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Search results; Over 1,000 places in Chicago

Hotel in River North
Playful spirit and sustainable practices
1 queen bed
Apr 1 – 6
4.42 out of 5 average rating, 108 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
Apartment in Streeterville
Guest king Room at Aloft Chicago Mag Mile
1 king bed
Apr 1 – 6
New place to stay
Boutique hotel in Magnificent Mile
Allerton King with City View
1 king bed
Apr 7 – 12
4.69 out of 5 average rating, 36 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
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
Guest suite in Lake View
1 mile from Wrigley Field
2 beds
May 12 – 17
4.95 out of 5 average rating, 173 reviews
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
Superhost
Hotel in Lincoln Park
Lincoln Park gem with storied jazz & rock history
1 double bed
Apr 1 – 6
4.58 out of 5 average rating, 184 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
Hotel in The Loop
A polished, modern affair on iconic Michigan Ave.
1 double bed
Apr 1 – 6
4.81 out of 5 average rating, 36 reviews
Superhost
Apartment in Pilsen Historic District
15min/Loop, PilsenTreasure, Sunny1BR Apt w/Parking
1 double bed
Apr 1 – 6
4.91 out of 5 average rating, 22 reviews
Guest favorite
Guest suite in Logan Square
Stylish Studio in Historic Logan Square
1 queen bed
Apr 28 – May 3
4.97 out of 5 average rating, 232 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
Apartment in Near North Side
Kasa | Enjoy City Views on Your Balcony | Chicago
1 queen bed
Apr 1 – 6
4.84 out of 5 average rating, 384 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
Guest favorite
Guest suite in West Town
Augusta's Garden | Noble Square | Wicker Park
Apr 1 – 6
4.96 out of 5 average rating, 304 reviews
Guest favorite
Loft in Lake View
Lakeview Loft-Vintage Chicago, Modern Amenities
2 beds
Apr 28 – May 3
4.96 out of 5 average rating, 409 reviews