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Search results; Over 1,000 places in Chicago

Apartment in Streeterville
3B Luxury Penthouse w/ Sweeping Views, Pool & Gym
4-min walk
Apr. 21 – 26
New place to stay
Apartment in Streeterville
3B/3BA Luxury Penthouse | Amazng Views, Pool & Gym
4-min walk
Apr. 21 – 26
4.61 out of 5 average rating, 28 reviews
Hotel room in Streeterville
Female Only - 1 Bed in a Shared Bedroom
4-min walk
Apr. 20 – 25
4.54 out of 5 average rating, 665 reviews
Guest favourite
Apartment in Streeterville
Lake, City, & River View Condo
3-min walk
Apr. 20 – 25
5.0 out of 5 average rating, 9 reviews
Apartment in Streeterville
3B/3BA Massive Luxury Apartment, Indoor Pool & Gym
4-min walk
Apr. 21 – 26
Apartment in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
7-min walk
Apr. 28 – May 3
4.58 out of 5 average rating, 108 reviews
Superhost
Apartment in Gold Coast
The Lakefront Lookout (2BR)
11-min walk
Apr. 21 – 26
4.86 out of 5 average rating, 152 reviews
Apartment in Magnificent Mile
Standard Double Hotel Room at Magnificent Mile
7-min walk
Apr. 28 – May 3
4.75 out of 5 average rating, 155 reviews
Apartment in Streeterville
Exquisite Apartment With Views, Indoor Pool & Gym
4-min walk
May 10 – 15
5.0 out of 5 average rating, 4 reviews
Apartment in Streeterville
Guest 2 Queen Room at Aloft Chicago Mag Mile
6-min walk
Jun. 2 – 7
New place to stay
Superhost
Apartment in Gold Coast
Spectacular Penthouse Corner 2BR in Streeterville
11-min walk
Apr. 21 – 26
4.77 out of 5 average rating, 125 reviews
Guest favourite
Apartment in Magnificent Mile
Unwind in Style Steps from the Magnificent Mile
9-min walk
Oct. 22 – 27
4.98 out of 5 average rating, 361 reviews
Guest favourite
Home in Lincoln Park
Charming 3-BED in Lincoln Park/ Old Town & Parking
12-min drive
Apr. 28 – May 3
5.0 out of 5 average rating, 44 reviews
Guest favourite
Condo in Gold Coast
Modern MAG Mile 2BD/2BA (+Parking/Rooftop)
13-min walk
May 17 – 22
4.96 out of 5 average rating, 53 reviews
Superhost
Apartment in The Loop
Comfy 2BR-2BTH, Ideally Located!
10-min drive
Apr. 21 – 26
New place to stay
Guest favourite
Apartment in Magnificent Mile
Elegant Suite in Gold Coast
9-min drive
Jul. 27 – Aug. 1
4.98 out of 5 average rating, 83 reviews
Guest favourite
Condo in Gold Coast
MAG MILE 2/2 Gold Coast Gem (+Parking/Rooftop)
13-min walk
Jun. 4 – 9
4.9 out of 5 average rating, 234 reviews
Guest favourite
Apartment in Magnificent Mile
Chic 2BR Gem with Fireplace
9-min drive
Jul. 8 – 13
5.0 out of 5 average rating, 19 reviews