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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
10-min drive
Apr. 19 – 24
4.52 out of 5 average rating, 1679 reviews
Apartment in The Loop
Sentral Premium 2BR Apt South Loop Chicago
5-min walk
Apr. 21 – 26
4.62 out of 5 average rating, 234 reviews
Apartment in The Loop
Sonder The Plymouth | Two-Bedroom Apartment
7-min walk
Apr. 19 – 24
4.47 out of 5 average rating, 325 reviews
Hotel in River North
Playful spirit and sustainable practices
12-min drive
Apr. 19 – 24
4.5 out of 5 average rating, 160 reviews
Superhost
Apartment in The Loop
Lavish 2BR/2BA Loft I Next to Grant Park & Museums
11-min walk
Apr. 21 – 26
4.91 out of 5 average rating, 138 reviews
Guest favourite
Apartment in The Loop
The South Loop Reserve I Sleep 6 I Top Rated
11-min walk
Apr. 19 – 24
4.93 out of 5 average rating, 158 reviews
Hotel room in Near North Side
Hotel Perks - Private Bedroom | Private Bathroom
10-min drive
Apr. 19 – 24
4.48 out of 5 average rating, 3618 reviews
Apartment in The Loop
Sonder The Plymouth | Superior 3BR Apt
7-min walk
Apr. 24 – 29
4.58 out of 5 average rating, 385 reviews
Apartment in The Loop
Sentral 1BR Premium Apt in South Loop Chicago
5-min walk
Apr. 22 – 27
4.61 out of 5 average rating, 92 reviews
Boutique hotel in The Loop
Standard King Room
7-min walk
Apr. 19 – 24
4.4 out of 5 average rating, 402 reviews
Superhost
Hotel in The Loop
Sweeping skyline views from the 40th floor
9-min walk
Apr. 24 – 29
4.87 out of 5 average rating, 15 reviews
Apartment in The Loop
Kasa | 2BD Near McCormick Place | South Loop
13-min walk
Apr. 20 – 25
4.8 out of 5 average rating, 405 reviews
Guest favourite
Apartment in The Loop
Lovely 1-bedroom serviced apartment near Museums!
11-min walk
Apr. 22 – 28
4.88 out of 5 average rating, 110 reviews
Superhost
Apartment in The Loop
Dtown 3bd Penthouse| Lake Mich VIEWS (gym+rooftop)
6-min walk
Apr. 28 – May 3
4.68 out of 5 average rating, 84 reviews
Apartment in The Loop
Sentral Studio Apt in South Loop Chicago
5-min walk
Apr. 19 – 24
4.72 out of 5 average rating, 134 reviews
Apartment in The Loop
Sonder The Plymouth | Four-Bedroom Apartment
7-min walk
Apr. 19 – 24
4.45 out of 5 average rating, 227 reviews
Guest favourite
Apartment in The Loop
Dtown Penthouse 11(+Parking, Gym, Pvt Patio)
7-min walk
Apr. 21 – 26
4.95 out of 5 average rating, 39 reviews
Apartment in The Loop
Live, Downtown Chicago the luxurious way!
5-min walk
Apr. 22 – 27
5.0 out of 5 average rating, 3 reviews