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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
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
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, 1175 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
Apartment in Streeterville
Guest king Room at Aloft Chicago Mag Mile
1 king bed
Apr 1 – 6
New place to stay
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 Lake View
Chic Furnished Studio w/ Laundry
1 queen bed
Apr 8 – 13
4.79 out of 5 average rating, 95 reviews
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
Apartment in Uptown
Stylish studio at uptown by Red Line (02)
1 bed
Apr 1 – 6
4.7 out of 5 average rating, 106 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 Lake View
Well Lit Modern Complete 1BR Easy Walk to Shops
1 king bed
Apr 8 – 13
4.81 out of 5 average rating, 159 reviews
Apartment in West Loop
Sonder Market Hall | Studio Apartment w/ City View
1 king bed
Apr 1 – 6
4.53 out of 5 average rating, 224 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 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
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
Superhost
Apartment in Magnificent Mile
Gold Coast Pristine Paradise 3BR/2BA
2 beds
Apr 1 – 6
New place to stay
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
Apartment in The Loop
Sentral Premium 2BR Apt South Loop Chicago
2 queen beds
Apr 1 – 6
4.61 out of 5 average rating, 232 reviews