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Check availability on Downtown Chicago Hotels with Connecting Rooms

Our top choices for Downtown Chicago hotels with connecting rooms

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,713 reviews)
"Amazing hotel and staff!"
United States
erin
The price is £187
includes taxes & fees
25 May - 26 May
LondonHouse Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,446 reviews)
"My favorite place to stay!"
United States
Teresa
The price is £147
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,246 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is £127
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,225 reviews)
"Nice place to stay"
United States
Jimmie
The price is £131
includes taxes & fees
27 May - 28 May
Aloft Chicago Mag Mile

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,151 reviews)
"Great place"
United States
JOSE
The price is £181
includes taxes & fees
25 May - 26 May
Fairmont Chicago at Millennium Park

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,126 reviews)
"Overall amazing stay "
United States
Matthew
The price is £263
includes taxes & fees
27 May - 28 May
Pendry Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,621 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is £215
includes taxes & fees
25 May - 26 May
Sheraton Grand Chicago Riverwalk

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,060 reviews)
"I love this neighborhood , great for shopping and walking. The hotel was super cool with original architecture. "
United States
Susanne
The price is £144
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,507 reviews)
"Easy stay, great staff"
United States
Jack
The price is £134
includes taxes & fees
25 May - 26 May
The Allegro Royal Sonesta Hotel Chicago Loop

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,527 reviews)
"Lovely place to stay in a great location in the city."
United States
Rachel
The price is £149
includes taxes & fees
25 May - 26 May
Hyatt Centric The Loop Chicago
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.

Find out more about Downtown Chicago

Discover top Downtown Chicago attractions

Downtown Chicago is a vibrant hub brimming with iconic landmarks and activities that cater to families and adventurous travellers alike. Start your exploration at Millennium Park, where you can marvel at the stunning Cloud Gate sculpture, affectionately known as 'The Bean', and let the kids splash around in the Crown Fountain's interactive water features. Just a short stroll away, the Art Institute of Chicago offers a world-class collection, including masterpieces that will captivate both art lovers and curious minds, making it a perfect family outing. For a taste of the city's infamous deep-dish pizza, head to Lou Malnati's, where the gooey cheese and rich toppings will satisfy your cravings after a day of exploring. Don't miss the breathtaking views from the Skydeck at Willis Tower, where you can step out onto The Ledge, a glass balcony extending 1,353 feet above the ground—an exhilarating experience for thrill-seeking parents and kids alike. Finally, take a leisurely walk along the Chicago Riverwalk, where you can enjoy a scenic boat tour or simply relax at one of the charming cafés lining the waterfront. When it comes to accommodation, staying in Downtown Chicago provides access to luxurious hotels that boast stunning city views, exceptional dining options, and attentive service that ensures your family feels pampered. Properties like The Langham and the Four Seasons Chicago offer spacious rooms and family-friendly amenities, making your stay both comfortable and memorable, all within steps of the city's best attractions.

Find the best hotels with connecting rooms in Downtown Chicago

For travellers seeking a comfortable stay in Downtown Chicago with the convenience of connecting rooms, these top hotels are perfect for accommodating larger groups or families. Each hotel offers spacious options designed to enhance your experience.

L7 Chicago by LOTTE

  • Why it's great for extra space: L7 Chicago by LOTTE stands out with an impressive review rating of 9.6, making it a fantastic choice for travellers in search of connecting rooms. The hotel offers spacious rooms that allow guests to stay close together while enjoying their own private space, perfect for families or friends travelling together.
  • Other amenities: The hotel features a 24-hour fitness centre, valet parking, and luxurious Frette Italian sheets for a restful night. Guests will appreciate the on-site concierge service, the availability of cribs for younger guests, and a vibrant atmosphere with nearby shopping options. In addition, the hotel offers designer toiletries, daily housekeeping, and access to kayaking nearby for an adventurous outing.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.1 km, Chicago Riverwalk - 0.1 km, State Street - 0.3 km

