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Search results; Over 1,000 places in Chicago

Apartment in Chicago
Stylish studio at uptown by Red Line (02)
1 bed
Apr 22 – 27
4.7 out of 5 average rating, 108 reviews
Guest favorite
Tiny home in Burr Ridge
Less is more! Pet friendly Tiny Home near Chicago!
2 beds
Jun 2 – 7
4.92 out of 5 average rating, 237 reviews
Apartment in Chicago
Modern studio at Uptown by Red line (02)
1 bed
Apr 22 – 27
4.8 out of 5 average rating, 103 reviews
Boutique hotel in Chicago
Luxury Stay - Claridge House, Two Queen Room
2 queen beds
Apr 22 – 27
4.47 out of 5 average rating, 281 reviews
Superhost
Apartment in Chicago
Lakeview Cozy Studio Apartment
1 king bed
Apr 28 – May 3
4.8 out of 5 average rating, 139 reviews
Guest favorite
Apartment in Chicago
Entire Apartment in Lincoln Park
1 queen bed
Apr 20 – 25
4.9 out of 5 average rating, 42 reviews
Apartment in Chicago
Guest king Room at Aloft Chicago Mag Mile
1 king bed
Apr 18 – 23
New place to stay
Superhost
Apartment in Chicago
Stunning Newly Remodeled Studio Apt in Lakeview
1 queen bed
Apr 21 – 26
4.92 out of 5 average rating, 91 reviews
Superhost
Apartment in Chicago
Dapper Uptown Studio near the Lake
1 bed
Apr 24 – 29
4.8 out of 5 average rating, 99 reviews
Superhost
Room in Chicago
Stay with Nala & OwenHosting for 6 years,
Fashionable Room w/ full bathroom - FREE PARKING!
Apr 20 – 25
4.77 out of 5 average rating, 188 reviews
Guest favorite
Room in Chicago
Stay with DianaFashion,
Private Bed and Bathroom in a Great Location
Jul 14 – 19
4.99 out of 5 average rating, 280 reviews
Superhost
Apartment in Chicago
Lovely Lake Side Apartment
Apr 21 – 26
New place to stay
Guesthouse in Chicago
Entire place near United Center with free parking!
1 queen bed
Apr 28 – May 3
4.63 out of 5 average rating, 158 reviews
Superhost
Apartment in Chicago
Great Location Studio II
1 queen bed
Apr 29 – May 4
4.81 out of 5 average rating, 481 reviews
Superhost
Apartment in Highland Park
Month-to-Month Studio Safe Secure-Sleep Sanctuary
1 queen bed
Apr 18 – 25
Superhost
Apartment in Chicago
Serene Studio Apt in Hyde Park
1 queen bed
Apr 21 – 26
New place to stay
Room in Chicago
Stay with Neyla EdeciaBusiness,
H2- A Block to Wrigley Field - UpTo3Guests
Apr 20 – 25
4.54 out of 5 average rating, 52 reviews
Superhost
Apartment in Chicago
Chic 1BR Apt w/ In-Unit Laundry
1 king bed
Apr 28 – May 3
4.7 out of 5 average rating, 20 reviews