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Search results; Over 1,000 places in Chicago

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Shared hotel room in Near North Side
Traveler's Dream - 1 bed in a shared bedroom
Hosted by a business
19–24 Apr
4.52 out of 5 average rating, 1679 reviews
Boutique hotel in Gold Coast
Luxury Stay - Claridge House, Queen Room
Hosted by a business
28 Apr – 3 May
4.43 out of 5 average rating, 688 reviews
Hotel room in Streeterville
Female Only - 1 Bed in a Shared Bedroom
Hosted by a business
19–24 Apr
4.54 out of 5 average rating, 664 reviews
Room in Logan Square
Stay with Aaron EmisaelHosting for 7 years,
P5. Next to Downtown! Best location
19–24 Apr
4.56 out of 5 average rating, 95 reviews
Room in West Lake View
Stay with Arantza
G2 - Next to Downtown, Best Location
19–24 Apr
4.71 out of 5 average rating, 77 reviews
Boutique hotel in River North
Sonder at Found Chicago | Queen Room
Hosted by a business
21–26 Apr
4.32 out of 5 average rating, 87 reviews
Flat in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
Hosted by St. Clair Hotel Chicago
28 Apr – 3 May
4.58 out of 5 average rating, 108 reviews
Superhost
Flat in Lake View
Best Studio Apartment Near Boystown!
Hosted by Marty
21–26 Apr
4.78 out of 5 average rating, 91 reviews
Room in Near West Side
Stay with Adriana
i2-Right in front United Center&Next to Downtown
19–24 Apr
4.61 out of 5 average rating, 69 reviews
Hotel in River North
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
Hosted by a business
24–29 Apr
4.54 out of 5 average rating, 1215 reviews
Superhost
Flat in Lake View
Chic Furnished Studio w/ Laundry
Hosted by Sevyn
28 Apr – 3 May
4.79 out of 5 average rating, 108 reviews
Hotel in Lincoln Park
Lincoln Park gem with storied jazz & rock history
Hosted by Hotel Versey
19–24 Apr
4.61 out of 5 average rating, 209 reviews
Flat in Magnificent Mile
Standard Double Hotel Room at Magnificent Mile
Hosted by St. Clair Hotel Chicago
28 Apr – 3 May
4.75 out of 5 average rating, 155 reviews
Superhost
Hotel room in Wicker Park
Hotel Quality Meets Local Living Deluxe Studio 3B
Hosted by John
21–26 Apr
4.78 out of 5 average rating, 128 reviews
Superhost
Flat in Lake View
Well Lit Modern Complete 1BR Easy Walk to Shops
Hosted by a business
28 Apr – 3 May
4.81 out of 5 average rating, 165 reviews
Superhost
Flat in Logan Square
Modern 2BR Apt with Cozy Interior at Logan Square
Hosted by Julien
21–26 Apr
4.86 out of 5 average rating, 143 reviews
Superhost
Flat in Lincoln Square
Tranquil & Airy 1BR Apt in Lincoln Square
Hosted by Jamie
21–26 Apr
4.77 out of 5 average rating, 124 reviews
Superhost
Flat in Lake View
Complete & Comfy Studio Apartment near Boystown
Hosted by Jamie
28 Apr – 3 May
4.78 out of 5 average rating, 50 reviews