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300+ stays

Stays in Uptown, Chicago

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PLUS
Entire apartment in Uptown
Enjoy Chicago’s Nightlife from Studio Apartment
2 guestsStudio1 bed1 bath
WifiKitchenAir conditioning
Rating 4.85 out of 5;227 reviews
Price:$57 / night
PLUS
Entire apartment in Uptown
Flat in Art Deco Private Club & Walk to Shows, Dining & L
4 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.90 out of 5;253 reviews
Price:$81 / night
SUPERHOST
Entire apartment in Uptown
Lovely Andersonville Apt with Ideal Location
5 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.86 out of 5;150 reviews
Price:$65 / night
SUPERHOST
Entire apartment in Uptown
Large High-Class Apt Near Beach w/ Free Parking!
8 guests3 bedrooms3 beds2 baths
Free parkingWifiKitchenAir conditioning
Rating 5.0 out of 5;125 reviews
Price:$206 / night
PLUS
Entire guesthouse in Uptown
Bright, Charming Loft in Andersonville
2 guestsStudio1 bed1 bath
WifiKitchenAir conditioning
Rating 4.95 out of 5;164 reviews
Price:$122 / night
PLUS
Entire apartment in Uptown
Inviting Stylish Home with Covered Patio
4 guests1 bedroom2 beds1 bath
Free parkingWifiKitchenAir conditioning
Rating 4.86 out of 5;87 reviews
Price:$114 / night
SUPERHOST
Private room in Edgewater
Cozy apartment near Michigan lake shore
2 guests1 bedroom1 bed1 shared bath
WifiKitchenAir conditioning
Rating 4.87 out of 5;282 reviews
Price:$49 / night
SUPERHOST
Private room in Uptown
Beautiful Private Room Near CTA With Free Parking
3 guests1 bedroom1 bed1 shared bath
WifiKitchenAir conditioning
Rating 4.76 out of 5;220 reviews
Price:$44 / night
SUPERHOST
Entire apartment in Lakeview
Studio, Steps from Wrigley Field
2 guestsStudio1 bed1 bath
Free parkingWifiKitchenAir conditioning
Rating 4.77 out of 5;123 reviews
Price:$90 / night
Entire apartment in Uptown
Updated Vintage Apt. near Wrigley/ Uptown & Beach
4 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.74 out of 5;50 reviews
Price:$66 / night
SUPERHOST
Private room in Uptown
Uptown Gem-Private Room & Bathroom-Free Parking
2 guests1 bedroom1 bed1 private bath
Free parkingWifiKitchenAir conditioning
Rating 4.94 out of 5;197 reviews
Price:$72 / night
Entire apartment in Uptown
Stylish apt - Steps from Wrigleyfield & Boystown 🌸
3 guests1 bedroom1 bed1 bath
KitchenAir conditioning
Rating 4.51 out of 5;57 reviews
Price:$91 / night
SUPERHOST
Entire guest suite in Uptown
Cozy and Private Andersonville Retro Studio
2 guestsStudio0 beds1 bath
WifiKitchenAir conditioning
Rating 4.87 out of 5;243 reviews
Price:$79 / night
PLUS
Entire house in Uptown
Come Together in This Vibrant Restored Mansion near Wrigley
16+ guests9 bedrooms10 beds3.5 baths
Free parkingWifiKitchenAir conditioning
Rating 4.98 out of 5;82 reviews
Price:$933 / night
PLUS
Entire apartment in Uptown
Walk to Lake Michigan From a Contemporary Uptown Haven
2 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.89 out of 5;232 reviews
Price:$73 / night
PLUS
Entire apartment in Uptown
Bijou Bolt-Hole a Walk from Wrigley Field and Lake Michigan
4 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.82 out of 5;56 reviews
Price:$112 / night
Entire apartment in Uptown
Fabulous apartment with great amenities.
3 guestsStudio1 bed1 bath
WifiKitchenAir conditioning
Rating 4.91 out of 5;94 reviews
Price:$52 / night
SUPERHOST
Entire apartment in Uptown
Chic & Cozy Micro Studio - Near Concert/Wrigley
3 guestsStudio2 beds1 bath
KitchenAir conditioning
Rating 4.85 out of 5;79 reviews
Price:$95 / night
SUPERHOST
Private room in Uptown
Privacy in safe, high-tech smarthouse - New bed!
2 guests1 bedroom1 bed1.5 shared baths
WifiKitchenAir conditioning
Rating 4.94 out of 5;201 reviews
Price:$54 / night
SUPERHOST
Entire apartment in Uptown
Designer 2BR in Converted Uptown Firehouse
4 guests2 bedrooms2 beds2 baths
Free parkingWifiKitchenAir conditioning
Rating 4.96 out of 5;120 reviews
Price:$131 / night
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