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Over 370,000 guest reviews for places to stay in Chicago, with an average of 4.8 out of 5 stars.

300+ places to stay

SUPERHOST
Entire loft
Rating 4.91 out of 5348 reviews
Industrial Style Chicago Loft with FREE parking
2 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.92 out of 5320 reviews
Modern Chicago Loft with a Complimentary Garage Spot
2 guests · Studio · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
SUPERHOST
Entire flat
Rating 4.88 out of 5214 reviews
LUX 1BR/1BA Top-Floor Unobstructed Downtown Views
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.86 out of 5183 reviews
Enjoy Chicago’s Nightlife from Studio Apartment
2 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire condominium
Rating 4.99 out of 5203 reviews
Urban Comfort in the Heart of Chicago
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Heating
SUPERHOST
Entire guest suite
Rating 4.90 out of 5382 reviews
Vintage Storefront on 18th Street
4 guests · 1 bedroom · 1 bed · 1.5 baths
Wifi · Heating
SUPERHOST
Entire flat
Rating 4.96 out of 5141 reviews
Foodie Paradise in Logan Square area - Sunny 1 BDR
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Entire flat
Rating 4.74 out of 5512 reviews
Lincoln Park Studio, Great Value!
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.81 out of 5175 reviews
Steps to Mag Mile Shops & Pool/Gym with City View by Zencity
3 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire flat
Rating 4.93 out of 5374 reviews
Hip Chicago Apartment - FREE Parking Spot Included
4 guests · 2 bedrooms · 2 beds · 1 bath
Free parking · Wifi · Kitchen · Heating
Entire flat
Rating 4.69 out of 5604 reviews
Spacious Studio, Amazing Location!
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Entire flat
Rating 4.54 out of 5209 reviews
Beautiful Studio in the Loop. Amazing Location!
2 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
Entire flat
Rating 5.0 out of 515 reviews
Sonder | Essex on the Park | Desirable 1BR + View
4 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire condominium
Rating 4.90 out of 579 reviews
▌▌▌THREE LEVEL Skyline View Chicago Penthouse ▌▌▌
14 guests · 3 bedrooms · 3 beds · 2.5 baths
Free parking · Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.92 out of 5181 reviews
Walk to Lake Michigan From a Contemporary Uptown Haven
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Entire flat
Rating 4.79 out of 5252 reviews
Lofted 2nd Floor Apartment with Spiral Staircase
5 guests · 2 bedrooms · 4 beds · 1 bath
Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.93 out of 5166 reviews
Explore Chicago from an Urban Sanctuary with Free Parking
2 guests · Studio · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.92 out of 5236 reviews
Cozy and Stylish Studio with Free Parking in Irving Park
2 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
1 18 of 300+ Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.