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North America / United States / Illinois

Chicago Gay Friendly Hotels

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  • Photo of The Villa Toscana Guest House
    Love it or not?

    The Villa Toscana Guest House

    Elegant & unique accommodations

    Northalsted, 3447 N Halsted St 93% Love it
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  • Photo of Best Western Plus Hawthorne Terrace
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    Best Western Plus Hawthorne Terrace

    A Boystown secret

    Northalsted, 3434 N Broadway 100% Love it
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  • Photo of City Suites Hotel
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    City Suites Hotel

    Art Deco boutique hotel

    Lakeview, 933 W Belmont Ave 100% Love it
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  • Photo of Hyatt Regency Chicago
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    Hyatt Regency Chicago

    Modern refinement with killer views

    North Loop, 151 E Wacker Dr 100% Love it
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  • Photo of The Allegro Royal Sonesta Hotel Chicago Loop
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    The Allegro Royal Sonesta Hotel Chicago Loop

    Chic accomodations in Chicago's theater district

    North Loop, 171 W Randolph St 89% Love it
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  • Photo of Hotel Versey Days Inn by Wyndham Chicago
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    Hotel Versey Days Inn by Wyndham Chicago

    Casual stay near all the sights

    Lakeview, 644 W Diversey Pkwy 89% Love it
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  • Photo of Majestic Hotel
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    Majestic Hotel

    Stay in a modernized English estate

    Lakeview, 528 W Brompton Ave 100% Love it
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  • Photo of Fairmont Chicago Millennium Park
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    Fairmont Chicago Millennium Park

    Bright, sophisticated and funky downtown hotel

    Downtown, 200 N Columbus Drive 100% Love it
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  • Photo of Eurostars Magnificent Mile
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    Eurostars Magnificent Mile

    Polished hotel in the middle of it all

    River North, 660 N State St 100% Love it
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  • Photo of House 5863
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    House 5863

    Not your grandma's B&B

    Edgewater, 5863 North Glenwood Ave. 100% Love it
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  • Photo of Magnolia Studios
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    Magnolia Studios

    Charming family-owned B&B

    Edgewater, 5705 N Magnolia Ave 100% Love it
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  • Photo of Hampton Inn Chicago-O'Hare International Airport
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    Hampton Inn Chicago-O'Hare International Airport

    Reliable and relaxing airport hotel

    Suburbs, 3939 Mannheim Rd Schiller Park 100% Love it
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  • Photo of Palmer House a Hilton Hotel
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    Palmer House a Hilton Hotel

    Renowned historic hotel

    North Loop, 17 E Monroe St 100% Love it
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  • Photo of W Chicago - Lakeshore
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    W Chicago - Lakeshore

    Artsy comfort overlooking the lake

    River North, 644 N Lake Shore Dr 100% Love it
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  • Photo of The Royal Sonesta Chicago Downtown
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    The Royal Sonesta Chicago Downtown

    Modern sophistication overlooking the river

    River North, 71 E Wacker Dr Ste 104 50% Love it
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  • Photo of 21c Museum Hotel Chicago
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    21c Museum Hotel Chicago

    Stylish hotel and mod museum

    River North, 55 E Ontario St 100% Love it
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  • Photo of W Chicago - City Center
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    W Chicago - City Center

    Stylish and sophisticated luxury

    River North, 172 W Adams St 100% Love it
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  • Photo of Sofitel Chicago Magnificent Mile
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    Sofitel Chicago Magnificent Mile

    Glittering and modern high-rise hotel

    Gold Coast, 20 E Chestnut St 100% Love it
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  • Photo of Willows Hotel
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    Willows Hotel

    19th century European charm

    Lakeview, 555 W Surf St 100% Love it
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  • Photo of Crowne Plaza Chicago West Loop, an IHG Hotel
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    Crowne Plaza Chicago West Loop, an IHG Hotel

    Mainstream downtown hotel

    Downtown, 25 S Halsted St, Chicago, 100% Love it
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