Over 1,000 places

Superhost
Apartment in The Loop
Comfy 2BR-2BTH, Ideally Located!
7 min walk
Apr 21 – 26
New place to stay
Superhost
Apartment in The Loop
Cozy 2BR-2BA steps from 'The Bean' & Michigan Ave
7 min walk
Apr 20 – 25
4.9 out of 5 average rating, 136 reviews
Apartment in The Loop
Sonder Jewelers Row | Superior 1BR Apt
8 min walk
Apr 21 – 26
4.55 out of 5 average rating, 92 reviews
Apartment in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
10 min drive
Apr 28 – May 3
4.58 out of 5 average rating, 108 reviews
Guest favorite
Apartment in The Loop
Homey 2BR-2BA steps from The Bean & Michigan Ave
7 min walk
May 20 – 25
4.95 out of 5 average rating, 142 reviews
Apartment in The Loop
Sonder Jewelers Row | Studio Apartment
8 min walk
Apr 21 – 26
4.45 out of 5 average rating, 266 reviews
Apartment in The Loop
Sonder Jewelers Row | One-Bedroom Apartment
8 min walk
Apr 25 – 30
4.6 out of 5 average rating, 272 reviews
Superhost
Apartment in The Loop
Spacious & Stylish 2BR-2BA Apt Steps from The Bean
7 min walk
Apr 21 – 26
4.79 out of 5 average rating, 138 reviews
Guest favorite
Apartment in The Loop
Bright 2BR-2BA steps from The Bean & Michigan Ave
7 min walk
Aug 4 – 9
4.91 out of 5 average rating, 107 reviews
Boutique hotel in The Loop
Charming 1 Bedroom in Downtown!
9 min walk
Apr 20 – 25
4.91 out of 5 average rating, 45 reviews
Apartment in The Loop
Sentral Premium 2BR Apt South Loop Chicago
6 min drive
Apr 21 – 26
4.62 out of 5 average rating, 234 reviews
Guest favorite
Apartment in The Loop
Loop Loft-Subway & Art Institute
11 min walk
May 23 – 28
4.93 out of 5 average rating, 15 reviews
Superhost
Apartment in The Loop
Stunning 3BR Penthouse in the Loop | Roof Deck
8 min walk
May 9 – 14
4.73 out of 5 average rating, 197 reviews
Superhost
Apartment in The Loop
FREE PARKING Large 2BR2BA by Millenium Park
7 min walk
May 5 – 10
4.89 out of 5 average rating, 181 reviews
Guest favorite
Home in Lincoln Park
Charming 3-BED in Lincoln Park/ Old Town & Parking
15 min drive
Apr 28 – May 3
5.0 out of 5 average rating, 44 reviews
Superhost
Apartment in The Loop
Lavish 2BR/2BA Loft I Next to Grant Park & Museums
8 min drive
Apr 21 – 26
4.91 out of 5 average rating, 138 reviews
Guest favorite
Home in The Loop
Architect's Family Friendly Oasis | 4bd/3ba I Luxe
7 min drive
May 10 – 15
5.0 out of 5 average rating, 50 reviews
Luxe
Apartment in The Loop
Cloud9|XL Penthouse near the Bean| The Stella
6 min walk
Apr 20 – 25