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300+ places to stay

SUPERHOST
Private room
Rating 4.92 out of 5197 reviews
Modern Room in the Heart of Loop
2 guests · 1 bedroom · 1 bed · 1 private bath
Wifi · Kitchen · Heating
Entire flat
Rating 5.0 out of 57 reviews
Sonder | Essex on the Park | Desirable 1BR + View
4 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Private room
Rating 4.92 out of 5134 reviews
Relaxing Room in the Heart of the Loop
2 guests · Studio · 1 bed · 0 shared baths
Wifi · Kitchen · Heating
Entire flat
Rating 5.0 out of 56 reviews
Sonder | Essex on the Park | Luxurious 1BR + View
4 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Private room
Rating 4.71 out of 582 reviews
Astonishing Downtown High Rise wit Phenomenal view
2 guests · 1 bedroom · 1 bed · 1 private bath
Kitchen · Heating
Entire flat
Rating 4.70 out of 581 reviews
Luxury Studio In Heart of Downtown!(Sleeps 3)
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Private room
Rating 4.28 out of 532 reviews
Gorgeous Penthouse Room Downtown Chicago views!!!
2 guests · 1 bedroom · 1 bed · 1 private bath
Wifi · Kitchen · Heating
Entire flat
Rating 4.60 out of 558 reviews
Sonder | Roosevelt Suites | Sunny Studio
2 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire loft
Rating 4.89 out of 575 reviews
Stylish Loft South Loop *FREE PARKING*
3 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Entire flat
Rating 4.73 out of 511 reviews
Sonder | Essex on the Park | Bright Studio
4 guests · Studio · 2 beds · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire loft
Rating 4.86 out of 592 reviews
5 min to Chicago's McCormick/Loop-Lofted Beauty!
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire flat
Rating 4.92 out of 5140 reviews
❤ Instagram worthy view! Luxury High-rise Downtown
4 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Private room
Rating 4.86 out of 5189 reviews
Chicago chinatown great location(B) (中文房东)
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
SUPERHOST
Entire loft
Rating 4.81 out of 589 reviews
5 min to Chicago's McCormick/Loop-Chic Loft!
3 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Hotel room
Rating 4.73 out of 566 reviews
McCormick + Stadium | Gym, Pool, W&D | Zencity
3 guests · 1 bedroom · 1 bed · 1.5 baths
Wifi · Kitchen · Heating

Introducing Airbnb Adventures

Multi-day trips led by local experts – activities, meals and stays included
Entire flat
Rating 5.0 out of 515 reviews
Sonder | Essex on the Park | Stunning 2BR + View
6 guests · 2 bedrooms · 3 beds · 2 baths
Wifi · Kitchen · Heating
Entire flat
Rating 4.45 out of 540 reviews
Sonder | Roosevelt Suites | Vibrant 1BR
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Entire flat
Rating 4.60 out of 5156 reviews
Blues Brothers - Express | South Loop
2 guests · Studio · 1 bed · 1 bath
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.