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Search results; Over 1,000 places

Hotel room in Near North Side
Hotel Perks - Private Bedroom | Private Bathroom
9-min drive
20–25 Apr
4.48 out of 5 average rating, 3620 reviews
Flat in The Loop
Sentral Premium 2BR Apt South Loop Chicago
6-min drive
21–26 Apr
4.62 out of 5 average rating, 234 reviews
Boutique hotel in The Loop
Charming 1 Bedroom in Downtown!
14-min walk
20–25 Apr
4.91 out of 5 average rating, 45 reviews
Flat in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
10-min drive
28 Apr – 3 May
4.58 out of 5 average rating, 108 reviews
Superhost
Flat in The Loop
Comfy 2BR-2BTH, Ideally Located!
9-min walk
21–26 Apr
New place to stay
Flat in Magnificent Mile
Standard Double Hotel Room at Magnificent Mile
10-min drive
28 Apr – 3 May
4.75 out of 5 average rating, 155 reviews
Superhost
Flat in The Loop
Lavish 2BR/2BA Loft I Next to Grant Park & Museums
8-min drive
21–26 Apr
4.91 out of 5 average rating, 138 reviews
Superhost
Flat in The Loop
Cozy 2BR-2BA steps from 'The Bean' & Michigan Ave
9-min walk
20–25 Apr
4.9 out of 5 average rating, 136 reviews
Flat in The Loop
Sonder Jewelers Row | One-Bedroom Apartment
10-min walk
25–30 Apr
4.6 out of 5 average rating, 272 reviews
Flat in Near North Side
Kasa | Premium 1BD/1BA w/ Balcony | Chicago
10-min drive
26 Apr – 1 May
4.79 out of 5 average rating, 239 reviews
Hotel in The Loop
2 Queen Bed Room in Theatre Dst
14-min walk
20–25 Apr
4.77 out of 5 average rating, 77 reviews
Flat in Near North Side
Kasa | Enjoy City Views on Your Balcony | Chicago
10-min drive
21–26 Apr
4.84 out of 5 average rating, 416 reviews
Guest favourite
Flat in The Loop
Bright 2BR-2BA steps from The Bean & Michigan Ave
9-min walk
4–9 Aug
4.91 out of 5 average rating, 107 reviews
Guest favourite
Flat in Little Italy
Newly Renovated 1BD near West Loop & Little Italy
16-min drive
21–26 Apr
5.0 out of 5 average rating, 26 reviews
Superhost
Flat in The Loop
Spacious & Stylish 2BR-2BA Apt Steps from The Bean
9-min walk
21–26 Apr
4.79 out of 5 average rating, 138 reviews
Guest favourite
Flat in The Loop
Homey 2BR-2BA steps from The Bean & Michigan Ave
9-min walk
20–25 May
4.95 out of 5 average rating, 142 reviews
Superhost
Flat in The Loop
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
12-min walk
9–14 May
4.78 out of 5 average rating, 155 reviews
Superhost
Flat in The Loop
FREE PARKING Large 2BR2BA by Millenium Park
9-min walk
5–10 May
4.89 out of 5 average rating, 181 reviews