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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
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
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 Streeterville
Guest king Room at Aloft Chicago Mag Mile
1 king bed
Apr 1 – 6
New place to stay
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
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
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
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
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
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
Apartment in The Loop
Sentral 1BR Premium Apt in South Loop Chicago
1 bed
Apr 1 – 6
4.6 out of 5 average rating, 87 reviews