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Gay Friendly Hotels ($$$) in Chicago

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Photo of Hyatt Regency Chicago

Hyatt Regency Chicago

 (10 Ratings)

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


Photo of The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

 (9 Ratings)

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


Photo of Fairmont Chicago Millennium Park

Fairmont Chicago Millennium Park

 (7 Ratings)

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


Photo of Eurostars Magnificent Mile

Eurostars Magnificent Mile

 (6 Ratings)

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


Photo of Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

 (5 Ratings)

Renowned historic hotel

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

3rd place in Best of GayCities 2023 - Wander Luxe

North Loop · 17 E Monroe St, Chicago


Photo of Magnolia Studios

Magnolia Studios

 (5 Ratings)

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


Photo of W Chicago - Lakeshore

W Chicago - Lakeshore

 (4 Ratings)

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


Photo of The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

 (4 Ratings)

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


Photo of Crowne Plaza Chicago West Loop, an IHG Hotel

Crowne Plaza Chicago West Loop, an IHG Hotel

 (3 Ratings)

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


Photo of Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

 (3 Ratings)

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


Map of Gay Friendly Hotels ($$$) in Chicago

Featured Articles

These one-of-a-kind accommodations will make you feel like royalty

Best of GayCities

These one-of-a-kind accommodations will make you feel like royalty

This Chicago hotel is a legendary launch pad for downtown fun

Millennium Park merriment

This Chicago hotel is a legendary launch pad for downtown fun

Staying at this hotel will make you feel like you're in 'The Gilded Age'

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Staying at this hotel will make you feel like you're in 'The Gilded Age'

Where to say 'I do' now that Greece has legalized same-sex marriage

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Where to say 'I do' now that Greece has legalized same-sex marriage

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10 gorgeous Palm Springs hotels when you want a little extra

Theater lovers are starry-eyed over this Broadway-themed hotel

triple threat

Theater lovers are starry-eyed over this Broadway-themed hotel

San Francisco boutique hotels within walking distance of happy hour

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San Francisco boutique hotels within walking distance of happy hour

Check out these stunning ice hotels around the world

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Check out these stunning ice hotels around the world


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