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Search results; Over 1,000 homes in Chicago

Flat in Chicago
Luxury Relaxation Lounge | Near The Obama Center
Studio, 3 beds, 1 private bathroom
7–13 Sept
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4.88 out of 5 average rating, 16 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
18–23 Aug
4.89 out of 5 average rating, 133 reviews
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds
23–28 Aug
New place to stay
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 18 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed
20–25 Sept
New place to stay
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
1–6 Jan
4.95 out of 5 average rating, 130 reviews
Home in Chicago
Modern 3BR Stay w Parking, Near Museums & Downtown
3 bedrooms, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 4 reviews
Flat in Chicago
Duplex in Bucktown
3 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms, 3 beds
20–25 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed
18–23 Aug
4.91 out of 5 average rating, 276 reviews
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds
15–20 Nov
5.0 out of 5 average rating, 28 reviews
Superhost
Guest house in Chicago
Horner Park Coach House
1 bedroom, 1 bed
19–24 Oct
5.0 out of 5 average rating, 5 reviews
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, 17 reviews
Superhost
Apartment in Chicago
Vintage Meets Modern in Logan Square
2 bedrooms, 2 queen beds
18–23 Oct
Room in Chicago
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds
19–24 Aug
New place to stay
Guest favourite
Flat in Chicago
Luxury Loft Collection 03 - Terrace - River North
3 bedrooms, 7 beds
6–11 Sept
4.95 out of 5 average rating, 109 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
Top guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms, 4 beds
20–25 Sept
4.97 out of 5 average rating, 119 reviews
Superhost
Flat in Chicago
Brown Line Lounge | Curated Moody
3 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 4 reviews