Gay Friendly Hotels ($$$) in Chicago

Modern refinement with killer views

A city within a city that delivers incredible music, irresistible cuisine, and a luxurious location that will blow your...

North Loop · 151 E Wacker Dr, Chicago

• trans-friendly
• mixed LGBTQ+
• family-friendly
• mixed gay/straight
• $$$
• $$
• hotel

Chic accomodations in Chicago's theater district

Surrounded by theaters and shopping, the Allegro offers both luxury and refinement! Enjoy comfortable Art Deco rooms, a...

North Loop · 171 W Randolph St, Chicago

• mixed gay/straight
• pet-friendly
• $$$$
• $$$

Bright, sophisticated and funky downtown hotel

This clean and modern hotel has it all. For guests with environmental sensitivities, book one of the new...

Downtown · 200 N Columbus Drive, Chicago

• family-friendly
• mixed gay/straight
• pet-friendly
• $$$$
• $$$
• hotel
• women-led

Polished hotel in the middle of it all

This refined and bright hotel offers its guests a relaxing and upscale experience. Steps away from Magnificent Mile...

River North · 660 N State St, Chicago

• outdoor seating
• mixed gay/straight
• $$$
• $$
• hotel
• women-led

Palmer House a Hilton Hotel

Renowned historic hotel

Opulence and elegance can be found in every corner of this immaculate hotel. Every US president has spent the night...

Nominated for Best of GayCities 2023 - Wander Luxe Vote Now for your favorites!

North Loop · 17 E Monroe St, Chicago

• family-friendly
• mixed gay/straight
• pet-friendly
• $$$
• hotel

Charming family-owned B&B

Prepare to be transported to the English countryside while enduldging in the quaint elegance of this delightful...

Edgewater · 5705 N Magnolia Ave, Chicago

• trans-friendly
• outdoor seating
• mixed LGBTQ+
• family-friendly
• bed & breakfast
• $$$
• $$
• hotel

Artsy comfort overlooking the lake

Hip and stylish, the W-Lakeshore offers sweeping views of Lake Michigan and Downtown, with access to everything the...

River North · 644 N Lake Shore Dr, Chicago

• family-friendly
• mixed gay/straight
• pet-friendly
• $$$
• $$
• hotel

Modern sophistication overlooking the river

An elegant and hip boutique hotel rising high above the Chicago River offers access to shopping, museums, and...

River North · 71 E Wacker Dr Ste 104, Chicago

• outdoor seating
• family-friendly
• mixed gay/straight
• $$$
• $$
• hotel

Mainstream downtown hotel

Packed with amenities and refined comfort, this mainstream stay isn't too far from the gay center in Boystown....

Downtown · 25 S Halsted St, Chicago,, Chicago

• family-friendly
• pet-friendly
• $$$$
• $$$
• hotel

Glittering and modern high-rise hotel

This stunning hotel is steps away from Michigan Avenue, the Museum of Contemporary Art, the Art Institute, and...

Gold Coast · 20 E Chestnut St, Chicago

• family-friendly
• mixed gay/straight
• pet-friendly
• $$$
• hotel