gayout6
Sort By:

Villa Toscana

4.3
(4)
Gayout Rating
Google Rating
60657,3445 North Halsted Street,Chicago

Victorian style bed and breakfast located in the heart of Boys town Enjoy Villa Toscana's antique-filled European charm with suites such as the Neo-Classic, Venetian, and Moroccan. The accommodations are lush and...
GayGay Friendly

Best Western Plus Hawthorne Terrace

4.3
(4)
Gayout Rating
Google Rating
60657,3434 North Broadway,Chicago

A Boys town secret It might look unassuming, but this Best Western is an affordable and comfortable choice for staying in the heart of Boys town.
GayGay Friendly

City Suites Hotel

4.3
(4)
Gayout Rating
Google Rating
60657,933 West Belmont Avenue,Chicago

Art Deco boutique hotel located near the shopping district. City Suites is in a great location for experiencing the Boys-town, Wrigleyville and Lake view neighbourhoods.
GayGay Friendly

Ashland Arms Guest House

4.3
(4)
Gayout Rating
Google Rating
60626,6406 North Clark Street,Chicago

Leather guest house Want a little tingle with your visit? Check out Ashland's guest rooms, especially designed to bring the kink out in the comfort of your own room with swings and harnesses built in.
GayGay Friendly

Majestic Hotel

4.3
(4)
Gayout Rating
Google Rating
60657,528 West Brompton Avenue,Chicago

Elegant Boys town boutique hotel Set up to resemble an English estate, the Majestic offers a great alternative to mainstream hotels without sacrificing any comfort. Also a good location for enjoying Chicago's Boys-town...
GayGay Friendly

Days Inn Chicago

4.3
(4)
Gayout Rating
Google Rating
60614,644 West Diversey Parkway,Chicago

Less expensive alternative to down-town hotels Days Inn's budget offerings give travellers an option for lodging closer to Boys-town, Lincoln Park and Wrigleyville.
GayGay Friendly

Hyatt Regency Chicago

4.3
(4)
Gayout Rating
Google Rating
60601,151 East Upper Wacker Drive,Chicago

Gay-friendly mainstream hotel in the heart of the Windy City A city within a city, that links guests to blues, jazz, irresistible cuisine, Grant and Millennium Parks, Lake Michigan beaches, Navy Pier and Michigan...
GayGay Friendly

House 5863

4.3
(4)
Gayout Rating
Google Rating
60660,5863 North Glenwood Avenue,Chicago

Not your grandma's B&B This lgbtq+-oriented place is so hip you might forget it's a B&B. It features modern, stylish rooms and a fabulous location near gay nightlife and Hollywood Beach. It's perfect for someone who is...
GayGay Friendly

Crowne Plaza Chicago Metro

4.3
(4)
Gayout Rating
Google Rating
60661,733 West Madison Street,Chicago

Mainstream down-town hotel All the amenities you would expect, and not too far from the gay centre in Boys town. The rooms are well-designed with modern styling.
GayGay Friendly

W Chicago - City Center

4.3
(4)
Gayout Rating
Google Rating
60603,180 West Adams Street,Chicago

Up scale Luxury for People and Pets Relax with pillow top mattresses, rainforest showers and in-room massages. Walk out the door and be in the middle of all Chicago has to offer -- including the Sears Tower, Civic...
GayGay Friendly

Chicago Getaway Hostel

4.3
(4)
Gayout Rating
Google Rating
60614,616 West Arlington Place,Chicago

Lincoln Park Hostel with University Feel Located just below Boys town, Lincoln Park houses the charming getaway Hostel. With the neighbourhood University proximity and access to culture and night-life, this is a great...
GayGay Friendly

Hard Rock Hotel Chicago

4.3
(4)
Gayout Rating
Google Rating
60601,230 North Michigan Avenue,Chicago

Enjoy your Chicago stay, Hard Rock style Finely appointed, rock star-style rooms with fine linen and comfortable furniture provide the ideal setting for an exciting Chicago stay. The Miracle Mile location is tops. The...
GayGay Friendly

