Hotels with connecting rooms in Chicago

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Check availability on Chicago Hotels with connecting rooms

Top Hotels with connecting rooms in Chicago

The Drake
Living area

The Drake

4.0 star property
8.8 out of 10, Excellent, (1282)
"Excellent service Beautiful historic hotel Great location"
The price is S$277
includes taxes & fees
22 Sept - 23 Sept
The Drake
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2115)
"Property was great, very clean and friendly staff. The location is wonderful. Will definitely stay here again. "
The price is S$324
includes taxes & fees
14 Sept - 15 Sept
Hyatt Centric The Loop Chicago
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1973)
"Great room and close to attractions "
Silversmith Hotel Chicago Downtown
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1004)
"Cute hotel in a historic building close to everything"
The price is S$243
includes taxes & fees
22 Sept - 23 Sept
Holiday Inn Express Chicago - Magnificent Mile by IHG
Sheraton Grand Chicago Riverwalk
Meeting facility

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very good, (1482)
"I had a nice stay. "
The price is S$414
includes taxes & fees
26 Sept - 27 Sept
Sheraton Grand Chicago Riverwalk
Hilton Garden Inn Chicago Downtown Riverwalk
Exterior

Hilton Garden Inn Chicago Downtown Riverwalk

3.0 star property
9.0 out of 10, Wonderful, (1966)
"Great location and great staff "
The price is S$270
includes taxes & fees
22 Sept - 23 Sept
Hilton Garden Inn Chicago Downtown Riverwalk
theWit Chicago, a Hilton Hotel
Lobby

theWit Chicago, a Hilton Hotel

4.5 star property
9.0 out of 10, Wonderful, (1002)
"It was a great location and very nice hotel with lots to offer. "
The price is S$437
includes taxes & fees
5 Oct - 6 Oct
theWit Chicago, a Hilton Hotel
InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2355)
"Great hotel!"
The price is S$431
includes taxes & fees
21 Sept - 22 Sept
InterContinental Chicago Magnificent Mile by IHG
Hampton Inn Majestic Chicago Theatre District
Exterior

Hampton Inn Majestic Chicago Theatre District

3.0 star property
9.0 out of 10, Wonderful, (1004)
"This is our 2nd stay. Good location and friendly staff. "
The price is S$283
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn Majestic Chicago Theatre District
Hyatt Place Chicago/Downtown - The Loop
Meeting facility

Hyatt Place Chicago/Downtown - The Loop

3.0 star property
8.6 out of 10, Excellent, (1072)
"Great place "
The price is S$288
includes taxes & fees
21 Sept - 22 Sept
Hyatt Place Chicago/Downtown - The Loop
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 Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Nice"
Eros 2-night trip
Posted 3 days ago
The Chicago Hotel Collection - Magnificent Mile

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels with connecting rooms in Chicago cost?
Hotels with connecting rooms in Chicago range from S$243 to S$437 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 0.0.
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$243 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.