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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 in River North
Playful spirit and sustainable practices
1 queen bed
Apr 1 – 6
4.42 out of 5 average rating, 108 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 in Magnificent Mile
Classic luxury on iconic Michigan Ave
1 king bed
Apr 1 – 6
5.0 out of 5 average rating, 3 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, 1174 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 Uptown
Modern studio at Uptown by Red line (02)
1 bed
Apr 1 – 6
4.79 out of 5 average rating, 100 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 Uptown
Fabulous Uptown Apartment - Clean & Close to Train
1 bed
Apr 7 – 12
4.85 out of 5 average rating, 97 reviews
Apartment in Streeterville
Guest king Room at Aloft Chicago Mag Mile
1 king bed
Apr 1 – 6
New place to stay
Apartment in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
1 king bed
Apr 1 – 6
4.57 out of 5 average rating, 100 reviews
Boutique hotel in Magnificent Mile
Warwick Allerton Queen
1 queen bed
Apr 7 – 12
4.72 out of 5 average rating, 61 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
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
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
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