Hotels with connecting rooms in Chicago, Illinois

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Chicago hotels with connecting rooms

1. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,529 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
The price is P6,806
P9,942 total
includes taxes & fees
Nov 27 - Nov 28
Hilton Chicago

2. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,896 reviews)
"Excellent location"
Switzerland
Kevin
The price is P9,057
P12,643 total
includes taxes & fees
Nov 23 - Nov 24
LondonHouse Chicago, Curio Collection by Hilton

3. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,581 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is P6,109
P7,263 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Chicago - Magnificent Mile

4. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,221 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is P7,017
P8,343 total
includes taxes & fees
Dec 9 - Dec 10
Hilton Vacation Club Hotel Blake Chicago

5. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,577 reviews)
"Good location and nice hotel"
United States
Oleg
The price is P8,165
P11,928 total
includes taxes & fees
Nov 26 - Nov 27
Swissotel - Chicago

6. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,009 reviews)
"Great stay!"
United States
Miya
The price is P8,764
P12,439 total
includes taxes & fees
Dec 9 - Dec 10
Hotel 505 River North

7. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,681 reviews)
"Excellent hotel"
Canada
Frédéric
The price is P8,133
P11,687 total
includes taxes & fees
Dec 8 - Dec 9
The Royal Sonesta Chicago Downtown

8. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,017 reviews)
"Great stay!"
United States
Serge
The price is P7,449
P10,707 total
includes taxes & fees
Nov 24 - Nov 25
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

9. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,085 reviews)
"Great location Staff was terrific"
United States
Richard
The price is P6,945
P8,257 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard by Marriott Chicago Magnificent Mile

10. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,195 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is P9,141
P10,868 total
includes taxes & fees
Nov 22 - Nov 23
L7 CHICAGO by LOTTE HOTELS
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.