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Hotels with connecting rooms in Chicago, Illinois

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Check availability on Chicago Hotels with connecting rooms

Next weekend
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12

Our top choices for Chicago hotels with connecting rooms

Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,559 reviews)
"The location was very convenient"
United States
Jeffrey
The price is P12,448
P16,914 total
includes taxes & fees
Jul 1 - Jul 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,467 reviews)
"Great stay!"
United States
Avradita
The price is P10,321
P12,272 total
includes taxes & fees
Jul 6 - Jul 7
Hilton Chicago/Magnificent Mile Suites
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,650 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is P7,058
P8,391 total
includes taxes & fees
Jul 1 - Jul 2
The Chicago Hotel Collection Ambassador Gold Coast
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,443 reviews)
"Staff was great."
United States
Marianne
The price is P14,837
P19,826 total
includes taxes & fees
Jul 1 - Jul 2
Hyatt Regency Chicago
Premium bedding, in-room safe, desk, blackout drapes

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,568 reviews)
"Great stay"
United States
Matt
The price is P8,215
P11,590 total
includes taxes & fees
Jul 2 - Jul 3
Hotel 55 Chicago Downtown
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,830 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is P9,369
P13,179 total
includes taxes & fees
Jul 5 - Jul 6
Omni Chicago Hotel
Lobby

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"All around great stay. "
United States
Nicholas
The price is P8,678
P10,318 total
includes taxes & fees
Jul 2 - Jul 3
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,423 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is P10,300
P14,405 total
includes taxes & fees
Jul 5 - Jul 6
Swissotel - Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,140 reviews)
"Great stay!"
United States
Daniel
The price is P8,362
P9,941 total
includes taxes & fees
Jun 29 - Jun 30
Congress Plaza Hotel
Lobby

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,301 reviews)
"Very great hotel"
United States
Allesandra
The price is P9,135
P10,861 total
includes taxes & fees
Jul 2 - Jul 3
Aloft by Marriott Chicago Mag 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.
View all properties

Top Chicago Hotel Reviews

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"R"
Diana 1-night trip
Posted 4 hours ago
Hyatt Regency O'Hare Chicago

Frequently asked questions

How much do hotels with connecting rooms in Chicago cost?
Hotels with connecting rooms in Chicago range from P8,391 to P19,826 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 8.9.
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 P8,391 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 0.97 kilometers 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 kilometers 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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