Wyndham Grand Chicago Riverfront

4.3
(4)
Gayout Rating
Google Rating
60601,71 East Upper Wacker Drive,Chicago

European sophistication overlooking the Chicago River Elegant and sophisticated boutique hotel rising high above the Chicago River and Wacker Drive offers access to shopping, museums and Millennium Park.
GayGay Friendly

Sheraton Chicago Hotel & Towers

4.3
(4)
Gayout Rating
Google Rating
60611,301 East North Water Street,Chicago

Soothing accommodations within the bustling metropolis The Sheraton Down town is in a great location to explore river-front attractions like Michigan Ave and Millennium Park. You'll need to hop in a cab to reach the...
GayGay Friendly

The Westin Michigan Avenue Chicago

4.3
(4)
Gayout Rating
Google Rating
60611,909 North Michigan Avenue,Chicago

Set on the Magnificent Mile and overlooking Lake Michigan, this casual hotel is also a 5-minute walk from Oak Street Beach, an 8-minute walk from the Chicago L station and 1.2 miles from Millennium Park.The modern...
GayGay Friendly

The Westin Chicago River North

4.3
(4)
Gayout Rating
Google Rating
60654,320 North Dearborn Street,Chicago

Beautiful River North lodging With easy access to theater, the Magnificent Mile and plenty of knock-your-socks-off Chicago eateries, the Westin is a perfect choice for a vacation you may never want to return from.
GayGay Friendly

Hampton Inn Majestic

4.3
(4)
Gayout Rating
Google Rating
60603,18 East Monroe Street,Chicago

Fabulous hotel in the Theatre District Whether your visiting Chicago to go to attend a show or see the sights, the Hampton Inn Majestic offers clean, stylish rooms in a great location. Excellent staff, great...
GayGay Friendly

Millennium Knickerbocker Hotel

4.3
(4)
Gayout Rating
Google Rating
60611,163 East Walton Place,Chicago

Magnificent Mile starts here Located within walking distance to Water Tower Place, John Hancock Tower, Navy Pier and Michigan Avenue shopping, this elegant hotel will make you feel in the center of the Windy City.
GayGay Friendly

Hotel Monaco Chicago

4.3
(4)
Gayout Rating
Google Rating
60601,225 North Wabash Avenue,Chicago

This whimsical, upscale hotel is located 2 blocks from the El train and is a 5-minute walk to Millennium Park and 2 minutes on foot from the Chicago Theater. The colorful, modern rooms feature city views, Italian...
GayGay Friendly

Hotel Indigo

4.3
(4)
Gayout Rating
Google Rating
60610,1260 North Dearborn Parkway,Chicago

Unique Gold Coast boutique hotel In the midst of the shopping district with an ever-changing decor and flair for the unique, this small hotel is a colourful place to stay.

Palmer House Hilton

4.3
(4)
Gayout Rating
Google Rating
60603,27 East Monroe Street,Chicago

World renown historic hotel The Palmer House is an infamously gorgeous hotel, and one of the oldest continuously-operating hotels in the country. Every U.S. president since Grant has stayed here.

Dana hotel and spa

4.3
(4)
Gayout Rating
Google Rating
60654,660 North State Street,Chicago

Boutique hotel and spa The expression dana translates from Sanskrit to mean the pleasure of giving. Dana offers pleasurable feelings of tranquillity, well-being and harmony.
GayGay Friendly

Willows Hotel

4.3
(4)
Gayout Rating
Google Rating
60657,555 West Surf Street,Chicago

19th century reproduction style bed & breakfast French Country style rooms await your visit in this charming hotel. Willows is a great value in an excellent location, just outside of Boys town.
GayGay Friendly

