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Tonight May 31 - Jun 1
Next weekend Jun 5 - Jun 7

Featured Chicago Guest Houses

$80
The Plainfield Inn

The Plainfield Inn

3.0 out of 5.0 15106 S Fox River Street, Plainfield, IL
5/5
(1 Reviews)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.
 
$174
Roscoe Village Guesthouse

Roscoe Village Guesthouse

3.5 out of 5.0 2104 W. Roscoe, Chicago, IL
5/5
(1 Reviews)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
 
$50
Mccormick Place Guest House

Mccormick Place Guest House

3.0 out of 5.0 3643 South Indiana Avenue, Chicago, IL
4.2/5
(4 Reviews)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
 
$199
Lincoln Park Suites Operated by Roscoe Village Guesthouse

Lincoln Park Suites Operated by Roscoe Village Guesthouse

4.0 out of 5.0 830 W Altgeld, Chicago, IL
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
 
$239
Old Town Suites Operated by Roscoe Village Guesthouse

Old Town Suites Operated by Roscoe Village Guesthouse

3.5 out of 5.0 403 W. Eugenie, Chicago, IL
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
 
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Chicago Guest House on Henderson Street

Chicago Guest House on Henderson Street

3.0 out of 5.0 1330 W Henderson Street, Chicago, IL
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
 
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Pilsen Roadhouse

Pilsen Roadhouse

3.0 out of 5.0 1827 S Racine Ave, Chicago, IL
This guesthouse features barbecue grills.
 

Gay Friendly Accommodation in Chicago

$110
Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel

2.5 out of 5.0 3434 N. Broadway Avenue, Chicago, IL
4.3/5
(9 Reviews)
This hotel features a fitness center and a spa tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free full breakfast each morning.
 
$149
Hyatt Regency McCormick Place

Hyatt Regency McCormick Place

4.0 out of 5.0 2233 S Martin Luther King Dr, Chicago, IL
4.1/5
(93 Reviews)
This eco-friendly hotel includes 3 restaurants, an indoor pool, and a 24-hour health club. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Unwind with a drink at one of the 2 bars/lounges and enjoy perks like a free casino shuttle.
 
$79
Hotel Versey Days Inn by Wyndham Chicago

Hotel Versey Days Inn by Wyndham Chicago

3.0 out of 5.0 644 West Diversey Parkway, Corner Diversey/Clark/Broadway, Chicago, IL
4/5
(81 Reviews)
This hotel features free WiFi in public areas, concierge services, and valet parking. Business travelers can take advantage of the laundry service. There's luggage storage and multilingual staff can provide around-the-clock assistance.
 
$152
21c Museum Hotel Chicago - MGallery

21c Museum Hotel Chicago - MGallery

4.0 out of 5.0 55 East Ontario Street, Chicago, IL
A full-service spa and a 24-hour fitness center are featured at this luxury hotel. Families will appreciate complimentary bicycles and in-room childcare. WiFi in public areas is free.
 
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Featured Chicago Guest Houses

$80
The Plainfield Inn

The Plainfield Inn

3.0 out of 5.0 15106 S Fox River Street, Plainfield, IL
5/5
(1 Reviews)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.
 
$174
Roscoe Village Guesthouse

Roscoe Village Guesthouse

3.5 out of 5.0 2104 W. Roscoe, Chicago, IL
5/5
(1 Reviews)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
 
$50
Mccormick Place Guest House

Mccormick Place Guest House

3.0 out of 5.0 3643 South Indiana Avenue, Chicago, IL
4.2/5
(4 Reviews)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
 
$199
Lincoln Park Suites Operated by Roscoe Village Guesthouse

Lincoln Park Suites Operated by Roscoe Village Guesthouse

4.0 out of 5.0 830 W Altgeld, Chicago, IL
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
 
$239
Old Town Suites Operated by Roscoe Village Guesthouse

Old Town Suites Operated by Roscoe Village Guesthouse

3.5 out of 5.0 403 W. Eugenie, Chicago, IL
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
 
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Chicago Guest House on Henderson Street

Chicago Guest House on Henderson Street

3.0 out of 5.0 1330 W Henderson Street, Chicago, IL
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
 
Get Rates
Pilsen Roadhouse

Pilsen Roadhouse

3.0 out of 5.0 1827 S Racine Ave, Chicago, IL
This guesthouse features barbecue grills.
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.