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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Superhost
Superhost
Home in Chicago
Beautiful Chicago Greystone
4 bedrooms
,
·
4 beds
,
·
1 private bathroom
7–12 Jul
7–12 Jul
$2,238 SGD
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for 5 nights
$2,238 SGD for 5 nights
,
·
4.93 out of 5 average rating, 137 reviews
4.93 (137)
Flat in Chicago
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$724 SGD
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for 5 nights
$724 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
19–24 Sept
19–24 Sept
$482 SGD
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for 5 nights
$482 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 139 reviews
4.94 (139)
Superhost
Superhost
Apartment in Chicago
Elegant Historic Duplex | Old Town • Lincoln Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
22–27 Aug
22–27 Aug
$2,579 SGD
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for 5 nights
$2,579 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$798 SGD
$718 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 678 reviews
4.95 (678)
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
10–15 Aug
10–15 Aug
$1,781 SGD
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for 5 nights
$1,781 SGD for 5 nights
Free cancellation
New place to stay
New
Top 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
26–31 Jul
26–31 Jul
$1,952 SGD
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for 5 nights
$1,952 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$1,193 SGD
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for 5 nights
$1,193 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 53 reviews
4.96 (53)
Room in Chicago
Comfortable bed with Smart stand
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$401 SGD
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for 5 nights
$401 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Apartment in Chicago
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
$1,683 SGD
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for 5 nights
$1,683 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 80 reviews
4.96 (80)
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$2,772 SGD
$1,657 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 73 reviews
4.97 (73)
Guest favourite
Guest favourite
Flat in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Oct
24–29 Oct
$826 SGD
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for 5 nights
$826 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 45 reviews
4.89 (45)
Top guest favourite
Guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$1,191 SGD
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for 5 nights
$1,191 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Top guest favourite
Guest favourite
Flat in Chicago
Fulton House #1 (2bd/ 1ba)
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$3,055 SGD
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for 5 nights
$3,055 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 105 reviews
4.95 (105)
Top guest favourite
Guest favourite
Home in Villa Park
Cozy 5BD Home with Scandinavian Vibes
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$4,706 SGD
$3,006 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Top guest favourite
Guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$975 SGD
Show price breakdown
for 5 nights
$975 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 335 reviews
4.93 (335)
Top guest favourite
Guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$900 SGD
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for 5 nights
$900 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 184 reviews
4.98 (184)
Guest favourite
Guest favourite
Flat in Chicago
West Loop 2BR : Skyline Views + Prime Location
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
2–7 Jul
2–7 Jul
$4,330 SGD
$3,301 SGD
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for 5 nights
4.97 out of 5 average rating, 66 reviews
4.97 (66)
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,683 SGD
Show price breakdown
for 5 nights
$1,683 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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