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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

Entire flat
Rating 4.73 out of 5295 reviews
Beautiful 3-bed Condo Near University of Chicago
8 guests · 3 bedrooms · 4 beds · 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 4.55 out of 556 reviews
Traveler's Dream - 1 bed in a shared bedroom
1 guest · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire condominium
Rating 4.91 out of 575 reviews
▌▌▌THREE LEVEL Skyline View Chicago Penthouse ▌▌▌
14 guests · 3 bedrooms · 3 beds · 2.5 baths
Free parking · Wifi · Kitchen · Heating
Entire condominium
Rating 4.54 out of 5152 reviews
Great 2-4 Beds near UofChicago Hyde Park/Woodlawn
8 guests · 2 bedrooms · 4 beds · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Private room
Rating 4.94 out of 5217 reviews
Travelers Dream! Chicago in Autumn! Near CTA/Loop
3 guests · 1 bedroom · 1 bed · 1 shared bath
Free parking · Wifi · Kitchen · Heating
Plus
Entire guesthouse
Rating 4.99 out of 5152 reviews
Unwind in the Bath at a Hip, Historic Coach House
2 guests · Studio · 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
SUPERHOST
Private room
Rating 4.83 out of 5251 reviews
Studio space w/ private bathroom near midway
4 guests · 1 bedroom · 1 bed · 1 private bath
Free parking · Wifi · Kitchen · Heating
Hotel room
Rating 4.49 out of 5249 reviews
Wrigley Hostel - 10 Bed Shared Room
1 guest · 1 bedroom · 10 beds · 11 baths
Wifi · Kitchen · Heating
SUPERHOST
Entire townhouse
Rating 4.88 out of 5240 reviews
Lake Apt. near Hyde Park &Downtown
3 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Private room
Rating 4.88 out of 5130 reviews
Private Room With Unique Charm in Wicker/Bucktown
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
Hotel room
Rating 4.92 out of 512 reviews
Hotel Perks - Private Bedroom | Private Bathroom
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Entire flat
Rating 5.0 out of 512 reviews
A Palmer Square Palace
3 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
SUPERHOST
Private room
Rating 4.87 out of 5255 reviews
Cozy apartment near Michigan lake shore
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
SUPERHOST
Entire guest suite
Rating 4.82 out of 5185 reviews
Garden suite - 10min to ORD, 20min to Chicago
6 guests · 1 bedroom · 3 beds · 1 bath
Free parking · Wifi · Kitchen · Heating
SUPERHOST
Entire guest suite
Rating 4.83 out of 5160 reviews
Clean, Comfy & Private Studio Space
6 guests · Studio · 4 beds · 1 bath
Free parking · Wifi · Kitchen · Heating
Entire flat
Rating 4.48 out of 527 reviews
Modern apt near WrigleyField and Boystown
3 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.