Gay friendly Hotels in South Side, Chicago

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on South Side Gay friendly Hotels

This weekend
Next weekend

Top South Side Gay friendly Hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2164)
"Great hotel "
The price is P11,065
P14,667 total
includes taxes & fees
Nov 2 - Nov 3
Sable at Navy Pier Chicago, Curio Collection by Hilton

Claridge House

4.0 star property
9.0 out of 10, Wonderful, (1380)
"Wonderful Stay!"
The price is P5,255
P7,874 total
includes taxes & fees
Nov 3 - Nov 4
Claridge House

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2408)
"Great walkable location to all the sights! "
The price is P5,625
P7,622 total
includes taxes & fees
Nov 4 - Nov 5
Freehand Chicago

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

2.5 star property
9.0 out of 10, Wonderful, (1134)
"Close to the airport for those early flights."
The price is P8,102
P9,518 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
9.6 out of 10, Exceptional, (1000)
"The breakfast was delicious and the parking was very convenient!!"
The price is P11,447
P13,437 total
includes taxes & fees
Oct 30 - Oct 31
SpringHill Suites by Marriott Chicago Chinatown

Chicago Marriott Midway

3.5 star property
8.4 out of 10, Very Good, (893)
"Great service, love the amenities, easy to get to"
The price is P7,478
P8,785 total
includes taxes & fees
Oct 13 - Oct 14
Chicago Marriott Midway

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1045)
"Great location near lots of restaurants. "
The price is P11,330
P13,301 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt House Chicago West Loop

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful hotel in a great location "
The price is P12,725
P14,938 total
includes taxes & fees
Oct 26 - Oct 27
The Hoxton Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1567)
"Hotel was very comfortable and I felt very safe during my entire stay. "
The price is P8,483
P9,959 total
includes taxes & fees
Oct 19 - Oct 20
Crowne Plaza Chicago West Loop by IHG

Ameristar Casino Hotel East Chicago

4.0 star property
8.4 out of 10, Very Good, (1007)
"Nice rooms with food options on site. "
The price is P8,101
P9,651 total
includes taxes & fees
Nov 4 - Nov 5
Ameristar Casino Hotel East 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.

Top South Side Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia