Skip to content
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 guest suite
Rating 4.90 out of 5382 reviews
Vintage Storefront on 18th Street
4 guests · 1 bedroom · 1 bed · 1.5 baths
Wi-Fi · Heating
Price:$79 NZD / night
Entire apartment
Rating 4.75 out of 528 reviews
Norridge, Chicago apartment
3 guests · 1 bedroom · 1 bed · 1 bath
Wi-Fi · Kitchen · Heating
Price:$50 NZD / night
Private room
Rating 4.80 out of 5221 reviews
Loft Style Private Apt (1 Room- 420 Friendly)
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wi-Fi · Kitchen · Heating
Price:$43 NZD / night
SUPERHOST
Private room
Rating 4.92 out of 5403 reviews
SHARED Artist Loft . Very Unique
3 guests · 2 bedrooms · 1 bed · 1 private bath
Wi-Fi · Kitchen · Heating
Price:$92 NZD / night
Private room
Rating 4.68 out of 580 reviews
Spacious 1 BR close by Chicago downtown
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wi-Fi · Kitchen · Heating
Price:$53 NZD / night
Private room
Rating 4.71 out of 517 reviews
Forest Park Bungalow
2 guests · 1 bedroom · 2 beds · 1 shared bath
Free parking · Wi-Fi · Kitchen · Heating
Price:$26 NZD / night
SUPERHOST
Private room
Rating 4.92 out of 5555 reviews
Shared Artist Loft Own Private Room
3 guests · 1 bedroom · 2 beds · 1 private bath
Wi-Fi · Kitchen · Heating
Price:$122 NZD / night
SUPERHOST
Private room
Rating 4.78 out of 5143 reviews
Restoring Chicago Speakeasy from 1920's Room 1A
2 guests · 1 bedroom · 2 beds · 2 baths
Wi-Fi · Kitchen · Heating
Price:$107 NZD / night
SUPERHOST
Private room
Rating 4.57 out of 5213 reviews
Renovated Bedroom near Dining, Shopping, Nightlife
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wi-Fi · Kitchen · Heating
Price:$40 NZD / night
SUPERHOST
Entire condominium
Rating 4.90 out of 578 reviews
▌▌▌THREE LEVEL Skyline View Chicago Penthouse ▌▌▌
14 guests · 3 bedrooms · 3 beds · 2.5 baths
Free parking · Wi-Fi · Kitchen · Heating
Price:$105 NZD / night
SUPERHOST
Private room
Rating 4.91 out of 5166 reviews
Cozy private room on Chicago's west side
2 guests · 1 bedroom · 0 beds · 1 shared bath
Wi-Fi · Kitchen · Heating
Price:$69 NZD / night
SUPERHOST
Entire guest suite
Rating 4.82 out of 5170 reviews
Clean, Comfy & Private Studio Space
6 guests · Studio · 4 beds · 1 bath
Free parking · Wi-Fi · Kitchen · Heating
Price:$81 NZD / night
Room in boutique hotel
Rating 4.91 out of 511 reviews
Warwick Allerton Queen
2 guests · 1 bedroom · 1 bed · 1 private bath
Wi-Fi · Heating
Price:$107 NZD / night
Private room
Rating 4.40 out of 5180 reviews
A modern space blocks from public transportation
3 guests · 1 bedroom · 1 bed · 1 private bath
Free parking · Wi-Fi · Kitchen · Heating
Price:$37 NZD / night
SUPERHOST
Entire apartment
Rating 4.77 out of 5293 reviews
Sunny & Updated Vintage 2BR/1BA!
7 guests · 2 bedrooms · 3 beds · 1 bath
Wi-Fi · Kitchen · Heating
Price:$76 NZD / night
Entire apartment
Rating 4.29 out of 5292 reviews
South Loop 2 bedroom, bathroom, free parking, WiFi
12 guests · 2 bedrooms · 2 beds · 1 bath
Wi-Fi · Kitchen · Heating
Price:$75 NZD / night
Entire apartment
Rating 4.16 out of 5375 reviews
South loop 1 bdrm apt parking&WiFi
5 guests · 1 bedroom · 2 beds · 1 bath
Wi-Fi · Kitchen · Heating
Price:$60 NZD / night
SUPERHOST
Private room
Rating 4.83 out of 594 reviews
Comfy Bedroom near Dining, Shopping and Nightlife
4 guests · 1 bedroom · 1 bed · 1 shared bath
Wi-Fi · Kitchen · Heating
Price:$40 NZD / night
118 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.