Skip to content
Show Map
Enter dates and number of guests to see the total price per night.
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 loft
Rating 4.92 out of 5339 reviews
Industrial Style Chicago Loft with FREE parking
2 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
SUPERHOST
Private room
Rating 4.92 out of 5543 reviews
Shared Artist Loft Own Private Room
3 guests · 1 bedroom · 2 beds · 1 private bath
Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.92 out of 5310 reviews
Modern Chicago Loft with a Complimentary Garage Spot
2 guests · Studio · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
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
Private room
Rating 4.34 out of 5327 reviews
PRIVATE FLOOR IN DOWNTOWN WITH FREE PARKING
2 guests · Studio · 1 bed · 1 private bath
Free parking · 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
Private room
Rating 4.43 out of 5320 reviews
SUNNY ROOM IN CENTRAL LOCATION WITH FREE PARKING!
2 guests · Studio · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Entire flat
Rating 4.69 out of 5600 reviews
Spacious Studio, Amazing Location!
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Private room
Rating 4.36 out of 5320 reviews
FANTASTIC LOCATION, FREE PARKING, 5 MN TO DOWNTOWN
2 guests · Studio · 1 bed · 1.5 baths
Free parking · Wifi · Kitchen · Heating
Hotel room
Rating 4.65 out of 5278 reviews
Traveler's Dream - 1 bed in a shared bedroom
1 guest · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.89 out of 5171 reviews
Enjoy Chicago’s Nightlife from Studio Apartment
2 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
Private room
Rating 4.64 out of 5146 reviews
LARGE MASTER SUITE, PRIVATE BATHROOM, FREE PARKING
3 guests · Studio · 1 bed · 1 private bath
Free parking · Wifi · Kitchen · Heating
SUPERHOST
Entire guest suite
Rating 4.90 out of 5369 reviews
Vintage Storefront on 18th Street
4 guests · 1 bedroom · 1 bed · 1.5 baths
Wifi · Heating
SUPERHOST
Private room
Rating 4.92 out of 5397 reviews
SHARED Artist Loft . Very Unique
3 guests · 2 bedrooms · 1 bed · 1 private bath
Wifi · Kitchen · Heating

Introducing Airbnb Adventures

Multi-day trips led by local experts – activities, meals and stays included
SUPERHOST
Entire flat
Rating 4.89 out of 5513 reviews
Basement Studio w/Free St. Parking, Humboldt Park
2 guests · Studio · 2 beds · 1 bath
Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.92 out of 5228 reviews
Cozy and Stylish Studio with Free Parking in Irving Park
2 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Wifi · Kitchen · Heating
Private room
Rating 4.50 out of 5338 reviews
CENTRAL LOCATION & SPACIOUS PLACE + FREE PARKING!
2 guests · Studio · 1 bed · 1 bath
Free parking · 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.