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Search results; Over 1,000 places in Chicago

Hotel in Chicago
Playful spirit and sustainable practices
1 queen bed
Apr 1 – 6
4.42 out of 5 average rating, 108 reviews
Boutique hotel in Chicago
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 Chicago
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 Chicago
Classic luxury on iconic Michigan Ave
1 king bed
Apr 1 – 6
5.0 out of 5 average rating, 3 reviews
Hotel room in Chicago
Hotel Perks - Private Bedroom | Private Bathroom
1 queen bed
Apr 1 – 6
4.48 out of 5 average rating, 3600 reviews
Hotel in Chicago
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 Chicago
Lincoln Park gem with storied jazz & rock history
1 double bed
Apr 1 – 6
4.58 out of 5 average rating, 184 reviews
Place to stay in Country Club Hills
Cozy&comfortable private room, family environment
1 double bed
Apr 1 – 6
New place to stay
Apartment in Chicago
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
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 Chicago
Fabulous Uptown Apartment - Clean & Close to Train
1 bed
Apr 7 – 12
4.85 out of 5 average rating, 97 reviews
Apartment in Chicago
Standard King Bed Hotel Room at Magnificent Mile
1 king bed
Apr 1 – 6
4.57 out of 5 average rating, 100 reviews
Superhost
Apartment in Chicago
2BR/2BA Furnished Apt in Chicago - In-unit Laundry
2 queen beds
Apr 7 – 12
4.84 out of 5 average rating, 148 reviews
Superhost
Apartment in Chicago
Complete & Comfy Studio Apartment near Boystown
1 queen bed
Apr 7 – 12
4.77 out of 5 average rating, 44 reviews
Hotel in Chicago
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
Treehouse in Schaumburg
Enchanted Garden Treehouse (Amenity*)
2 beds
Apr 7 – 12
4.93 out of 5 average rating, 710 reviews
Superhost
Apartment in Chicago
Explore Chicago from an Urban Sanctuary with Free Parking
1 bed
Apr 10 – 15
4.92 out of 5 average rating, 584 reviews