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Search results; Over 1,000 homes in Chicago

Guest favourite
Flat in West Loop
Spacious Downtown 3BR with Free Parking
3 bedrooms, 7 beds, 2 bathrooms
20–25 Nov
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4.92 out of 5 average rating, 167 reviews
Featured hotel
Room in Downtown Chicago
Studio suite
5–10 Sept
Featured hotel
Room in Downtown Chicago
Level studio suite
3–8 Oct
Guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
18–23 Jan
4.95 out of 5 average rating, 132 reviews
Top guest favourite
Flat in North Side
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds
15–20 Nov
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Little Italy
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds
16–21 Nov
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Home in Logan Square
Spacious Retro Logan Square Loft
4 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in West Side
Chicago Row House Garden Apartmt
1 bedroom, 1 bed
26–31 Oct
4.92 out of 5 average rating, 74 reviews
Top guest favourite
Flat in Logan Square
Prime Logan Square apartment
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 43 reviews
Flat in West Side
Chicago Stay *Steps to Viral La Catedral Café*
2 bedrooms, 2 beds
6–11 Sept
New place to stay
Top guest favourite
Room in Chicago
Guest room in Dunning, Chicago IL
1 queen bed
23–28 Sept
5.0 out of 5 average rating, 10 reviews
Featured hotel
Room in Downtown Chicago
Deluxe king non smoking
1 king bed
6–11 Sept
4.91 out of 5 average rating, 11 reviews
Guest favourite
Flat in North Side
Quiet & Modern Avondale Apartment
2 bedrooms, 2 queen beds
25–30 Oct
5.0 out of 5 average rating, 21 reviews
Guest favourite
Flat in West Side
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds
25–30 Oct
5.0 out of 5 average rating, 14 reviews
Home in Lincoln Park
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds
15–20 Nov
New place to stay
Top guest favourite
Flat in Uptown
Private studio near Wrigley
1 bedroom, 2 beds
29 Nov – 4 Dec
4.93 out of 5 average rating, 154 reviews
Top guest favourite
Flat in Ravenswood
Bright & Chic Retreat Steps from Lincoln Square
2 bedrooms, 2 queen beds
1–6 Nov
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Guest house in West Side
Pilsen Gem Near the Loop & Chinatown
1 bedroom, 2 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 27 reviews