James Hotel

4.3
(4)
Gayout Rating
Google Rating
60611,616 North Rush Street,Chicago

Stylish, accomodating hotel Designed from the guest's point of view. Complimentary WiFi and concert-quality sound system in every room. Located in downtown Chicago, just steps off of Magnificent Mile (Michigan Avenue
GayGay Friendly

Sofitel Chicago Water Tower

4.3
(4)
Gayout Rating
Google Rating
60611,20 East Chestnut Street,Chicago

Elegant downtown hotel Sofitel Chicago Water Tower is minutes from the Magnificent Mile, Michigan Avenue, the Museum of Contemporary Art, the Art Institute, and trendy boutiques. Designed by the French architect...
GayGay Friendly

Comfort Inn & Suites Downtown Chicago

4.3
(4)
Gayout Rating
Google Rating
60611,15 East Ohio Street,Chicago

Magnificent Mile hotel This hotel is an excellent value for such a superb location, close to dining and shopping and only five minutes from Magnificent Mile. It's a little far from Boystown, but if your trip involves...
GayGay Friendly

Hotel Burnham

4.3
(4)
Gayout Rating
Google Rating
60602,1 West Washington Street,Chicago

Luxury boutique hotel in the Loop Lots of personal attention, a great location and stylish decor makes this hotel stand out. Luxury amenities for guests and their pets. Within walking distance to restaurants and...
GayGay Friendly

Kinzie Hotel

4.3
(4)
Gayout Rating
Google Rating
60654,20 West Kinzie Street,Chicago

Contemporary, chic hotel in River North The Kinzie offers a central access point to Downtown's restaurants, culture, theatre and shopping in a hip, boutique setting.
GayGay Friendly

Holiday Jones

4.3
(4)
Gayout Rating
Google Rating
60622,1659 West Division Street,Chicago

Set 2.5 miles from Oak Street Beach, this hip Wicker Park hostel is 4 blocks from an El train stop with service to downtown Chicago. Modern, air-conditioned rooms sleep 1 to 6 people and range from gender-specific dorm...
GayGay Friendly

Sax Chicago

4.3
(4)
Gayout Rating
Google Rating
60654,333 North Dearborn Street,Chicago

Ultra-modern sophistication Blending classically designed furniture pieces with postmodern design, the Sax creates a truly unique atmosphere. Located near downtown shopping, but not the ideal spot if you'll be...
GayGay Friendly

The Ritz-Carlton-A Four Seasons Hotel

4.3
(4)
Gayout Rating
Google Rating
60611,835 North Michigan Avenue,Chicago

Super classy location and amenities, as would be expected of the Ritz Set atop Water Tower Place, high above prestigious North Michigan Avenue, and featuring exquisite dcor and intuitive service, The Ritz-Carlton...
GayGay Friendly

The Tremont Chicago Hotel at Magnificent Mile

4.3
(4)
Gayout Rating
Google Rating
60611,100 East Chestnut Street,Chicago

A 7-minute walk from the Chicago Museum of Contemporary Art, this classic European-style hotel is a block from upscale shopping along the Magnificent Mile. Cozy yet sophisticated rooms have free WiFi, work desks and...
GayGay Friendly

Thompson Hotel - Thompson Chicago

4.3
(4)
Gayout Rating
Google Rating
60611,21 East Bellevue Place,Chicago

Sophisticated comfort The Sutton Place Hotel is contemporary and attentive. The classic style and calm interiors will put you at ease whether you're traveling for business or pleasure.
GayGay Friendly

Inn At Lincoln Park

4.3
(4)
Gayout Rating
Google Rating
60614,607 West Diversey Parkway,Chicago

Modest accommodations in a central location After undergoing a makeover, this comfortable property now boasts a meeting centre. Lincoln Park is an up and coming neighbourhood close to Boys town.
GayGay Friendly

