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Search results; Over 1,000 homes in Chicago

Flat in Chicago
Kasa | Studio, Walk to Grant Park | South Loop
Studio, 1 bed, 1 private bathroom
9–14 Aug
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4.79 out of 5 average rating, 371 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds
18–23 Jan
5.0 out of 5 average rating, 38 reviews
Flat in Skokie
Skokie Serenity - 3 queen beds
3 bedrooms, 3 queen beds
17–22 Sept
New place to stay
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed
18–23 Oct
4.97 out of 5 average rating, 908 reviews
Top guest favourite
Flat in Chicago
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds
28 Sept – 3 Oct
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms, 5 beds
29 Nov – 4 Dec
4.92 out of 5 average rating, 25 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
1–6 Aug
4.95 out of 5 average rating, 100 reviews
Top guest favourite
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
2 bedrooms, 2 beds
7–12 Sept
4.97 out of 5 average rating, 494 reviews
Top guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms, 4 beds
16–21 Aug
4.93 out of 5 average rating, 341 reviews
Top guest favourite
Home in Chicago
Greystone Haven & Suite - Lux & Lush in Logan
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 27 reviews
Superhost
Flat in Chicago
3 bed Bucktown Duplex, next to the 606 bike trail
3 bedrooms, 4 beds
16–21 Aug
New place to stay
Top guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
13–18 Oct
4.95 out of 5 average rating, 685 reviews
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds
29 Aug – 3 Sept
4.96 out of 5 average rating, 303 reviews
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed
10–15 Nov
4.96 out of 5 average rating, 317 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds
9–14 Aug
4.95 out of 5 average rating, 83 reviews
Top guest favourite
Flat in Forest Park
Walk to Oak Park from a Cozy, Sun-soaked Hideaway
2 bedrooms, 3 beds
12–17 Oct
4.96 out of 5 average rating, 240 reviews
Top guest favourite
Flat in Chicago
Cozy & Spacious Sunny 2 bedroom apartment.
2 bedrooms, 2 beds
19–24 Oct
4.98 out of 5 average rating, 107 reviews
Top guest favourite
Flat in Chicago
Cool City Comfort - Logan Sq. - O’Hare CTA
2 bedrooms, 3 beds
22–27 Aug
5.0 out of 5 average rating, 208 reviews
Top guest favourite
Home in Chicago
Big house in the BEST Location!
3 bedrooms, 3 beds
22–27 Sept
4.98 out of 5 average rating, 62 reviews