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Search results; Over 1,000 places in Chicago

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, 688 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 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
Hotel room in Streeterville
Female Only - 1 Bed in a Shared Bedroom
1 bunk bed
Apr 19 – 24
4.54 out of 5 average rating, 664 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
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
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
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
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 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
Hotel in Lincoln Park
Lincoln Park gem with storied jazz & rock history
1 double bed
Apr 19 – 24
4.61 out of 5 average rating, 209 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
Apartment in Magnificent Mile
Standard Double Hotel Room at Magnificent Mile
2 double beds
Apr 28 – May 3
4.75 out of 5 average rating, 155 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
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
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
Superhost
Apartment in Lincoln Square
1BR Getaway Apt Vintage Modern in Lincoln Square
1 queen bed
Apr 21 – 26
4.79 out of 5 average rating, 156 reviews
Superhost
Apartment in North Center
Decorated 1BR Apt, Natural Light, Comfy King Beds
1 king bed
Apr 20 – 25
4.8 out of 5 average rating, 208 reviews