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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 apartment
Hip Chicago Apartment - FREE Parking Spot Included
4 guests2 bedrooms2 beds1 bath
Free parkingWifiKitchenHeating
Price:$40 / night
Entire apartment
Sonder | Essex on the Park | Desirable 1BR + View
4 guests1 bedroom2 beds1 bath
WifiKitchenHeating
Price:$102 / night
Plus
Entire apartment
Arrive in a Beautiful Loft Style Apartment
8 guests2 bedrooms2 beds2 baths
WifiKitchenHeating
Includes cancellation flexibility
Price:$72 / night
SUPERHOST
Entire condominium
Cozy Apartment with Free Parking
5 guests3 bedrooms3 beds1 bath
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$43 / night
Plus
Entire condominium
Uptown/Andersonville Quiet, Charming Condo
4 guests2 bedrooms2 beds2 baths
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$55 / night
Entire townhouse
Wicker Shops, Eats | Spacious + Roofdeck | Zencity
6 guests2 bedrooms2 beds3 baths
WifiKitchenHeating
Includes cancellation flexibility
Price:$37 / night
Entire apartment
Lofted 2nd Floor Apartment with Spiral Staircase
5 guests2 bedrooms4 beds1 bath
WifiKitchenHeating
Price:$65 / night
Plus
Entire apartment
Archways Apartment Across from Lincoln Park Zoo
5 guests2 bedrooms2 beds2 baths
WifiKitchenHeating
Includes cancellation flexibility
Price:$72 / night
Entire apartment
Amazing 2BR-2BA in the heart of Downtown Chicago
10 guests2 bedrooms5 beds2 baths
WifiKitchenHeating
Price:$50 / night
Entire guesthouse
Wicker Shops, Eats, Bars | Outdoor Patio | Zencity
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$21 / night
SUPERHOST
Entire apartment
Unwind in a Charming Apartment with Skylights
6 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$84 / night
Entire apartment
⭐️ Charming Two Bedroom Apartment near Downtown ⭐️
5 guests2 bedrooms2 beds1 bath
Free parkingWifiKitchenHeating
Price:$70 / night
Entire condominium
Great 2-4 Beds near UofChicago Hyde Park/Woodlawn
8 guests2 bedrooms4 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$69 / night
SUPERHOST
Entire loft
Luxury Chicago Loft, 1 blk to train w/ 2 pkg spots
4 guests2 bedrooms2 beds2 baths
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$89 / night
Private room
Got Cabin Fever or Need Temporary Accommodations?
8 guests2 bedrooms5 beds1 private bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$35 / night
SUPERHOST
Entire condominium
▌▌▌THREE LEVEL Skyline View Chicago Penthouse ▌▌▌
14 guests3 bedrooms4 beds2.5 baths
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$147 / night
Entire apartment
❤️ $1900 APRIL SPECIALS! Huge Apt for Big Groups
8 guests2 bedrooms4 beds2 baths
Free parkingWifiKitchenHeating
Price:$47 / night
SUPERHOST
Entire apartment
Clean & Bright Chicago Condo - FREE Parking Spot
4 guests2 bedrooms2 beds1 bath
Free parkingWifiKitchenHeating
Price:$50 / night
SUPERHOST
Entire apartment
Premier Boystown Wrigleyville Lakeview Flat, 2A
4 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
Price:$83 / night
Entire apartment
Cozy 2BR-2BA a block away from Millenium Park
8 guests2 bedrooms4 beds2 baths
WifiKitchenHeating
Price:$50 / night
1 20 of 300+ places to stay
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