Name: Hotel Kimpton Gray
Address: 122 W Monroe St, The Loop, Chicago, IL 60603

Hotel gay-friendly Destacado 4.5 (2075)

Hotel Kimpton Gray

The Loop

Gay-friendly Kimpton hotel in a landmark Loop office building on West Monroe, with the Boleo rooftop bar and Vol. 39 lounge.

gay-friendly card-payments reservations

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.7 (206)

Villa Toscana

Northalsted (Boystown)

Victorian B&B on North Halsted in Northalsted (Boystown), with antique-filled themed suites steps from the gay bars.

gay-friendly gay-popular wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.4 (1603)

Best Western Plus Hawthorne Terrace

Northalsted (Boystown)

Affordable chain hotel on North Broadway in the middle of Boystown, Chicago, walking distance to the Halsted Street gay bars.

outdoor-patio gay-friendly gay-popular

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.1 (909)

Hotel City Suites

Northalsted (Boystown)

Art Deco boutique hotel on West Belmont in Lakeview, steps from the Belmont L and a short walk from Northalsted's gay bars.

gay-friendly mixed-lgbtq card-payments

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.0 (2)

Ashland Arms Guest House

Rogers Park

Listed as a leather-themed guesthouse on North Clark Street in Rogers Park, with play equipment built into the rooms. Verify before booking.

gay-friendly mixed-lgbtq year-round

Verificado por GayOut Oct 2026

Hotel gay-friendly 4.2 (1003)

Hotel Majestic

Northalsted (Boystown)

Boutique hotel on West Brompton Avenue in Lakeview, a short walk from the Northalsted (Boystown) bar strip on Halsted.

gay-friendly gay-popular wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 5.0 (1)

Days Inn Chicago

Northalsted (Boystown)

Budget chain hotel on West Diversey Parkway in Lakeview, a short walk south of the Northalsted bars.

gay-friendly gay-popular wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.4 (11939)

Hyatt Regency Chicago

River North

Huge Hyatt on Upper Wacker Drive by the Chicago River and Michigan Avenue, a known Pride supporter.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.8 (115)

House 5863

Andersonville

Small apartment-style B&B on North Glenwood Avenue in Andersonville, a short walk from the neighbourhood's gay bars and Clark Street.

gay-friendly mixed-lgbtq beach-access

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.9 (3039)

Crowne Plaza Chicago Metro

The Loop

Crowne Plaza on West Madison in Chicago's West Loop, close to the Randolph Street restaurants. Mainstream, gay-friendly, rated 3.9.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.9 (2282)

W Chicago - City Center

The Loop

Upscale Loop hotel on West Adams Street, near the Willis Tower and the Lyric Opera, with pets allowed.

gay-friendly pet-friendly spa

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.2 (2332)

Chicago Getaway Hostel

Lincoln Park

Budget hostel on West Arlington Place in Lincoln Park, roughly 15 to 20 minutes' walk south of Northalsted (Boystown).

gay-friendly mixed-lgbtq gay-popular

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.2 (3495)

Wyndham Grand Chicago Riverfront

River North

Large upscale hotel on East Upper Wacker Drive overlooking the Chicago River, walking distance to Michigan Avenue and Millennium Park.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.2 (7038)

Sheraton Chicago Hotel & Towers

River North

Large Sheraton on the Chicago River in Streeterville, walkable to Michigan Avenue, Navy Pier and Millennium Park.

gay-friendly card-payments wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.4 (2380)

The Westin Chicago River North

River North

Upscale chain hotel on Dearborn Street by the Chicago River, walking distance to the Loop theatres and Magnificent Mile.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.9 (4014)

Hotel Millennium Knickerbocker

Gold Coast

Historic 1920s hotel on East Walton Place, a block off Chicago's Magnificent Mile near Water Tower Place; gay-friendly.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.4 (2744)

Hotel Monaco Chicago

River North

Kimpton boutique hotel on North Wabash in the Loop, a few minutes' walk from Millennium Park and the Chicago Theatre.

gay-friendly card-payments wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.0 (796)

Hotel Indigo

Gold Coast

Boutique-style chain hotel on North Dearborn Parkway in Chicago's Gold Coast, near Oak Street shopping. Mainstream, gay-friendly.

gay-friendly mixed-lgbtq gay-popular

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.2 (13908)

Palmer House Hilton

The Loop

Historic Loop hotel, one of the oldest continuously operating in the US, known for its painted lobby ceiling and as the birthplace of the brownie.

gay-friendly year-round card-payments

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.1 (1861)

Spa Dana hotel and

River North

Boutique hotel with an on-site spa at 660 N State St in River North, Chicago.

