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Search results; Over 1,000 places in Uptown, Chicago

Superhost
Apartment in Edgewater
Lovely Uptown Haven
3 beds
Apr 28 – May 3
New place to stay
Superhost
Apartment in Uptown
Studio Apartment w/ In-Unit Laundry, Near Shops!
1 queen bed
Apr 28 – May 3
4.86 out of 5 average rating, 71 reviews
Apartment in Uptown
Vibrant studio at Uptown by Red Line (02)
1 bed
Apr 22 – 27
4.78 out of 5 average rating, 130 reviews
Guest favorite
Apartment in Uptown
Cozy loft in Chicago's Uptown
2 queen beds
Oct 7 – 12
4.96 out of 5 average rating, 264 reviews
Guest favorite
Condo in Uptown
Stunning, Spacious, & Sun-Soaked 1br Uptown Condo
2 beds
Apr 27 – May 2
4.92 out of 5 average rating, 110 reviews
Superhost
Apartment in Uptown
Dapper Uptown Studio near the Lake
1 bed
Apr 24 – 29
4.8 out of 5 average rating, 99 reviews
Guest favorite
Room in Uptown
Stay with Hector And MikeThe non-profit sector,
Spacious Bedroom in Modern Condo w/private bath
May 19 – 24
4.99 out of 5 average rating, 109 reviews
Apartment in Uptown
Stylish 1 bdr close Downtown|Wrigley|Andersonville
3 beds
Apr 21 – 26
4.77 out of 5 average rating, 159 reviews
Superhost
Apartment in Uptown
1BR Delightful Apt in Ravenswood | Shops & Dining
1 king bed
May 5 – 10
4.83 out of 5 average rating, 48 reviews
Guest favorite
Room in Uptown
Stay with PaulaHosting for 7 years,
Cozy private room near lake and transport.
Jul 7 – 12
4.99 out of 5 average rating, 84 reviews
Guest favorite
Apartment in Uptown
Huge Apt in Uptown/Andersonville
4 beds
Apr 25 – 30
4.95 out of 5 average rating, 197 reviews
Guest favorite
Condo in Uptown
Near Lake Michigan & Wrigley Field
2 king beds
Apr 26 – May 1
4.98 out of 5 average rating, 199 reviews
Superhost
Apartment in Uptown
Modern Uptown Apartment - Clean & Close to Train!
1 bed
Jun 3 – 8
4.86 out of 5 average rating, 110 reviews
Guest favorite
Room in Uptown
Stay with GeorgeDesigner,
Private Bedroom, full bathroom, Queen size Bed.
Apr 28 – May 3
4.84 out of 5 average rating, 100 reviews
Guest favorite
Apartment in Andersonville
Sunny, Cozy, Colorful Andersonville
2 queen beds
May 12 – 17
4.96 out of 5 average rating, 252 reviews
Guest favorite
Room in Uptown
Stay with TomassoHosting for 7 years,
UPTOWN ROW HOUSE-SPACIOUS PRIVATE SHARED ROOM(S)
Apr 21 – 26
4.96 out of 5 average rating, 138 reviews
Superhost
Apartment in Uptown
Cozy & Perfectly Located Apt
2 beds
May 4 – 9
4.75 out of 5 average rating, 44 reviews
Guest favorite
Guesthouse in Andersonville
Private, Charming, Coach House Loft in Andersonville
1 bed
Apr 28 – May 3
4.91 out of 5 average rating, 340 reviews