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Search results; Over 1,000 places in Chicago

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
Hotel in Chicago
Playful spirit and sustainable practices
1 queen bed
Apr 1 – 6
4.42 out of 5 average rating, 108 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
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
Boutique hotel in Chicago
Allerton King with City View
1 king bed
Apr 7 – 12
4.69 out of 5 average rating, 36 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
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
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
Superhost
Apartment in Chicago
Charming Uptown Studio - Clean & Close to Train!
1 single bed
Apr 7 – 12
4.8 out of 5 average rating, 101 reviews
Condo in Chicago
Cabin 304 at 747 Lofts
1 single bed
Apr 7 – 12
4.85 out of 5 average rating, 73 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
Explore Chicago from an Urban Sanctuary with Free Parking
1 bed
Apr 10 – 15
4.92 out of 5 average rating, 584 reviews
Apartment in Chicago
Kasa | Enjoy City Views on Your Balcony | Chicago
1 queen bed
Apr 1 – 6
4.84 out of 5 average rating, 383 reviews
Guest favorite
Tiny home in Burr Ridge
Less is more! Pet friendly Tiny Home near Chicago!
2 beds
Apr 7 – 12
4.92 out of 5 average rating, 226 reviews
Superhost
Apartment in Chicago
15min/Loop, PilsenTreasure, Sunny1BR Apt w/Parking
1 double bed
Apr 1 – 6
4.91 out of 5 average rating, 22 reviews
Guest favorite
Treehouse in Schaumburg
Enchanted Garden Treehouse (Amenity*)
2 beds
Apr 7 – 12
4.93 out of 5 average rating, 710 reviews
Guest favorite
Apartment in Chicago
The Grotto of Logan Square
1 king bed
Apr 1 – 6
4.9 out of 5 average rating, 367 reviews