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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Apartment in Wrigleyville
Can't Beat This 2min Walk to Wrigley!
2 bedrooms
,
·
5 beds
,
·
2 private bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
$3,042 SGD
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for 5 nights
$3,042 SGD for 5 nights
,
·
4.81 out of 5 average rating, 279 reviews
4.81 (279)
Top guest favourite
Guest favourite
Flat in Bridgeport
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,661 SGD
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for 5 nights
$1,661 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$1,367 SGD
$1,252 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
Top guest favourite
Guest favourite
Bungalow in Beverly
Beverly Hills of Chicago Luxury Guest Favorite
5 bedrooms
5 bedrooms
,
·
18 beds
18 beds
,
·
3.5 bathrooms
3.5 bathrooms
3–8 Jul
3–8 Jul
$6,463 SGD
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for 5 nights
$6,463 SGD for 5 nights
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Free cancellation
4.95 out of 5 average rating, 41 reviews
4.95 (41)
Guest favourite
Guest favourite
Apartment in South Side
The Langley Luxe modern style unit
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,297 SGD
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for 5 nights
$1,297 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Flat in West Side
Easy Downtown Access from The Pilsen Haven
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$2,620 SGD
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for 5 nights
$2,620 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Guest favourite
Guest favourite
Flat in Chicago Loop
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,663 SGD
$1,231 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 81 reviews
4.98 (81)
Superhost
Superhost
Flat in West Side
10 Min to Downtown | 3BR 2BA Spacious Home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,129 SGD
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for 5 nights
$1,129 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Apartment in South Side
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,677 SGD
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for 5 nights
$1,677 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 81 reviews
4.96 (81)
Top guest favourite
Guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,027 SGD
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for 5 nights
$2,027 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Flat in West Rogers Park
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$743 SGD
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for 5 nights
$743 SGD for 5 nights
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Free cancellation
New place to stay
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Guest favourite
Guest favourite
Apartment in West Side
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,338 SGD
$1,244 SGD
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for 5 nights
Free cancellation
4.88 out of 5 average rating, 476 reviews
4.88 (476)
Guest favourite
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,854 SGD
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for 5 nights
$1,854 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest favourite
Guest favourite
Home in West Side
Beautiful Chicago Greystone
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$2,026 SGD
$1,823 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 140 reviews
4.94 (140)
Home in Chicago
Blonde Beauty Cozy Home Near Downtown Attractions
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$2,401 SGD
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for 5 nights
$2,401 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Flat in South Side
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,292 SGD
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for 5 nights
$2,292 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Flat in Portage Park
NW Chicago Garden Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$900 SGD
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for 5 nights
$900 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 51 reviews
4.92 (51)
Guest favourite
Guest favourite
Flat in South Side
Sunny Penthouse - Oakwood Beach
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$1,912 SGD
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for 5 nights
$1,912 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 64 reviews
4.95 (64)
Top guest favourite
Guest favourite
Flat in South Side
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
16–21 Aug
16–21 Aug
$1,334 SGD
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for 5 nights
$1,334 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
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