gay-friendly spa mixed-lgbtq

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.2 (790)

Hotel Willows

Northalsted (Boystown)

Small boutique hotel with French Country-style rooms on West Surf Street in Lakeview, a short walk from Northalsted (Boystown).

gay-friendly mixed-lgbtq wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.6 (912)

Hotel James

River North

Hotel at Rush and Ontario in River North, Chicago, a block off the Magnificent Mile; check its current brand name.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.5 (4156)

Sofitel Chicago Water Tower

Gold Coast

32-storey glass Sofitel on East Chestnut Street, steps from the Magnificent Mile and the Museum of Contemporary Art.

gay-friendly card-payments reservations

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.2 (841)

Comfort Inn & Suites Downtown Chicago

River North

Good-value Comfort Inn & Suites on East Ohio Street in River North, a short walk from the Magnificent Mile.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.6 (2349)

Hotel Burnham

The Loop

Boutique hotel in the historic Reliance Building at State and Washington in the Loop. Mainstream, gay-friendly; check the current name.

gay-friendly pet-friendly wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.3 (2008)

Hotel Kinzie

River North

Boutique hotel on West Kinzie Street in River North, walkable to the Loop, Magnificent Mile and the river.

gay-friendly mixed-lgbtq wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.4 (560)

Holiday Jones

Wicker Park

Wicker Park hostel with gender-specific dorms and private rooms, free breakfast, and an El stop four blocks away.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.9 (659)

Sax Chicago

River North

Downtown River North hotel at 333 N Dearborn (Marina City complex); listed as Sax Chicago, a name the property dropped years ago.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.6 (1931)

Hotel The Ritz-Carlton-A Four Seasons

River North

Five-star tower hotel above Water Tower Place on North Michigan Avenue, with lake and skyline views from its upper floors.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.9 (707)

The Tremont Chicago Hotel at Magnificent Mile

River North

Small older hotel on East Chestnut Street, a block off the Magnificent Mile, with suites and extended-stay units.

gay-friendly wifi year-round

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.5 (1345)

Thompson Hotel - Thompson Chicago

River North

Upscale Thompson hotel at 21 East Bellevue Place, a block off Rush Street and close to Oak Street shopping and the lakefront.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.5 (342)

Inn At Lincoln Park

Northalsted (Boystown)

Small hotel on West Diversey Parkway in Lincoln Park, Chicago, a short walk from the Northalsted gay bars. Mainstream, listed as gay-friendly.

gay-friendly year-round card-payments

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.4 (5557)

Intercontinental Magnificent Mile

River North

Large InterContinental on North Michigan Avenue at the river end of the Magnificent Mile, known for its historic 1929 indoor pool.

gay-friendly card-payments wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.4 (1660)

Suites The Silversmith Hotel &

The Loop

Mid-size hotel in an 1897 landmark building on South Wabash in the Loop, steps from the L, Millennium Park and the theatres.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.3 (3732)

Hotel The WIT A Doubletree

River North

Large design hotel at State and Lake in the Chicago Loop, known for its ROOF rooftop bar; a mainstream gay-friendly stay.

gay-friendly gay-popular gym

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.9 (748)

Chicago's Essex Inn

The Loop

Large hotel on South Michigan Avenue facing Grant Park in the South Loop; check current branding before booking.

gay-friendly hotel-pool gym

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.4 (2574)

Blackstone Rennaissance

The Loop

Historic Renaissance (Marriott) hotel on South Michigan Avenue facing Grant Park, with a large collection of local art.

gay-friendly card-payments reservations

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.2 (947)

Hotel Public

Gold Coast

Former Ian Schrager hotel on North State Street in the Gold Coast; now operates under a different name. Check before booking.

gay-friendly card-payments reservations

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.8 (3072)

Affinia Chicago

Streeterville

Upscale hotel at 166 East Superior, a block east of the Magnificent Mile; listed as Affinia Chicago, check its current name.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.6 (71)

Avenue Hotel Chicago

Streeterville

Mid-range hotel at 160 East Huron Street in Streeterville, a block off the Magnificent Mile. Its branding has changed, so check the current name.

gay-friendly card-payments reservations

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.7 (2516)

Hotel Chicago South Loop

Bronzeville

Budget-to-mid-range hotel at 26th and State, near Chinatown and the Red Line. Gay-friendly mainstream hotel.

gay-friendly mixed-lgbtq card-payments

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.3 (2112)

Courtyard Marriott Downtown/Magnificent Mile

River North

Business-class Courtyard on North St Clair Street in Streeterville, a block from the Magnificent Mile.

outdoor-patio gay-friendly wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.3 (1493)

