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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

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Entire apartment
Rating 4.92 out of 5339 reviews
Modern Chicago Loft with a Complimentary Garage Spot
2 guests · Studio · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Price:$ 54 SGD / night
Private room
Rating 4.42 out of 5140 reviews
CLEAN APARTMENT IN QUIET WEST LOOP AREA & PARKING
2 guests · Studio · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Price:$ 24 SGD / night
SUPERHOST
Entire loft
Rating 4.91 out of 5365 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 4.43 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:$ 39 SGD / night
Private room
Rating 4.63 out of 5171 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 5197 reviews
Enjoy Chicago’s Nightlife from Studio Apartment
2 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$ 54 SGD / night
SUPERHOST
Private room
Rating 4.81 out of 5353 reviews
Florence Room - King Bed, Rain Shower, 3min to CTA
4 guests · 1 bedroom · 2 beds · 2.5 shared baths
Wifi · Kitchen · Heating
Price:$ 24 SGD / night
SUPERHOST
Entire condominium
Rating 4.89 out of 585 reviews
▌▌▌THREE LEVEL Skyline View Chicago Penthouse ▌▌▌
14 guests · 3 bedrooms · 4 beds · 2.5 baths
Free parking · Wifi · Kitchen · Heating
Price:$ 133 SGD / night
Private room
Rating 4.51 out of 5353 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
SUPERHOST
Entire condominium
Rating 4.99 out of 5223 reviews
Urban Comfort in the Heart of Chicago
4 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Heating
Price:$ 54 SGD / night
Entire apartment
Rating 4.97 out of 532 reviews
Sonder | Essex on the Park | Desirable 1BR + View
4 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Price:$ 136 SGD / night
SUPERHOST
Entire apartment
Rating 4.87 out of 5225 reviews
LUX 1BR/1BA Top-Floor Unobstructed Downtown Views
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Price:$ 110 SGD / night
Private room
Rating 4.46 out of 5160 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
Private room
Rating 4.53 out of 583 reviews
CLEAN LOFT 2 BEDS IN DOWNTOWN AREA + FREE PARKING
2 guests · Studio · 2 beds · 1 bath
Free parking · Wifi · Kitchen · Heating
Price:$ 24 SGD / night
Hotel room
Rating 4.68 out of 519 reviews
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
2 guests · 1 bedroom · 1 bed · 1 private bath
Wifi · Heating
Price:$ 104 SGD / night

Introducing Airbnb Adventures

Multi-day trips led by local experts – activities, meals and stays included
Entire apartment
Rating 4.74 out of 5521 reviews
Lincoln Park Studio, Great Value!
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$ 66 SGD / night
SUPERHOST
Private room
Rating 4.78 out of 5118 reviews
H4. Unbeatable location! Right next to Downtown!
3 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wifi · Kitchen · Heating
Price:$ 23 SGD / night
Hotel room
Rating 4.68 out of 5218 reviews
Hotel Perks - Private Bedroom | Private Bathroom
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$ 67 SGD / night
1 18 of 300+ places to stay
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