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Search results; Over 1,000 places in Chicago Loop

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Shared hotel room in Near North Side
Traveler's Dream - 1 bed in a shared bedroom
Hosted by a business
18–23 Apr
4.52 out of 5 average rating, 1679 reviews
Boutique hotel in Gold Coast
Luxury Stay - Claridge House, Queen Room
Hosted by a business
28 Apr – 3 May
4.43 out of 5 average rating, 686 reviews
Hotel in River North
Playful spirit and sustainable practices
Hosted by Hotel Felix
18–23 Apr
4.5 out of 5 average rating, 160 reviews
Hotel room in Near North Side
Hotel Perks - Private Bedroom | Private Bathroom
Hosted by a business
18–23 Apr
4.48 out of 5 average rating, 3618 reviews
Hotel in River North
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
Hosted by a business
18–23 Apr
4.54 out of 5 average rating, 1214 reviews
Flat in The Loop
Sonder The Plymouth | Superior 3BR Apt
Hosted by a business
21–26 Apr
4.58 out of 5 average rating, 385 reviews
Flat in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
Hosted by St. Clair Hotel Chicago
18–23 Apr
4.58 out of 5 average rating, 108 reviews
Guest favourite
Flat in The Loop
Bright 2BR-2BA steps from The Bean & Michigan Ave
Hosted by Natasha
20–25 Apr
4.91 out of 5 average rating, 106 reviews
Superhost
Hotel in The Loop
A polished, modern affair on iconic Michigan Ave.
Hosted by Le Méridien Essex Chicago
18–23 Apr
4.8 out of 5 average rating, 41 reviews
Boutique hotel in River North
Sonder at Found Chicago | Bunk Room
Hosted by a business
20–25 Apr
4.48 out of 5 average rating, 104 reviews
Superhost
Hotel in The Loop
Sweeping skyline views from the 40th floor
Hosted by The Buckingham Hotel
18–23 Apr
4.87 out of 5 average rating, 15 reviews
Flat in The Loop
Sentral Premium 2BR Apt South Loop Chicago
Hosted by a business
21–26 Apr
4.62 out of 5 average rating, 234 reviews
Superhost
Hotel in Magnificent Mile
1920s-style martini bar fits the vibe
Hosted by Millennium Knickerbocker Hotel
18–23 Apr
4.0 out of 5 average rating, 3 reviews
Superhost
Flat in The Loop
Comfy 2BR-2BTH, Ideally Located!
Hosted by Natasha
21–26 Apr
New place to stay
Hotel in River North
A quick drive to Navy Pier! Pool, Parking Onsite!
Hosted by a business
21–26 Apr
4.52 out of 5 average rating, 46 reviews
Flat in Magnificent Mile
Standard Double Hotel Room at Magnificent Mile
Hosted by St. Clair Hotel Chicago
20–25 Apr
4.75 out of 5 average rating, 155 reviews
Boutique hotel in The Loop
Standard King Room
Hosted by a business
18–23 Apr
4.4 out of 5 average rating, 402 reviews
Hotel in The Loop
King Lakeview Room
Hosted by a business
18–23 Apr
4.36 out of 5 average rating, 297 reviews