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300+ stays

Stays in Chicago

SUPERHOST
Private room in Austin
Little Farm in the City Back Bedroom
1 guest1 bedroom1 bed1.5 shared baths
Free parkingWifiKitchenHeating
Price:$30 / night
PLUS
Entire apartment in Irving Park
Modern Chicago Loft with a Complimentary Garage Spot
2 guestsStudio1 bed1 bath
Free parkingWifiKitchenHeating
Price:$61 / night
Private room in South Loop/Printers Row
Spectacular Downtown High Rise Extraordinary view
2 guests1 bedroom1 bed1 private bath
KitchenHeating
Price:$55 / night
SUPERHOST
Private room in Pilsen
The Flower Power Room
2 guests1 bedroom1 bed1 shared bath
WifiKitchenHeating
Price:$25 / night
Private room in Little Italy/UIC
Beautiful Private Room with Free Parking
2 guests1 bedroom1 bed1 shared bath
Free parkingWifiKitchenHeating
Price:$35 / night
Private room in Little Italy/UIC
Beautiful Private Room 5 min to downtown Chicago
2 guests1 bedroom1 bed1.5 shared baths
Free parkingWifiKitchenHeating
Price:$40 / night
PLUS
Entire apartment in Irving Park
Explore Chicago from an Urban Sanctuary with Free Parking
2 guestsStudio1 bed1 bath
Free parkingWifiKitchenHeating
Price:$56 / night
Entire condominium in Irving Park
Charming one bedroom condo
4 guests1 bedroom2 beds1 bath
WifiKitchenHeating
Price:$50 / night
SUPERHOST
Private room in West Lawn
Room for solo traveler near midway airport suite B
1 guest1 bedroom1 bed1 shared bath
Free parkingWifiKitchenHeating
Price:$24 / night
Private room in Woodlawn
Hidden Gem w/private Bath. Walk to Univ/hospital
4 guests1 bedroom1 bed1 private bath
WifiKitchenHeating
Price:$40 / night
Private room in Humboldt Park
Quiet neighborhood bed to start off your day
1 guest1 bedroom1 bed1 shared bath
Free parkingWifiKitchenHeating
Price:$23 / night
SUPERHOST
Private room in Boystown
Large private room w/ shared bathroom in Boystown!
3 guests1 bedroom2 beds1 shared bath
WifiKitchenHeating
Price:$17 / night
Entire condominium in Old Town
Unique 1br/1b in Old Town neighborhood
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Price:$60 / night
Private room in Near West Side
RmWA: 3 LOCATIONS!$500-1650 MNTH•LUX•STUDENTS•1000
2 guests1 bedroom1 bed1 shared bath
Free parkingWifiKitchenHeating
Price:$34 / night
Entire house in Little Italy/UIC
Bright Apartment with Large Balcony & Free Parking
7 guests3 bedrooms4 beds1 bath
Free parkingWifiKitchenHeating
Price:$65 / night
SUPERHOST
Entire apartment in Logan Square
Clean & Bright Chicago Condo - FREE Parking Spot
4 guests2 bedrooms2 beds1 bath
Free parkingWifiKitchenHeating
Price:$56 / night
Entire apartment in South Loop/Printers Row
Chicago dream apartment with amazing view.
3 guestsStudio1 bed1 bath
WifiKitchenHeating
Price:$91 / night
Private room in Austin
Garden Quarters
1 guest1 bedroom1 bed3 shared baths
Free parkingWifiKitchenHeating
Price:$31 / night
SUPERHOST
Private room in Humboldt Park
Private Room/Bath Wicker Park, Free Street Parking
2 guests1 bedroom2 beds1 private bath
Free parkingWifiKitchenHeating
Price:$40 / night
SUPERHOST
Private room in Edgewater
Casa de Sueño/Private Bathroom/Near Train/Loyola
2 guests1 bedroom2 beds1 private bath
Free parkingWifiKitchenHeating
Price:$37 / night
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41 60 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.