A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

South Side Hotel Guide - LGBT-Friendly Hotels in South Side, Chicago

  • 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 LGBT-Friendly Hotels

This weekend
Next weekend

Our top choices for South Side LGBT-friendly hotels

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, (2,568 reviews)
"The location was very convenient"
United States
Jeffrey
The price is €290
includes taxes & fees
6 Jul - 7 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,883 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is €176
includes taxes & fees
6 Jul - 7 Jul
The Wade

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,276 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is €186
includes taxes & fees
5 Jul - 6 Jul
River Hotel

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.2 out of 10, Very good, (1,007 reviews)
"GM Beth and Lexus in the Restaurant are amazing will definitely stay here again !"
United States
Danielle
The price is €149
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Chicago – Midway Airport S 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, (1,002 reviews)
"Great stay and would stay again! Cool location and accessible to plenty of things you would want to see and do"
United States
Jordan
The price is €165
includes taxes & fees
5 Jul - 6 Jul
SpringHill Suites by Marriott Chicago Chinatown

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, (1,326 reviews)
"Place was clean, awesome staff I really enjoyed it"
United States
Alexander
The price is €175
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (983 reviews)
"Great stay"
United States
Dominique
The price is €193
includes taxes & fees
13 Jul - 14 Jul
Chicago Marriott Midway

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,683 reviews)
"Enjoyed our stay"
United States
keary
The price is €127
includes taxes & fees
7 Jul - 8 Jul
The Chicago Hotel Collection - Magnificent Mile

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,302 reviews)
"Very great hotel"
United States
Allesandra
The price is €146
includes taxes & fees
5 Jul - 6 Jul
Aloft by Marriott Chicago Mag Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,688 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is €166
includes taxes & fees
6 Jul - 7 Jul
Eurostars Magnificent 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.

Top South Side Hotel Reviews

Explore a world of travel with Expedia