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Search results; Over 1,000 places in Chicago

Boutique hotel in Gold Coast
Luxury Stay - Claridge House, Queen Room
1 queen bed
Apr 1 – 6
4.41 out of 5 average rating, 652 reviews
Shared hotel room in Near North Side
Traveler's Dream - 1 bed in a shared bedroom
1 bunk bed
Apr 1 – 6
4.53 out of 5 average rating, 1648 reviews
Hotel room in Near North Side
Hotel Perks - Private Bedroom | Private Bathroom
1 queen bed
Apr 1 – 6
4.48 out of 5 average rating, 3600 reviews
Superhost
Apartment in Uptown
Fabulous Uptown Apartment - Clean & Close to Train
1 bed
Apr 7 – 12
4.85 out of 5 average rating, 97 reviews
Apartment in Uptown
Modern studio at Uptown by Red line (02)
1 bed
Apr 1 – 6
4.79 out of 5 average rating, 100 reviews
Hotel in River North
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
1 king bed
Apr 1 – 6
4.54 out of 5 average rating, 1174 reviews
Superhost
Apartment in Lake View
Chic Furnished Studio w/ Laundry
1 queen bed
Apr 8 – 13
4.79 out of 5 average rating, 95 reviews
Apartment in Chicago
Sonder South Wabash | Spacious 1BR w/ City View
2 beds
Apr 1 – 6
4.63 out of 5 average rating, 451 reviews
Superhost
Apartment in West Loop
2BR/2BA Furnished Apt in Chicago - In-unit Laundry
2 queen beds
Apr 7 – 12
4.84 out of 5 average rating, 148 reviews
Guest favorite
Guest suite in Lincoln Square
Private Lincoln Square one bed+bath studio apt.
1 queen bed
Apr 1 – 6
5.0 out of 5 average rating, 290 reviews
Guest favorite
Guest suite in Lake View
1 mile from Wrigley Field
2 beds
May 12 – 17
4.95 out of 5 average rating, 173 reviews
Guest favorite
Guest suite in Logan Square
Luxe, Private Suite w/Own Entrance-2023 Renovated
1 queen bed
Apr 8 – 13
4.92 out of 5 average rating, 307 reviews
Guest favorite
Apartment in Andersonville
Sunny, Cozy, Colorful Andersonville
2 queen beds
Apr 7 – 12
4.96 out of 5 average rating, 247 reviews
Guest favorite
Townhouse in Lincoln Park
Cheerful 3 story townhouse Old Town/LP
3 beds
Apr 7 – 12
4.91 out of 5 average rating, 113 reviews
Guest favorite
Apartment in West Lake View
Sun drenched 2 bedroom 1 bath with Kitchen & W/D
2 beds
Apr 7 – 12
4.92 out of 5 average rating, 92 reviews
Superhost
Apartment in Irving Park
Explore Chicago from an Urban Sanctuary with Free Parking
1 bed
Apr 10 – 15
4.92 out of 5 average rating, 584 reviews
Guest favorite
Home in Wicker Park
Division St Designer Home In Heart of Wicker Park
1 queen bed
Apr 7 – 12
4.96 out of 5 average rating, 195 reviews
Guest favorite
Home in West Loop
Cozy garden apartment historic Jackson Bvld.
1 queen bed
Apr 15 – 20
4.97 out of 5 average rating, 316 reviews