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Search results; Over 1,000 places

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Hotel in River North
Playful spirit and sustainable practices
11 min drive
Apr 1 – 6Hosted by Hotel Felix,
4.42 out of 5 average rating, 108 reviews
Hotel room in Near North Side
Hotel Perks - Private Bedroom | Private Bathroom
9 min drive
Apr 1 – 6Hosted by a business,
4.48 out of 5 average rating, 3600 reviews
Guest favorite
Apartment in The Loop
Loop Loft-Subway & Art Institute
11 min walk
Apr 6 – 11Hosted by a business,
4.92 out of 5 average rating, 13 reviews
Apartment in The Loop
Sonder Jewelers Row | One-Bedroom Apartment
8 min walk
Apr 1 – 6Hosted by a business,
4.6 out of 5 average rating, 271 reviews
Apartment in Streeterville
Guest king Room at Aloft Chicago Mag Mile
11 min drive
Apr 1 – 6Hosted by Aloft Chicago Mag Mile,
New place to stay
Guest favorite
Apartment in The Loop
Bright 2BR-2BA steps from The Bean & Michigan Ave
7 min walk
Apr 20 – 25Hosted by Natasha,
4.9 out of 5 average rating, 100 reviews
Boutique hotel in Magnificent Mile
Allerton King with City View
10 min drive
Apr 7 – 12Hosted by a business,
4.69 out of 5 average rating, 36 reviews
Apartment in The Loop
Sonder Jewelers Row | Studio Apartment
8 min walk
Apr 1 – 6Hosted by a business,
4.44 out of 5 average rating, 261 reviews
Guest favorite
Apartment in The Loop
Homey 2BR-2BA steps from The Bean & Michigan Ave
7 min walk
Apr 28 – May 3Hosted by Natasha,
4.95 out of 5 average rating, 137 reviews
Hotel in The Loop
A polished, modern affair on iconic Michigan Ave.
6 min drive
Apr 1 – 6Hosted by Le Méridien Essex Chicago,
4.81 out of 5 average rating, 36 reviews
Apartment in The Loop
Sonder Jewelers Row | Superior 1BR Apt
8 min walk
Apr 1 – 6Hosted by a business,
4.56 out of 5 average rating, 91 reviews
Superhost
Boutique hotel in The Loop
King Bedroom in Downtown Loop
9 min walk
Apr 22 – 27Hosted by Paul,
4.73 out of 5 average rating, 64 reviews
Superhost
Apartment in The Loop
Cozy 2BR-2BA steps from 'The Bean' & Michigan Ave
7 min walk
Apr 20 – 25Hosted by Natasha,
4.92 out of 5 average rating, 130 reviews
Apartment in The Loop
Millennium Park Paradise (2BD/2BA)
8 min walk
Apr 24 – 29Hosted by Stephanie,
4.67 out of 5 average rating, 73 reviews
Apartment in The Loop
Spacious & Stylish 2BR-2BA Apt Steps from The Bean
7 min walk
Apr 21 – 26Hosted by Borja,
4.78 out of 5 average rating, 132 reviews
Superhost
Apartment in The Loop
Luxury Corner 2 Bedroom in the Loop | Roof Deck
8 min walk
Apr 20 – 25Hosted by a business,
4.76 out of 5 average rating, 199 reviews
Luxe
Apartment in The Loop
Cloud9|XL Penthouse near the Bean| The Stella
6 min walk
Apr 1 – 6Hosted by a business,
Superhost
Apartment in The Loop
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
8 min walk
Apr 1 – 6Hosted by a business,
4.78 out of 5 average rating, 153 reviews