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

Private room
Rating 4.36 out of 5335 reviews
FANTASTIC LOCATION WITH PARKING, 5 MIN TO DOWNTOWN
2 guests · Studio · 1 bed · 1.5 baths
Free parking · Wifi · Kitchen · Heating
Price:$ 37 SGD / night
SUPERHOST
Entire loft
Rating 4.92 out of 5363 reviews
Industrial Style Chicago Loft with FREE parking
2 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Price:$ 67 SGD / night
Private room
Rating 4.33 out of 5344 reviews
PRIVATE COZY FLOOR 5MIN TO DOWNTOWN + FREE PARKING
2 guests · Studio · 1 bed · 2 baths
Free parking · Wifi · Kitchen · Heating
Price:$ 37 SGD / night
SUPERHOST
Entire apartment
Rating 4.87 out of 5224 reviews
LUX 1BR/1BA Top-Floor Unobstructed Downtown Views
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Price:$ 78 SGD / night
Plus
Entire apartment
Rating 4.92 out of 5333 reviews
Modern Chicago Loft with a Complimentary Garage Spot
2 guests · Studio · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Price:$ 67 SGD / night
Private room
Rating 4.62 out of 5167 reviews
LARGE MASTER SUITE, PRIVATE BATHROOM, FREE PARKING
3 guests · Studio · 2 beds · 3 baths
Free parking · Wifi · Kitchen · Heating
Price:$ 50 SGD / night
Plus
Entire apartment
Rating 4.86 out of 5192 reviews
Enjoy Chicago’s Nightlife from Studio Apartment
2 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$ 54 SGD / night
SUPERHOST
Entire apartment
Rating 4.97 out of 5145 reviews
Foodie Paradise - Logan Sq - Sunny 1 BDR w/plants
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$ 47 SGD / night
SUPERHOST
Entire condominium
Rating 4.89 out of 583 reviews
▌▌▌THREE LEVEL Skyline View Chicago Penthouse ▌▌▌
14 guests · 3 bedrooms · 4 beds · 2.5 baths
Free parking · Wifi · Kitchen · Heating
Price:$ 93 SGD / night
Private room
Rating 4.51 out of 5350 reviews
PERFECT APARTMENT WITH PARKING IN QUIET UIC AREA
3 guests · Studio · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Price:$ 39 SGD / night
Entire apartment
Rating 4.96 out of 527 reviews
Sonder | Essex on the Park | Desirable 1BR + View
4 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Price:$ 136 SGD / night
Private room
Rating 4.42 out of 5335 reviews
SUNNY PLACE IN CENTRAL LOCATION WITH FREE PARKING!
2 guests · Studio · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Price:$ 50 SGD / night
Private room
Rating 4.44 out of 5158 reviews
BEAUTIFUL APARTMENT 5 MIN TO DOWNTOWN & UIC
2 guests · 1 bedroom · 1 bed · 2 baths
Free parking · Wifi · Kitchen · Heating
Price:$ 53 SGD / night
Hotel room
Rating 4.69 out of 513 reviews
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
2 guests · 1 bedroom · 1 bed · 1 private bath
Wifi · Heating
Price:$ 104 SGD / night
Plus
Entire apartment
Rating 4.92 out of 5191 reviews
Walk to Lake Michigan From a Contemporary Uptown Haven
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$ 54 SGD / night

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SUPERHOST
Entire condominium
Rating 4.99 out of 5214 reviews
Urban Comfort in the Heart of Chicago
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Heating
Price:$ 65 SGD / night
Hotel room
Rating 4.67 out of 5181 reviews
Hotel Perks - Private Bedroom | Private Bathroom
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$ 69 SGD / night
Entire apartment
Rating 4.74 out of 5519 reviews
Lincoln Park Studio, Great Value!
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$ 66 SGD / night
1 – 18 of 300+ Rentals
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