Fairfield Inn & Suites Chicago Downtown

River North

Marriott Fairfield Inn on East Ontario Street, a block off the Magnificent Mile, with free breakfast and reasonable downtown rates.

gay-friendly free-breakfast wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.2 (2377)

Hampton Inn and Suites Chicago Downtown

River North

Hilton-brand hotel on West Illinois Street in River North, popular with families and tourists.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.2 (1987)

Homewood Suites Downtown Chicago

River North

All-suite Hilton in River North with a full kitchen in every suite; suited to longer stays in downtown Chicago.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.2 (2603)

Hotel Renaissance Chicago O'Hare Suites

Hotel gay-friendly

All-suite airport hotel on Bryn Mawr Avenue near O'Hare, with a 24-hour airport shuttle and Blue Line access to the city.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.5 (1518)

The Gwen

River North

Luxury hotel in the Art Deco McGraw-Hill Building on North Michigan Avenue, near the Chicago River.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.7 (2828)

The Peninsula Chicago

River North

Five-star hotel off the Magnificent Mile with a top-floor spa and pool; one of Chicago's most expensive stays.

gay-friendly card-payments reservations

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.3 (1088)

Hotel The Talbott

Gold Coast

Upscale boutique hotel on East Delaware Place, a block off North Michigan Avenue in the Gold Coast area. Mainstream, gay-friendly.

gay-friendly gym wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.8 (3018)

Hotel Best Western Grant Park

The Loop

Budget-to-mid-range chain hotel in Chicago's South Loop, a short walk from the Museum Campus, Soldier Field and McCormick Place.

gay-friendly card-payments walk-ins

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.6 (892)

Hotel Zachary

Wrigleyville

Modern hotel facing Wrigley Field on Clark Street, about a 15-minute walk from the Halsted Street gay bars. Mainstream, gay-friendly.

gay-friendly gay-popular wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.1 (1989)

Hotel Versey Chicago

Northalsted (Boystown)

Mid-priced hotel with mid-century styling on Diversey Parkway, a few blocks from Northalsted's gay bars.

gay-friendly gay-popular wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.2 (394)

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

Budget OYO-run motel on South Cicero Avenue on Chicago's Southwest Side, near Midway Airport. Basic rooms. Gay-friendly.

gay-friendly card-payments

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.3 (215)

The Chicago Hotel Collection River North

River North

Apartment-style hotel on W Chestnut St in River North, near Magnificent Mile shopping; mixed reviews.

gay-friendly year-round wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.4 (1632)

Sable at Navy Pier Chicago, Curio Collection by Hilton

River North

Hilton Curio Collection hotel built on Navy Pier itself, with lake and skyline views east of Streeterville.

gay-friendly year-round wifi

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.8 (229)

McCormick Place Guest House

Hotel gay-friendly

Guest house on South Indiana Avenue in Bronzeville, a short drive from McCormick Place; gay-friendly, not a gay venue.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.4 (680)

Rodeway Inn Chicago North Shore - Lincolnwood

West Ridge

Budget motel at 5952 N Lincoln Ave on Chicago's far north side, near Lincolnwood; basic rooms, mixed reviews (3.4).

gay-friendly year-round

LGBTQ+ Friendly Sep 2026

Hotel gay-friendly 3.5 (297)

Apache Motel

Lincoln Square

Basic budget motel on North Lincoln Avenue in Chicago's Lincoln Square area. Mainstream, listed as gay-friendly.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 4.9 (655)

Villa D' Citta Bed & Breakfast

Lincoln Park

Gay-run bed and breakfast in a Halsted Street townhouse in Lincoln Park, around a mile south of the Northalsted gay strip.

gay-friendly mixed-lgbtq year-round

Verificado por GayOut Oct 2026

Hotel gay-friendly 4.5 (77)

The Greenleaf House

Rogers Park

Small guesthouse on West Greenleaf Avenue in Chicago's Rogers Park, near the lake and the Evanston border; check details with the hosts.

gay-friendly card-payments reservations

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 2.7 (130)

Villa Dubois Guest House

Hotel gay-friendly

Descubre Villa Dubois Guest House en Chicago, una estancia inclusiva y acogedora para viajeros LGBTQ+ que buscan comodidad y hospitalidad.

gay-friendly wifi air-conditioning

LGBTQ+ Friendly Oct 2026

Hotel gay-friendly 3.4 (331)

Stony Island Motel

Hotel gay-friendly

Basic budget motel on South Stony Island Avenue on Chicago's far South Side; mainstream, mixed reviews.

gay-friendly year-round

LGBTQ+ Friendly Oct 2026

Mejores Hoteles Gay-Friendly en Chicago

Our three picks · Chicago

Dónde alojarse en Chicago

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