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Search results; Over 1,000 places in Chicago

Hotel room in Near North Side
Hotel Perks - Private Bedroom | Private Bathroom
6 min walk
19–24 Apr
4.48 out of 5 average rating, 3618 reviews
Superhost
Home in Near North Side
503LOFT | Top Floor 5 BED, 2 BA Downtown Loft
1 min walk
26–31 May
4.85 out of 5 average rating, 81 reviews
Boutique hotel in River North
Sonder at Found Chicago | Queen Room
9 min walk
21–26 Apr
4.32 out of 5 average rating, 87 reviews
Shared hotel room in Near North Side
Traveler's Dream - 1 bed in a shared bedroom
6 min walk
19–24 Apr
4.52 out of 5 average rating, 1679 reviews
Hotel in River North
A quick drive to Navy Pier! Pool, Parking Onsite!
6 min walk
22–27 Apr
4.52 out of 5 average rating, 46 reviews
Hotel in River North
Playful spirit and sustainable practices
8 min walk
19–24 Apr
4.5 out of 5 average rating, 160 reviews
Superhost
Place to stay in River North
Artist Loft. Very Unique
4 min walk
22–27 Sep
4.9 out of 5 average rating, 696 reviews
Guest favourite
Place to stay in River North
Chicago Speakeasy-Style Loft Suite (Room 1B)
3 min walk
21–26 Oct
4.92 out of 5 average rating, 414 reviews
Superhost
Hotel in Magnificent Mile
Classic luxury on iconic Michigan Ave
9 min drive
19–24 Apr
4.62 out of 5 average rating, 29 reviews
Apartment in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
11 min walk
28 Apr – 3 May
4.58 out of 5 average rating, 108 reviews
Hotel in River North
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
10 min walk
24–29 Apr
4.54 out of 5 average rating, 1214 reviews
Guest favourite
Apartment in Near North Side
52nd Floor MagMile Penthouse VIEWS Fireplace Pool
3 min walk
25–30 Apr
4.93 out of 5 average rating, 27 reviews
Apartment in Near North Side
The Bulls' Nest: The Chicago Retreat
5 min walk
22–27 Apr
New place to stay
Apartment in Magnificent Mile
Standard Double Hotel Room at Magnificent Mile
11 min walk
28 Apr – 3 May
4.75 out of 5 average rating, 155 reviews
Guest favourite
Apartment in Near North Side
201LOFT | 5 BED, 2.5 BA Downtown Spacious Loft
5 min walk
23–28 Jun
4.95 out of 5 average rating, 43 reviews
Apartment in Near North Side
Downtown Riverwalk Music Inspired Loft
5 min walk
21–26 Apr
4.73 out of 5 average rating, 44 reviews
Apartment in Near North Side
Kasa | 1BD, Spectacular City Views | Chicago
9 min walk
21–26 Apr
4.69 out of 5 average rating, 860 reviews
Hotel in River North
Just a short walk from Magnificent Mile! Pool!
6 min walk
28 Apr – 3 May
4.63 out of 5 average rating, 32 reviews