Search Hotels with Connecting Rooms in South Side

  • 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 availability on South Side Hotels with Connecting Rooms

Next weekend
In two weeks

Our top choices for South Side hotels with connecting rooms

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, (1,006 reviews)
"Great staff , enjoyed our stay , very close to where we needed to be "
United States
Wafa
The price is ₹11,374
₹14,281 total
includes taxes & fees
19 Apr - 20 Apr
Holiday Inn Chicago – Midway Airport S by IHG

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, (1,002 reviews)
"Very nice staff, nice hotel, great for a visit to Hyde Park "
United States
Thomas
The price is ₹15,704
₹18,436 total
includes taxes & fees
26 Apr - 27 Apr
Hyatt Place Chicago-South/University Medical Center

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, (1,313 reviews)
"Friendly staff made the stay enjoyable"
United States
William
The price is ₹13,327
₹15,657 total
includes taxes & fees
6 May - 7 May
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1,003 reviews)
"I loved it here the smell of hotel was amazing "
United States
Rockell
The price is ₹10,789
₹12,665 total
includes taxes & fees
26 Apr - 27 Apr
SpringHill Suites by Marriott Chicago Chinatown

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (940 reviews)
"The rooms were very nice. The property is in a perfect location close to the airport and the restaurant on the ground floor was excellent."
United States
Stephen
The price is ₹14,961
₹17,576 total
includes taxes & fees
26 Apr - 27 Apr
Chicago Marriott Midway

Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1,000 reviews)
"Great stay"
United States
Lishuang
The price is ₹17,909
₹23,751 total
includes taxes & fees
19 Apr - 20 Apr
Sophy Hyde Park

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, (2,444 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is ₹20,481
₹27,218 total
includes taxes & fees
26 Apr - 27 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,390 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is ₹14,783
₹19,899 total
includes taxes & fees
9 May - 10 May
Palmer House a Hilton Hotel

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,616 reviews)
"Very well located. Clean, safe, well-trafficked area near many key spots in the city and a good place to start and finish each day. The hotel staff is very helpful and friendly. "
United States
Robert
The price is ₹21,280
₹28,574 total
includes taxes & fees
9 May - 10 May
Sheraton Grand Chicago Riverwalk

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, (1,371 reviews)
"Very beautiful place to stay"
United States
angie
The price is ₹12,169
₹14,285 total
includes taxes & fees
21 Apr - 22 Apr
The Chicago Hotel Collection Ambassador Gold Coast
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 South Side Hotel Reviews

Explore a world of travel with Expedia