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Search results; Over 1,000 homes in Chicago

Superhost
Apartment in Chicago
The Upscale Getaway Near Downtown
2 bedrooms, 3 beds, 2 private bathrooms
12–17 Oct
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4.93 out of 5 average rating, 296 reviews
Room in Chicago
Iconic City | Riverwalk. Free Breakfast*
2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Room in Chicago
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds, 1 bathroom
22–27 Aug
New place to stay
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds, 1 bathroom
7–12 Sept
New place to stay
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 919 reviews
Guest favourite
Flat in Chicago
Spacious 1BR | Washer/Dryer | Near Lincoln Square
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.89 out of 5 average rating, 9 reviews
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 double bed, 1 bathroom
6–11 Sept
New place to stay
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 71 reviews
Top guest favourite
Flat in Forest Park
Like a Treehouse!
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 386 reviews
Guest favourite
Apartment in Chicago
UChicago Condo | 2 Baths, Private Parking & Entry
1 bedroom, 1 queen bed, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 67 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 71 reviews
Top guest favourite
Flat in Chicago
Bright & Chic Retreat Steps from Lincoln Square
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 63 reviews
Superhost
Flat in Chicago
The Horizon | 3BR PH, 63rd Fl, Top Sky Deck
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Flat in Forest Park
Cheerful Remodel Prime Location
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.92 out of 5 average rating, 151 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed, 1 bathroom
20–25 Sept
New place to stay
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 224 reviews
Top guest favourite
Flat in Chicago
Stylish 2BR stunner w/ unbeatable location
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 202 reviews
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 310 reviews