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Search results; Over 1,000 places in Chicago

Shared hotel room in Near North Side
Traveler's Dream - 1 bed in a shared bedroom
1 bunk bed
Apr 18 – 23
4.52 out of 5 average rating, 1679 reviews
Hotel in River North
Playful spirit and sustainable practices
1 queen bed
Apr 18 – 23
4.5 out of 5 average rating, 160 reviews
Superhost
Apartment in Uptown
Elegant Uptown Studio near Red Line.
1 bed
Apr 21 – 26
4.76 out of 5 average rating, 110 reviews
Hotel in River North
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
1 king bed
Apr 18 – 23
4.54 out of 5 average rating, 1214 reviews
Superhost
Apartment in Lake View
Chic Furnished Studio w/ Laundry
1 queen bed
Apr 20 – 25
4.79 out of 5 average rating, 108 reviews
Apartment in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
1 king bed
Apr 18 – 23
4.58 out of 5 average rating, 108 reviews
Hotel in Lincoln Park
Lincoln Park gem with storied jazz & rock history
1 double bed
Apr 18 – 23
4.61 out of 5 average rating, 209 reviews
Superhost
Hotel in Magnificent Mile
1920s-style martini bar fits the vibe
1 king bed
Apr 18 – 23
4.0 out of 5 average rating, 3 reviews
Hotel room in Streeterville
Female Only - 1 Bed in a Shared Bedroom
1 bunk bed
Apr 18 – 23
4.54 out of 5 average rating, 664 reviews
Superhost
Apartment in Lake View
Best Studio Apartment Near Boystown!
1 queen bed
Apr 20 – 25
4.78 out of 5 average rating, 91 reviews
Superhost
Hotel in The Loop
Sweeping skyline views from the 40th floor
1 king bed
Apr 18 – 23
4.87 out of 5 average rating, 15 reviews
Apartment in Magnificent Mile
Standard Double Hotel Room at Magnificent Mile
2 double beds
Apr 20 – 25
4.75 out of 5 average rating, 155 reviews
Superhost
Apartment in Lake View
Complete & Comfy Studio Apartment near Boystown
1 queen bed
Apr 28 – May 3
4.78 out of 5 average rating, 50 reviews
Superhost
Hotel room in Wicker Park
Hotel Quality Meets Local Living Deluxe Studio 3B
1 king bed
Apr 21 – 26
4.78 out of 5 average rating, 128 reviews
Superhost
Hotel in The Loop
A polished, modern affair on iconic Michigan Ave.
1 double bed
Apr 18 – 23
4.8 out of 5 average rating, 41 reviews
Boutique hotel in Gold Coast
Luxury Stay - Claridge House, Two Queen Room
2 queen beds
Apr 18 – 23
4.47 out of 5 average rating, 281 reviews
Apartment in Near North Side
Kasa | Enjoy City Views on Your Balcony | Chicago
1 queen bed
Apr 21 – 26
4.84 out of 5 average rating, 415 reviews
Superhost
Apartment in Lincoln Square
Tranquil & Airy 1BR Apt in Lincoln Square
1 queen bed
Apr 21 – 26
4.77 out of 5 average rating, 124 reviews