Hotels with connecting rooms in South Side, Chicago

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Check availability on South Side Hotels with connecting rooms

Our top choices for South Side hotels with connecting rooms

Exterior

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
Bedford Park
9.0 out of 10, Wonderful, (1,276 reviews)
"Thanks, great location "
United States
Terry
The price is P6,647
P7,809 total
includes taxes & fees
Feb 1 - Feb 2
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Lobby

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1,000 reviews)
"Great hotel!"
Canada
Rooh
The price is P5,994
P7,036 total
includes taxes & fees
Jan 22 - Jan 23
SpringHill Suites by Marriott Chicago Chinatown
Restaurant

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very Good, (1,000 reviews)
"Friendly staff and clean room"
United States
Alisa
The price is P6,291
P7,978 total
includes taxes & fees
Jan 22 - Jan 23
Holiday Inn Chicago – Midway Airport S by IHG
Serves lunch, dinner, and happy hour

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very Good, (917 reviews)
"Great service, friendly staff. Great stay"
United States
Adrian
The price is P7,211
P8,471 total
includes taxes & fees
Feb 3 - Feb 4
Chicago Marriott Midway
View from property

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
3.0 star property
Hyde Park
8.8 out of 10, Excellent, (1,004 reviews)
"Staff was very helpful and my stay was wonderful. "
United States
Delonna
The price is P8,012
P9,405 total
includes taxes & fees
Jan 25 - Jan 26
Hyatt Place Chicago-South/University Medical Center
View from room

Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1,001 reviews)
"The view and room was awesome."
United States
Merritt
The price is P10,629
P14,080 total
includes taxes & fees
Jan 20 - Jan 21
Sophy Hyde Park
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,045 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is P4,490
P5,270 total
includes taxes & fees
Jan 25 - Jan 26
Aloft Chicago Mag Mile
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2,542 reviews)
"Great staff, good location . "
Canada
Sabeeh
The price is P7,738
P10,825 total
includes taxes & fees
Feb 1 - Feb 2
Hilton Chicago
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, (2,321 reviews)
"Great stay"
United States
Blake
The price is P6,145
P9,235 total
includes taxes & fees
Feb 17 - Feb 18
Sable at Navy Pier Chicago, Curio Collection by Hilton
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,431 reviews)
"The Hotel was amazing great location "
United States
Donnisha
The price is P9,317
P12,680 total
includes taxes & fees
Feb 8 - Feb 9
Hyatt Regency 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.
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Top South Side Hotel Reviews

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Very clean and Comfortable "
Elvira 2-night trip
Posted 5 days ago
Hyatt Place Chicago-South/University Medical Center