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Enter dates and number of guests to see the total price per night. Tourism taxes may be added.

300+ places to stay

SUPERHOST
Entire loft
Rating 4.92 out of 5;380 reviews
Industrial Style Chicago Loft with FREE parking
2 guests1 bedroom1 bed1 bath
Free parkingWifiKitchenHeating
Plus
Entire apartment
Rating 4.92 out of 5;350 reviews
Modern Chicago Loft with a Complimentary Garage Spot
2 guestsStudio1 bed1 bath
Free parkingWifiKitchenHeating
Plus
Entire apartment
Rating 4.85 out of 5;205 reviews
Enjoy Chicago’s Nightlife from Studio Apartment
2 guestsStudio1 bed1 bath
WifiKitchenHeating
SUPERHOST
Private room
Rating 4.81 out of 5;365 reviews
Florence Room - King Bed, Rain Shower, 3min to CTA
4 guests1 bedroom2 beds2.5 shared baths
WifiKitchenHeating
SUPERHOST
Entire condominium
Rating 4.99 out of 5;239 reviews
Urban Comfort in the Heart of Chicago
3 guests1 bedroom2 beds1 bath
WifiHeating
SUPERHOST
Entire apartment
Rating 4.93 out of 5;401 reviews
Hip Chicago Apartment - FREE Parking Spot Included
4 guests2 bedrooms2 beds1 bath
Free parkingWifiKitchenHeating
SUPERHOST
Entire apartment
Rating 4.87 out of 5;239 reviews
LUX 1BR/1BA Top-Floor Unobstructed Downtown Views
3 guests1 bedroom2 beds1 bath
WifiKitchenHeating
SUPERHOST
Entire apartment
Rating 4.97 out of 5;150 reviews
Sunny 1 BDR w/plants - Foodie Paradise - Logan Sq
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Plus
Entire apartment
Rating 4.92 out of 5;203 reviews
Walk to Lake Michigan From a Contemporary Uptown Haven
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
SUPERHOST
Private room
Rating 4.87 out of 5;91 reviews
Room for solo traveler near midway airport.
1 guest1 bedroom1 bed1 shared bath
Free parkingWifiKitchenHeating
SUPERHOST
Private room
Rating 4.84 out of 5;342 reviews
Egyptian Room - King Bed, 1 Block from CTA Train
2 guests1 bedroom1 bed2.5 shared baths
WifiKitchenHeating
SUPERHOST
Entire condominium
Rating 4.86 out of 5;149 reviews
Best cozy River West Chicago apartment
2 guestsStudio1 bed1 bath
WifiKitchenHeating
Plus
Entire loft
Rating 4.91 out of 5;180 reviews
Urban Chic Loft in Hip Ukrainian Village with Garage
6 guests1 bedroom1 bed1.5 baths
WifiKitchenHeating
SUPERHOST
Private room
Rating 4.92 out of 5;147 reviews
Spacious Serene En Suite, Incredible Loop Location
2 guests1 bedroom1 bed1 private bath
WifiKitchenHeating
SUPERHOST
Private room
Rating 4.76 out of 5;126 reviews
H4. Unbeatable location! Right next to Downtown!
3 guests1 bedroom1 bed1.5 shared baths
WifiKitchenHeating

Introducing Airbnb Adventures

Multi-day trips led by local experts—activities, meals, and stays included.
SUPERHOST
Entire apartment
Rating 4.89 out of 5;529 reviews
Basement Studio w/Free St. Parking, Humboldt Park
2 guestsStudio2 beds1 bath
WifiKitchenHeating
SUPERHOST
Private room
Rating 4.84 out of 5;265 reviews
Studio space w/ private bathroom near midway
4 guests1 bedroom1 bed1 private bath
Free parkingWifiKitchenHeating
SUPERHOST
Entire apartment
Rating 4.83 out of 5;41 reviews
Cozy place close to downtown Chicago!
4 guests2 bedrooms2 beds1 bath
Free parkingWifiKitchenHeating
118 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.