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Check availability on East Side Gay-Friendly Hotels

This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for East Side LGBT-friendly hotels

A modern lobby with a sofa, coffee table, and a fireplace.

1. Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago
4.0 star property
East Chicago
8.6 out of 10, Excellent, (1,143 reviews)
"Wonderful hotel"
United States
WENLIN
The price is ฿3,967
฿4,844 total
includes taxes & fees
6 Oct - 7 Oct
Ameristar Casino Hotel East Chicago
A modern spa with a circular hot tub, a sofa, and a view of the city.

2. Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel
4.5 star property
East Hazel Crest
9.4 out of 10, Exceptional, (718 reviews)
"Incredible stay, especially for the price!"
United States
Caprice
The price is ฿5,986
฿6,704 total
includes taxes & fees
28 Sept - 29 Sept
Wind Creek Southland Casino and Hotel
A modern bar area with a long counter, multiple bar stools, and a variety of bottles on shelves.

3. Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
3.5 star property
Oak Lawn
8.4 out of 10, Very good, (1,400 reviews)
"Clean room and friendly staff."
United States
Samantha
The price is ฿4,358
฿5,011 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Chicago/Oak Lawn
A spacious room with a fireplace, a seating area with a sofa, a dining table with chairs, and a vending machine labeled "TREATS".

4. Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport
2.5 star property
Bedford Park
8.6 out of 10, Excellent, (1,239 reviews)
"We had an enjoyable stay"
United States
Lysa
The price is ฿4,751
฿5,582 total
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn by Hilton Chicago-Midway Airport
A modern bar area with a bar counter, seating, and large windows offering a view of the street.

5. 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, (1,004 reviews)
"The room was clean, the hotel is conveniently located, and super close to the airport."
United States
Fabian
The price is ฿4,786
฿5,953 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Chicago – Midway Airport S by IHG
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

6. 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, (1,370 reviews)
"Good hotel"
United States
Roberto
The price is ฿5,315
฿6,244 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
A modern building with the name 'SENIORAL' prominently displayed on the facade.

7. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,338 reviews)
"Great venue"
United States
Arthur Noel
The price is ฿5,086
฿6,951 total
includes taxes & fees
27 Sept - 28 Sept
Sentral Michigan Avenue
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

8. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,097 reviews)
"Great stay"
United States
Fernanda
The price is ฿4,980
฿5,921 total
includes taxes & fees
27 Sept - 28 Sept
The Wade
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

9. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,669 reviews)
"Clean, convenient location for public transit and sights."
United States
Michael
The price is ฿4,883
฿5,805 total
includes taxes & fees
25 Oct - 26 Oct
Club Quarters Hotel, Central Loop, Chicago
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

10. 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, (2,709 reviews)
"Amazing place to stay"
United States
Shanequa
The price is ฿10,025
฿13,071 total
includes taxes & fees
27 Sept - 28 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
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 East Side Hotel Reviews

Frequently asked questions

How do I find LGBTQ-friendly accommodation in East Side?
If you're interested in a place that will welcome you to East Side, our website has the gay-friendly hotel you're looking for. Discover the people, places and traditions found only in East Side.
What is there to see in East Side?
During your trip, get out and enjoy everything East Side has to offer. You and your travelling companions may want to visit Lake Michigan, Calumet Park and Munson Beach. While you're here, create some great memories of your trip with a stop at Calumet Beach.
What is an LGBTQ-friendly hotel in East Side?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual and transgender travellers are proudly welcomed. We have worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of gay-friendly hotels worldwide. In East Side, hotels affiliated with IGLTA prioritise a diverse environment in which guests are welcomed, respected and not obliged to declare or hide their sexual orientation.
What can I expect from LGBTQ-friendly accommodation in East Side?
Stay at a gay-friendly hotel in East Side and you'll be around like-minded people, so you can relax and enjoy your trip. Many of our LGBTQ-friendly accommodation options offer wedding ceremonies and honeymoon packages for same-sex couples.

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