LondonHouse Chicago, Curio Collection by Hilton

  • Why it's great for extra space: LondonHouse Chicago is an ideal choice for those needing connecting rooms, offering a stellar review rating of 9.4. The spacious rooms are designed to cater to families or groups, ensuring comfort and convenience with connecting room options, making it an excellent fit for any traveller's needs.
  • Other amenities: Guests can enjoy luxurious features like Frette Italian sheets, a full-service spa with hydrotherapy treatments, and on-site dining with room service. The hotel also boasts a beautiful terrace with river views, massage treatments, and daily housekeeping to enhance the overall experience. Additional conveniences include a refrigerator, designer toiletries, and valet parking for a seamless stay.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Chicago Riverwalk - 0.4 km, State Street - 0.6 km, Millennium Park - 0.6 km

Sable at Navy Pier Chicago, Curio Collection by Hilton

  • Why it's great for extra space: Sable at Navy Pier Chicago is an outstanding choice for those requiring connecting rooms, with a review rating of 9.4. The spacious layout is ideal for families or groups, allowing travellers to enjoy their time together while having their own private spaces.
  • Other amenities: This hotel features a 24-hour fitness centre, valet parking, and an on-site restaurant with alfresco dining options. Guests can also enjoy designer toiletries, daily housekeeping, and a beautiful terrace with lake views. Additional offerings include massage services, a snack bar, and convenient access to nearby fishing and boating activities, making it a well-rounded choice for a fun-filled stay.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Lake Michigan - 0 km, Michigan Avenue - 1.8 km, Navy Pier - 0.1 km

Hyatt Regency Chicago

  • Why it's great for extra space: With a stellar review rating of 9.2, Hyatt Regency Chicago is an excellent option for those seeking connecting rooms. The spacious layout accommodates families and larger groups, providing comfort and convenience in the heart of the city.
  • Other amenities: Guests can take advantage of a 24-hour fitness facility, valet parking, and a health club for a balanced stay. The hotel also includes an array of dining options, designer toiletries, and a terrace with stunning river views. Additional features such as a snack bar, premium bedding, and daily housekeeping ensure a pleasant and enjoyable experience for all guests.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.4 km, Chicago Riverwalk - 0.5 km, State Street - 0.7 km

The Royal Sonesta Chicago Downtown

  • Why it's great for extra space: The Royal Sonesta Chicago Downtown offers exceptional connecting room options, perfect for families or groups, and has received an excellent review rating of 9.2. The spacious rooms ensure that guests can enjoy their stay comfortably while staying connected with loved ones.
  • Other amenities: The hotel features a 24-hour fitness centre, kitchenette facilities, and valet parking for added convenience. Guests will appreciate thoughtful touches such as cribs for infants, designer toiletries, and the nearby shopping and golf nearby. Additional offerings include daily housekeeping, a refrigerator, and a relaxing river view, enhancing the overall stay experience.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.2 km, Chicago Riverwalk - 0.5 km, State Street - 0.6 km

Top Downtown Chicago Hotel Reviews

Frequently asked questions

How much do hotels with connecting rooms in Downtown Chicago cost?
The price range for hotels with connecting rooms in Downtown Chicago is £127 to £263 per night. No matter your budget, you're sure to find someplace that fits the bill — as well as your whole family! 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.
How many hotels with adjoining rooms are there in Downtown Chicago?
Select from 81 hotels with adjoining rooms in Downtown Chicago. Whether you're escaping with the fam or a group of pals, and wherever you're going, Expedia will help you find the ideal space.
Why book your hotel with connecting rooms in Downtown Chicago with Expedia?
Reserving a hotel with connecting rooms in Downtown Chicago is as simple as working out your travel dates and choosing a place that checks your boxes. On the lookout for something inexpensive or upscale, or a stay that also offers a kitchen? Use Expedia's search filters to narrow your results even further and find the ideal fit.
How can I find cheap hotels with connecting rooms in Downtown Chicago?
With Expedia's user-friendly filter tool, sourcing cheap hotels with connecting rooms in Downtown Chicago has never been easier. To view accommodation that'll make your hip pocket happy, narrow down your search by star rating, budget and amenities.

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