Hotels with connecting rooms in Chicago

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Hotels with connecting rooms

Tonight
30 Jul - 31 Jul
Tomorrow
31 Jul - 1 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Hotels with connecting rooms in Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2076)
"Beautiful property, will definitely stay there again."
The price is S$334
includes taxes & fees
21 Aug - 22 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Chicago Hotel Collection - Magnificent Mile
Relax in a serene urban setting with a spacious seating area and unobstructed city views.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1116)
"Enjoyed staying here!"
The price is S$243
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast
Enjoy a romantic breakfast on the balcony with a city view, surrounded by a selection of cheeses, fresh fruits, and nuts.

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1050)
"Great location for shopping and dining. "
The price is S$245
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago/Magnificent Mile Suites
Enjoy a sophisticated dining experience with a beautifully set table and city view.

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2540)
"Great location and hotel!"
The price is S$217
includes taxes & fees
17 Aug - 18 Aug
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1903)
"Great stay"
The price is S$222
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Best Western Grant Park Hotel
Relax in a stylish seating area with plush armchairs and a decorative partition, surrounded by ambient lighting and a patterned rug.

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2562)
"Excellent Hotel!!"
The price is S$186
includes taxes & fees
24 Aug - 25 Aug
Best Western Grant Park Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Experience the sleek, modern architecture of this urban hotel, featuring a prominent marquee sign and vertical windows.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3628)
"Great stay. "
The price is S$227
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Palmer House a Hilton Hotel
Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1822)
"What a wonderful place to stay"
The price is S$294
includes taxes & fees
21 Aug - 22 Aug
Palmer House a Hilton Hotel
Hotel Chicago Downtown, Autograph Collection by Marriott
Relax in a spacious lobby with a large seating area, sofas, armchairs, and tables for guests.

Hotel Chicago Downtown, Autograph Collection by Marriott

4.0 star property
9.0 out of 10, Wonderful, (1002)
"the hotel was in an amazing location, very clean and comfortable for 4 people, and the beds were very comfortable!"
The price is S$263
includes taxes & fees
14 Aug - 15 Aug
Hotel Chicago Downtown, Autograph Collection by Marriott
LondonHouse Chicago, Curio Collection by Hilton
Contemporary lounge area with a striking metal structure and large windows offering urban views.

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3342)
"Great place to stay"
The price is S$297
includes taxes & fees
10 Aug - 11 Aug
LondonHouse Chicago, Curio Collection by Hilton
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.

Top Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"It was a perfect location! We were able to walk everywhere and the valet parking was super easy with the staff beeing really attentive. We took our car out only if we wanted to see places outside the city. The view from our room was priceless! We would definitely stay here again!"
Malgorzata 3-night trip
Posted 12 hours ago
The Royal Sonesta Chicago Downtown

Frequently asked questions

How much do hotels with connecting rooms in Chicago cost?
Hotels with connecting rooms in Chicago range from S$120 to S$390 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 traveller favourite is Sophy Hyde Park. Kick back at this 4-star stay which features breakfasts and dining romance packages. Kimpton Grey 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 8.4.
How many hotels with adjoining rooms are there in Chicago?
Lock in your holiday dates and then choose from 377 hotels with adjoining rooms in Chicago. For a work-related trip, a family holiday 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 S$120 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 favourite 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 travellers 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 0.97 kilometres from downtown, a spa tub and an art gallery will help make your time here comfortable. The Peninsula Chicago is another upmarket getaway around 2 kilometres from the centre. 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?
Holidaying 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 accommodation 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.