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Gay and Gay-friendly Hotels in Chicago
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#1 Hotel
Welcoming
Approval
Instant
Hotel room *** • Chicago
★
4.5 (4)
Chicago Getaway Hostel
🏆 Pride Points x3
Parking • Elevator • Smoking allowed
See prices
Booked 20 times
Gay-friendly
"We loved this place! A very clean hostel with super friendly staff. Ideal for everyone to stay there: familie…
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#2 Hotel
Welcoming
Approval
Instant
Hotel room **** • Chicago
★
4.67 (3)
Freehand Chicago
🏆 Pride Points x3
Wi-Fi • Parking • Gym
See prices
Booked 19 times
#3 Hotel
Welcoming
Approval
Instant
Hotel room *** • Chicago
★
4.75 (4)
HI Chicago Hostel
🏆 Pride Points x3
Wi-Fi • Elevator • Wheelchair accessible
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Booked 14 times
#4 Hotel
Welcoming
Approval
Instant
Hotel room *** • Chicago
★
4.5 (4)
Wrigley Hostel - Chicago
🏆 Pride Points x3
Wi-Fi • Parking • Smoking allowed
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Booked 12 times
Welcoming
Approval
Instant
Hotel room *** • Chicago
★
5 (2)
Best Western Plus Hawthorne Terrace Hotel
🏆 Pride Points x3
Wi-Fi • Hot tub • Parking
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Booked 12 times
Welcoming
Approval
Instant
Hotel room **** • Chicago
★
4.5 (2)
Club Quarters Hotel Wacker at Michigan, Chicago
🏆 Pride Points x3
Wi-Fi • Parking • Gym
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Booked 9 times
Welcoming
Approval
Instant
Hotel room *** • Chicago
★
5 (1)
City Suites Hotel
🏆 Pride Points x3
Wi-Fi • Parking • Gym
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Booked 6 times
Welcoming
Approval
Instant
Hotel room **** • Chicago
★
5 (1)
Acme Hotel Company Chicago
🏆 Pride Points x3
Wi-Fi • Parking • Gym
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Booked 6 times
Best rated LGBTQ+ hosts by our community in Chicago
#1
Freshly Updated!
James
Private room • Chicago
★
5 (131)
Sunny & spacious Uptown bedroom w/ private bath
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
See prices
#2
Joe
Private room • Chicago
★
5 (46)
Private Bed/Bath in Relaxed Gentleman's Space
Host shares gay local tips • LGBTQ+ venues nearby • Gym nearby
See prices
#3
Tommy
Private room • Chicago
★
5 (43)
Heart of Andersonville Modern Private room, Home away from Home
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
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SHOW 82 MORE »
Welcoming
Approval
Instant
Hotel room *** • Chicago
★
4.8 (1)
Aloft Chicago Downtown River North
🏆 Pride Points x3
Wi-Fi • Parking • Gym
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Booked 5 times
Welcoming
Approval
Instant
Hotel room ** • Chicago
★
4.5 (2)
Travelodge by Wyndham Downtown Chicago
🏆 Pride Points x3
Wi-Fi • Elevator
See prices
Booked 3 times
Welcoming
Approval
Instant
Hotel room *** • Chicago
★
5 (1)
The Whitehall Hotel - BW Premier Collection
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
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Booked 3 times
Welcoming
Approval
Instant
Hotel room • Chicago
★
5 (1)
Hotel BnB-1
🏆 Pride Points x3
Wi-Fi • Parking
See prices
Booked 3 times
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