasts and dining romance packages. Kimpton Gray Hotel, an IHG Hotel is another hotel with connecting rooms to check out. Put your bags down at this 4.5-star option and make the most of conveniences including designer toiletries and hypo-allergenic bedding. There are multiple hotels with connecting rooms in Chicago with a total average guest review rating of 8.8.
How many hotels with adjoining rooms are there in Chicago?
Lock in your vacation dates and then choose from 377 hotels with adjoining rooms in Chicago. For a work-related trip, a family vacation or anything in between, Expedia can help you find the right place in a few easy clicks.
What are the best cheap hotels with connecting rooms in Chicago?
Hotels with connecting rooms start from $94 per night, so your Chicago getaway doesn't need to break the bank! Fairfield Inn & Suites Chicago Downtown / Magnificent Mile is an inexpensive option that offers plenty of amenities, including a pillow top mattress and dry cleaning and laundry services. Hi Chicago - Hostel is another one of our popular hotels with connecting rooms. Take advantage of conveniences such as a cafe and free WiFi. Love to do some sightseeing in Chicago without spending a fortune? Add some fantastic free attractions to your must-do list, such as Riverwalk in Naperville. Evanston also has loads of things to do that won't cost a penny, including Clark Street Beach. 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 family-friendly hotels with connecting rooms in Chicago?
Put your feet up at Residence Inn Chicago Downtown Magnificent Mile, a 3-star option not far from downtown. Conveniences here include a laundry service and WiFi. Another family-friendly hotel with connecting rooms is L7 Chicago by LOTTE. Housekeeping services and room service help make this 4.5-star property a favorite among guests. Chicago has tons of family-friendly attractions to visit when you need to keep the kids busy. Michigan Avenue and Navy Pier guarantee fun for travelers young and old.
Are there any 5-star hotels with connecting rooms in Chicago?
The Langham, Chicago is a wonderful 5-star hotel with connecting rooms in Chicago. Around 0.6 miles from downtown, a spa tub and an art gallery will help make your time here comfortable. The Peninsula Chicago is another upmarket getaway around 1 mile from the center. Also rated 5 stars, it comes with connecting rooms, concierge services and massage services.
Why book your hotel with connecting rooms in Chicago with Expedia?
Vacationing with the family should be a walk in the park, so if you're seeking hotels with connecting rooms at the perfect price, Expedia has you covered. Stick to the budget and pick a motel with connecting rooms, or splurge on 5-star accommodations and spoil your crew. Our search filters make it simple to secure a property in Chicago that meets your needs.
How can I find cheap hotels with connecting rooms in Chicago?
Expedia can help you search for cheap hotels with connecting rooms in Chicago. To discover your special stay in a couple of clicks, use our handy filter tool to refine your search by amenities, star rating and budget.
What is there to do in Chicago near my hotel with connecting rooms?
There are tons of fun things to fill your itinerary with in Chicago. Check out well-known attractions like Chicago Riverwalk, Art Institute of Chicago and Shedd Aquarium. Chicago Museum of Science and Industry, Chicago Theatre and Field Museum of Natural History are also on many to-do lists.

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