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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 flat
Rating 4.89 out of 5210 reviews
LUX 1BR/1BA Top-Floor Unobstructed Downtown Views
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.84 out of 5169 reviews
Steps to Mag Mile Shops & Pool/Gym with City View by Zencity
3 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.91 out of 5220 reviews
Flat in Art Deco Private Club & Walk to Shows, Dining & L
5 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Entire flat
Rating 4.54 out of 5338 reviews
Spacious 1br by Milllennium Park
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Hotel room
Rating 4.89 out of 5163 reviews
Steps to MI Ave Shops | View, Pool, Gym | Zencity
3 guests · Studio · 1 bed · 1 bath
Wifi · 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
Entire loft
Rating 4.66 out of 573 reviews
The Stratus - Vibrant Studio in Heart of Downtown!
3 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Entire flat
Rating 4.57 out of 5122 reviews
Phenomenal 1br by Millennium Park
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 4.45 out of 576 reviews
The Nimbus - Vibrant Studio in Heart of Downtown!
3 guests · Studio · 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
Entire flat
Rating 4.83 out of 530 reviews
River North Waterside Condos Studio 8
3 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire flat
Rating 4.81 out of 559 reviews
Heart of Chicago West Loop
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire flat
Rating 4.91 out of 534 reviews
Domio | Merchandise Mart | Work Ready 1 BR + Pool and Fitness Center
4 guests · 1 bedroom · 3 beds · 1 bath
Wifi · Kitchen · Heating
Entire flat
Luxury Lakeview/Wrigleyville High Rise | Gold Star
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
Entire flat
Rating 4.76 out of 584 reviews
Luxury Chicago Theater District Aparment
5 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Private room
Rating 4.66 out of 535 reviews
Beautiful Penthouse Room// Downtown Chicago views!
2 guests · 1 bedroom · 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.