Skip to content
300+ stays

Stays in Chicago

Review COVID-19 travel restrictions before you book.
Learn more
Private room in Uptown
Bedroom in Art House
1 guest1 bedroom1 shared bath
WifiKitchenHeating
Price:$14 / night
Entire house in Portage Park
Traveler Single Bedroom in Portage Park
2 guests1 bedroom2 beds1 bath
Free parkingWifiKitchenHeating
Price:$100 / night
Entire condominium in Avondale
#1F Modern "Smart" condo w/ Patio on Tree-lined St
4 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
Rating 4.44 out of 5;16 reviews
Price:$10 / night
Entire apartment in Pilsen
Pilsen Remodeled Studio Rental
2 guestsStudio1 bed1 bath
KitchenHeating
Price:$35 / night
Entire apartment in Pilsen
A beautiful piece of mind
2 guests1 bedroom1 bed1 bath
Free parkingWifiKitchenHeating
Price:$31 / night
SUPERHOST
Private room in McKinley Park
Self check in self checkout near downtown Chicago
1 guest1 bedroom1 bed2 shared baths
Free parkingWifiKitchenHeating
Rating 5.0 out of 5;24 reviews
Price:$31 / night
SUPERHOST
Private room in Little Village
Stylish, Shared Apartment for the Perfect Get Away
2 guests1 bedroom1 bed1 shared bath
Free parkingWifiKitchenHeating
Rating 4.70 out of 5;46 reviews
Price:$15 / night
Entire apartment in Kenwood
Entire Condo near Univ. of Chicago
4 guests1 bedroom2 beds1 bath
Free parkingWifiKitchenHeating
Rating 4.56 out of 5;18 reviews
Price:$60 / night
Private room in Little Italy/UIC
Luxury City Center Loft on a Traffic-free Street
2 guests1 bedroom1 bed2 shared baths
Free parkingWifiKitchenHeating
Rating 4.83 out of 5;12 reviews
Price:$24 / night
Private room in Rogers Park
Your Fantastic Futon! 1st Floor TV room with locks
1 guest1 bedroom1 bed2.5 shared baths
Free parkingWifiKitchenHeating
Rating 4.83 out of 5;23 reviews
Price:$23 / night
Private room in Boystown
Cozy Garden Room in the middle of Boystown!
2 guests1 bedroom1 bed1 private bath
WifiKitchenHeating
Rating 4.83 out of 5;6 reviews
Price:$29 / night
SUPERHOST
Private room in McKinley Park
10 min to downtown chicago, mccormick & chinatown
2 guests1 bedroom1 bed2 shared baths
Free parkingWifiKitchenHeating
Rating 4.68 out of 5;47 reviews
Price:$29 / night
SUPERHOST
Entire apartment in Bridgeport
2R Location! Steps from South Loop 2bed/2bath Apt.
6 guests2 bedrooms2 beds2 baths
Free parkingWifiKitchenHeating
Price:$47 / night
Private room in Little Italy/UIC
Private Rm,Queen,separate entrance,free park, apt
3 guests1 bedroom2 beds1 shared bath
Free parkingWifiKitchenHeating
Rating 4.50 out of 5;5 reviews
Price:$30 / night
Private room in Lakeview
Private room with private entrance in Boystown
2 guests1 bedroom1 bed1 shared bath
WifiKitchenHeating
Rating 4.78 out of 5;9 reviews
Price:$30 / night
SUPERHOST
Entire guesthouse in Bridgeport
Private Studio in Bridgeport, Chicago
3 guestsStudio1 bed1 bath
Free parkingWifiHeating
Rating 4.92 out of 5;186 reviews
Price:$42 / night
Shared room in North Lawndale
Cozy Cot 2720 NOT A PRIVATE ROOM
1 guest1 bedroom1 bed1 shared bath
WifiKitchenHeating
Rating 4.53 out of 5;113 reviews
Price:$14 / night
Boutique hotel in Chicago
Found Hotel Chicago River North
4 room types60 total rooms on property
WifiHeating
Rating 4.29 out of 5;119 reviews
From Price:$26 / night
SUPERHOST
Entire apartment in Near West Side
MedDistrict 3bed/2bath Entire Floor Apartment
4 guests3 bedrooms3 beds2 baths
Free parkingWifiKitchenHeating
Price:$110 / night
Entire apartment in Near North Side
Among Chicago's best known luxury high-rises
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Price:$76 / night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.