Intercontinental Magnificent Mile

4.3
(4)
Gayout Rating
Google Rating
60611,505 North Michigan Avenue,Chicago

Magnificent mile in style This gorgeous upscale hotel is right on Michigan Ave., and steps away from some of the best shopping in the country. The indoor pool is not to be missed
GayGay Friendly

The Silversmith Hotel & Suites

4.3
(4)
Gayout Rating
Google Rating
60603,10 South Wabash Avenue,Chicago

Historic luxury At the heart of Chicagos Financial/Theater District (the Loop), The Silversmith Hotel & Suites, designed in 1897, is a landmark Chicago attraction in and of itself.
GayGay Friendly

The WIT A Doubletree Hotel

4.3
(4)
Gayout Rating
Google Rating
60601,201 North State Street,Chicago

Enjoy the hip, modern stylings of this new Chicago hotel The WIT offers smart, edgy rooms well-appointed with rooms with sophisticated amenities. The ROOF bar and lounge offers unparalleled city views, and the yoga...
GayGay Friendly

Chicago's Essex Inn

4.3
(4)
Gayout Rating
Google Rating
60605,800 South Michigan Avenue,Chicago

"Your key to the city" An ideal location from which to launch your Chicago visit, the Essex Inn offers free shuttles to Miracle Mile, a rooftop garden, pool and fitness center and stunning views of the city.
GayGay Friendly

Blackstone Rennaissance

4.3
(4)
Gayout Rating
Google Rating
60605,636 South Michigan Avenue,Chicago

Classic and contemporary hotel Blackstone is an incredibly stylish and elegant hotel on the outskirts of the Loop. Aside from glamorous and comfortable rooms, this hotel also features an impressive collection of...
GayGay Friendly

Public Hotel

4.3
(4)
Gayout Rating
Google Rating
60610,1301 North State Street,Chicago

Sleek and sophisticated hotel with legendary past Public, conceived by Ian Schrager, is an entirely new class of hotel.
GayGay Friendly

Affinia Chicago

4.3
(6)
Gayout Rating
Google Rating
60611,166 East Superior Street,Chicago

Customised comforts and sophisticated style Located just steps from the famed Magnificent Mile, this upscale boutique hotel is set at the epicentre of Chicago's shopping, nightlife, entertainment and business...
GayGay Friendly

Avenue Hotel Chicago

4.3
(4)
Gayout Rating
Google Rating
60611,160 East Huron Street,Chicago

Steps from the 'Magnificent Mile' The Avenue is a Crowne Plaza Hotel that is a step above your typical chain hotel. The location is perfect for taking in Chicago's shopping and attractions.
GayGay Friendly

Chicago South Loop Hotel

4.3
(4)
Gayout Rating
Google Rating
60616,11 West 26th Street,Chicago

Quality comfort in Chicago's South Loop If you're a culture seeker, the South Loop Hotel offers close proximity to museums, theater and shopping. The hotel itself is clean, contemporary and comfortable.
GayGay Friendly

Courtyard Marriott Downtown/Magnificent Mile

4.3
(4)
Gayout Rating
Google Rating
60611,614 North Saint Clair Street,Chicago

Steps from Magnificent Mile For a dose of downtown comfort, the Courtyard Marriott packs in all the amenities you'd expect from a business class hotel into the limited real estate of a bustling metropolis. Don't miss...
GayGay Friendly

Fairfield Inn & Suites Chicago Downtown

4.3
(4)
Gayout Rating
Google Rating
60611,216 East Ontario Street,Chicago

Just steps from Magnificent Mile This busy family hotel is in a quiet location just off Michigan Ave. Top notch service, reasonable rates and decent complimentary breakfast are all reasons to stay here.
GayGay Friendly

Hampton Inn and Suites Chicago Downtown

4.3
(4)
Gayout Rating
Google Rating
60654,21 West Illinois Street,Chicago

Family-friendly downtown hotel This very busy downtown hotel is popular with families and tourists for its spacious rooms, affordable rates and great downtown location.
GayGay Friendly

