filters

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
,
4.93 out of 5 average rating, 296 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
20–25 Aug
4.89 out of 5 average rating, 136 reviews
Room in Chicago
Iconic City | Riverwalk. Free Breakfast*
2 beds
20–25 Sept
New place to stay
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds
7–12 Sept
New place to stay
Room in Chicago
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds
22–27 Aug
New place to stay
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed
8–13 Nov
4.97 out of 5 average rating, 918 reviews
Top guest favourite
Flat in Forest Park
Like a Treehouse!
1 bedroom, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 385 reviews
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom, 1 bed
26–31 Oct
4.92 out of 5 average rating, 71 reviews
Guest favourite
Apartment in Chicago
UChicago Condo | 2 Baths, Private Parking & Entry
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.94 out of 5 average rating, 67 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds
20–25 Sept
4.99 out of 5 average rating, 105 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed
20–25 Sept
New place to stay
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 queen bed
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Chicago
West Loop 2BR : Skyline Views + Prime Location
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 69 reviews
Guest favourite
Flat in Chicago
Chic Attic Stay | Logan Sq
1 bedroom, 1 bed
25–30 Oct
4.95 out of 5 average rating, 42 reviews
Guest favourite
Room in Chicago
near festivals & united center
1 bed
31 Oct – 5 Nov
4.95 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms, 2 queen beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 18 reviews
Guest favourite
Guest house in Villa Park
Eclectic Coach House Apartment
1 bedroom, 2 beds
29 Aug – 3 Sept
4.93 out of 5 average rating, 164 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds
6–11 Sept
4.95 out of 5 average rating, 87 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds
4–9 Oct
4.97 out of 5 average rating, 70 reviews