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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 19 – 24
4.52 out of 5 average rating, 1682 reviews
Superhost
Apartment in Lake View
Chic Furnished Studio w/ Laundry
1 queen bed
Apr 28 – May 3
4.79 out of 5 average rating, 108 reviews
Superhost
Hotel in Magnificent Mile
Classic luxury on iconic Michigan Ave
1 king bed
Apr 27 – May 2
4.62 out of 5 average rating, 29 reviews
Superhost
Apartment in Lake View
Best Studio Apartment Near Boystown!
1 queen bed
Apr 21 – 26
4.78 out of 5 average rating, 91 reviews
Boutique hotel in River North
Sonder at Found Chicago | Queen Room
1 queen bed
Apr 21 – 26
4.32 out of 5 average rating, 87 reviews
Hotel room in Near North Side
Hotel Perks - Private Bedroom | Private Bathroom
1 queen bed
Apr 19 – 24
4.48 out of 5 average rating, 3618 reviews
Apartment in Edgewater
Vibrant studio in Edgewater by the red L& Loyola
1 queen bed
Apr 21 – 26
4.7 out of 5 average rating, 94 reviews
Boutique hotel in Gold Coast
Luxury Stay - Claridge House, Queen Room
1 queen bed
Apr 28 – May 3
4.43 out of 5 average rating, 689 reviews
Superhost
Apartment in Lake View
Well Lit Modern Complete 1BR Easy Walk to Shops
1 king bed
Apr 28 – May 3
4.81 out of 5 average rating, 165 reviews
Hotel in River North
Playful spirit and sustainable practices
1 queen bed
Apr 19 – 24
4.5 out of 5 average rating, 160 reviews
Hotel in River North
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
1 king bed
Apr 24 – 29
4.54 out of 5 average rating, 1215 reviews
Apartment in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
1 king bed
Apr 28 – May 3
4.58 out of 5 average rating, 108 reviews
Superhost
Apartment in Edgewater
Lovely Uptown Haven
3 beds
Apr 28 – May 3
New place to stay
Superhost
Apartment in Irving Park
Explore Chicago from an Urban Sanctuary with Free Parking
1 bed
May 5 – 10
4.92 out of 5 average rating, 590 reviews
Superhost
Apartment in West Loop
Adorable 1BR Apartment w/ In-unit Laundry
1 queen bed
Apr 28 – May 3
4.94 out of 5 average rating, 81 reviews
Superhost
Apartment in Logan Square
Modern 2BR Apt with Cozy Interior at Logan Square
2 queen beds
Apr 21 – 26
4.86 out of 5 average rating, 143 reviews
Guest favorite
Apartment in Wrigleyville
A Novel Situation at Wrigley
1 king bed
Apr 22 – 27
4.9 out of 5 average rating, 165 reviews
Superhost
Guesthouse in West Town
Cortez House - 2BR - Free Parking - Great Beds
2 beds
Apr 21 – 28
4.9 out of 5 average rating, 145 reviews