Beginning of main content

Chicago Hotel Guide - Gay Friendly Hotel in Chicago, Illinois

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Chicago Hotels

Search Flight + Hotel

Advanced options

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Chicago Gay Friendly Hotel

See all 801 Hotels in Chicago
The James Chicago
The James Chicago
55 East Ontario Street, Chicago
4.5 out of 5.0
4.5 out of 5 (1,322 reviews)
Hide review
Nice hotel in a very good location I had never stayed in a James Hotel before and was very pleased. We picked it because of the location and because it was rated as a nice hotel. It more than met my expectations.
  20 May 2017

£154

£154
Days Inn Chicago
Days Inn Chicago
644 West Diversey Parkway, Chicago
2.0 out of 5.0
4.2 out of 5 (698 reviews)
Hide review
business trips i travel often to chicago the hotel changed hands the week i arrived from days in to versey my only complaint was they have no continental breakfast and advertised as so. This was a huge financial issue for me as i was not financially prepared for that i wound up nnot being able to have any breakfast i also feel the coffee ...
  22 May 2017

£84

£84
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
401 N Wabash Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (751 reviews)
Hide review
The staff was very friendly and upgraded my room when I arrived at the hotel. I had planned on just dropping my bags but was allowed to check in at 9:00am because my room was available. The hotel is high quality; everything one would expect from a Trump location. The rooms are spotless, quiet and ...
  22 May 2017

£297

£297
Thompson Chicago
Thompson Chicago
21 East Bellevue, Chicago
4.5 out of 5.0
4.6 out of 5 (1,071 reviews)
Hide review
Loved it!!! The Thompson hotel was amazing. We loved the area it was in! Surrounded by little restaurants and shopping. Very european feel. Hotel staff was incredible and helpful. Loved our room and view! We also used the car service and it was fabulous! We will definitely be back!
  11 May 2017

£179

£179
Hyatt Regency McCormick Place
Hyatt Regency McCormick Place
2233 S Martin Luther King Dr, Chicago
4.0 out of 5.0
4.3 out of 5 (779 reviews)
Hide review
Wished there was a fridge and microwave in the room
  16 May 2017

£94

£94
Best Western Plus Hawthorne Terrace Hotel
Best Western Plus Hawthorne Terrace Hotel
3434 N. Broadway Avenue, Chicago
3.0 out of 5.0
4.3 out of 5 (175 reviews)
Hide review
Perfect location for Wrigley Field We were going to a ball game and wanted to be close by. This hotel did what it said on the tin. The neighbourhood was nice and quiet, with eateries close by and long-stay parking next door (payable per 24-hour period). Easy to get down town by bus or subway, and close to lake shore. But the hotel ...
  16 May 2017

£117

£117
Comfort Suites Michigan Avenue Loop
Comfort Suites Michigan Avenue Loop
320 N. Michigan Avenue, Chicago
3.0 out of 5.0
4.3 out of 5 (445 reviews)
Hide review
Lovely hotel close to all the tourist attractions, Fantastic city lots to do and see, people very friendly.Will be revisiting.
  15 May 2017

£105

£105
Map

Recently booked Chicago hotels

Chicago's Essex Inn
3.5 out of 5.0
Last booking: 1 minute ago
Sheraton Grand Chicago
4.0 out of 5.0
Last booking: 1 minute ago
O'Hare Inn & Suites
2.0 out of 5.0
Last booking: 3 minutes ago
Courtyard by Marriott Chicago Wood Dale
3.0 out of 5.0
Last booking: 3 minutes ago
Best Western Grant Park Hotel
2.5 out of 5.0
Last booking: 4 minutes ago
Warwick Allerton Hotel Chicago
4.0 out of 5.0
Last booking: 7 minutes ago
Best Western Chicago Southland
3.0 out of 5.0
Last booking: 9 minutes ago
Hilton Chicago / Indian Lakes Resort
3.5 out of 5.0
Last booking: 10 minutes ago
Kinzie Hotel
4.0 out of 5.0
Last booking: 11 minutes ago

Pocket Guide: Gay Friendly Hotel in Chicago

Search for hotels in Chicago on Expedia. You can easily find your hotels in Chicago using one of the methods below:

  • View our selection of featured hotels in Chicago
  • Use the map to find hotels in the Chicago neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chicago, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Chicago
  • Enter your travel dates to view the best deals on hotels in Chicago - while they last