Homewood Suites Downtown Chicago

4.3
(4)
Gayout Rating
Google Rating
60611, ,Chicago

Hotel away from home Get away from those crowded downtown hotel rooms and into a spacious Home-wood Suite. Perfect for extended stays, every suite features a fully-equipped kitchen.
GayGay Friendly

Renaissance Chicago O'Hare Suites Hotel

4.3
(4)
Gayout Rating
Google Rating
60631,8500 West Bryn Mawr Avenue,Chicago

Great proximity to O'Hare International Airport The all-suite Renaissance Chicago O'Hare Suites Hotel is located near Rosemont, IL., close to many Fortune 500 companies, and the "L" Blue Line to Chicago. It offers...
GayGay Friendly

The Gwen

4.3
(4)
Gayout Rating
Google Rating
60611,520 North Michigan Avenue,Chicago

Prestigious downtown luxury hotel Spacious modern rooms, stylish furnishings and a fantastic location--what more could you want? How about a fitness center with an incredible view of the city? Check.
GayGay Friendly

The Peninsula Chicago

4.3
(4)
Gayout Rating
Google Rating
60611,108 East Superior Street,Chicago

Magnificent Art Deco luxury Featuring unsurpassed service, the staff at The Peninsula takes care of all the details you'd expect from a luxury hotel. Spacious, exquisitely decorated rooms and hotel spa services...
GayGay Friendly

The Talbott Hotel

4.3
(4)
Gayout Rating
Google Rating
60611,20 East Delaware Place,Chicago

Elegant boutique hotel Near Michigan Ave., the Talbott is a great choice for boutique upscale accommodation. We'd say you'll feel right at home, but home is never this comfortable. Added bonus: guests receive a free...
GayGay Friendly

Best Western Grant Park Hotel

4.3
(4)
Gayout Rating
Google Rating
60605,1100 East 11th Street,Chicago

For a true Chicago experience, stay with The BEST WESTERN Grant Park Hotel. Located steps away from Soldier Field and also the Museum Campus that houses the Adler Planetarium, Shedd Aquarium, and Field Museum, the...
Gay Friendly
Filter By:
Orientation
Booking.com


Here are some details on 6 men-only or gay-friendly hotels in Chicago, IL :

  1. The Guesthouse Hotel - Located in the vibrant Andersonville neighborhood, The Guesthouse Hotel offers stylish accommodations and a welcoming environment for all guests. The hotel features modern amenities and spacious suites. Check Availability and Prices: Link
  2. The Peninsula Chicago - This luxurious hotel in the Magnificent Mile neighborhood offers top-notch amenities and exceptional service. With elegant rooms and stunning views of the city, The Peninsula Chicago is a popular choice for discerning travelers. Check Availability and Prices: Link
  3. The Robey - Located in the Wicker Park neighborhood, The Robey is a boutique hotel known for its stylish design and rooftop lounge. Guests can experience a blend of classic and modern aesthetics. Check Availability and Prices: Link
  4. The Publishing House Bed and Breakfast - Situated in the West Loop neighborhood, this charming bed and breakfast provides cozy rooms and a personalized experience. Guests can enjoy a homemade breakfast and a warm, inviting atmosphere. Check Availability and Prices: Link
  5. The Talbott Hotel - Situated in the Gold Coast neighborhood, The Talbott Hotel provides a classic and sophisticated atmosphere. With comfortable rooms and exceptional service, it's an excellent choice for a memorable stay. Check Availability and Prices: Link
  6. The Langham, Chicago - This luxury hotel in the River North neighborhood offers opulent accommodations and exceptional service. Guests can enjoy spacious rooms, a spa, and panoramic views of the city. Check Availability and Prices: Link
Gayout Rating - from 0 ratings.

More to share? (Optional)

..%
No description
  • Size:
  • Type:
  • Preview: