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Search results; Over 1,000 places

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Flat in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
9-min drive
28 Apr – 3 MayIndividual Host,
4.58 out of 5 average rating, 108 reviews
Superhost
Flat in The Loop
Modern 3BR Penthouse in the Loop | Roof Deck
8-min walk
21–26 AprProfessional Host,
4.66 out of 5 average rating, 179 reviews
Superhost
Flat in The Loop
Comfy 2BR-2BTH, Ideally Located!
8-min walk
21–26 AprIndividual Host,
New place to stay
Flat in Magnificent Mile
Standard Double Hotel Room at Magnificent Mile
9-min drive
28 Apr – 3 MayIndividual Host,
4.75 out of 5 average rating, 155 reviews
Superhost
Flat in The Loop
Cozy 2BR-2BA steps from 'The Bean' & Michigan Ave
8-min walk
20–25 AprIndividual Host,
4.9 out of 5 average rating, 136 reviews
Flat in Near North Side
Downtown Riverwalk Music Inspired Loft
9-min drive
21–26 Apr
4.73 out of 5 average rating, 44 reviews
Superhost
Room in River North
Artist Loft. Middle Room
9-min drive
21–26 AprProfessional Host,
4.7 out of 5 average rating, 10 reviews
Flat in Streeterville
3B Luxury Penthouse w/ Sweeping Views, Pool & Gym
10-min drive
21–26 AprProfessional Host,
New place to stay
Guest favourite
Flat in The Loop
Bright 2BR-2BA steps from The Bean & Michigan Ave
8-min walk
4–9 AugIndividual Host,
4.91 out of 5 average rating, 106 reviews
Superhost
Flat in The Loop
The Playwright's Palace
14-min walk
10–15 MayIndividual Host,
New place to stay
Superhost
Flat in The Loop
Luxury Corner 2 Bedroom in the Loop | Roof Deck
8-min walk
30 Jun – 5 JulProfessional Host,
4.77 out of 5 average rating, 201 reviews
Flat in The Loop
Sonder Jewelers Row | One-Bedroom Apartment
11-min walk
19–24 AprProfessional Host,
4.6 out of 5 average rating, 272 reviews
Guest favourite
Flat in The Loop
Homey 2BR-2BA steps from The Bean & Michigan Ave
8-min walk
20–25 MayIndividual Host,
4.95 out of 5 average rating, 142 reviews
Flat in Near North Side
Kasa | Enjoy City Views on Your Balcony | Chicago
10-min drive
21–26 AprProfessional Host,
4.84 out of 5 average rating, 415 reviews
Flat in The Loop
Sentral Premium 2BR Apt South Loop Chicago
8-min drive
21–26 AprProfessional Host,
4.62 out of 5 average rating, 234 reviews
Superhost
Flat in The Loop
Spacious & Stylish 2BR-2BA Apt Steps from The Bean
8-min walk
21–26 AprIndividual Host,
4.79 out of 5 average rating, 138 reviews
Flat in Near North Side
Kasa | 2BD, Walk to Lincoln Park Zoo | Chicago
10-min drive
8–13 MayProfessional Host,
4.83 out of 5 average rating, 954 reviews
Flat in Streeterville
Guest king Room at Aloft Chicago Mag Mile
9-min drive
19–24 AprIndividual Host,
New place to stay