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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom
,
·
1 bed
,
·
1 private bathroom
12–17 Oct
12–17 Oct
$1,188 SGD
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for 5 nights
$1,188 SGD for 5 nights
,
·
4.91 out of 5 average rating, 56 reviews
4.91 (56)
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
5–10 Jul
5–10 Jul
$1,656 SGD
$1,158 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 81 reviews
4.98 (81)
Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
16–21 Aug
16–21 Aug
$1,667 SGD
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for 5 nights
$1,667 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Home in Chicago
Cozy Luxury Escape Amazing location private home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
4–9 Jul
4–9 Jul
$3,882 SGD
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for 5 nights
$3,882 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
26 Sept – 1 Oct
26 Sept – 1 Oct
$3,852 SGD
$3,389 SGD
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for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Guest favourite
Guest favourite
Flat in Chicago
Luxury Loft Collection 03 - Terrace - River North
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
16–21 Aug
16–21 Aug
$6,046 SGD
$4,093 SGD
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for 5 nights
4.95 out of 5 average rating, 107 reviews
4.95 (107)
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
10–15 Aug
10–15 Aug
$1,765 SGD
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for 5 nights
$1,765 SGD for 5 nights
Free cancellation
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
9–14 Aug
9–14 Aug
$3,183 SGD
$2,931 SGD
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for 5 nights
New place to stay
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Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
1 bedroom
1 bedroom
,
·
1 bed
1 bed
17–22 Jul
17–22 Jul
$297 SGD
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for 5 nights
$297 SGD for 5 nights
New place to stay
New
4
Reviews
5.0
Stars
Rating
Place to stay in Bridgeview
Comfortable Private Room with Easy Chicago Access
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
12–17 Jul
12–17 Jul
$457 SGD
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for 5 nights
$457 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
16–21 Aug
16–21 Aug
$1,372 SGD
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for 5 nights
$1,372 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Top guest favourite
Guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,098 SGD
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for 5 nights
$2,098 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Guest favourite
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
23–28 Aug
23–28 Aug
$1,852 SGD
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for 5 nights
$1,852 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Luxe
Luxe
Flat in Chicago
Luxury PH: Panoramic Views + Prime Location
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
6–11 Jul
6–11 Jul
$12,170 SGD
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for 5 nights
$12,170 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Apartment in Chicago
Wrigleyville Updated Condo with Free Parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$3,035 SGD
$2,667 SGD
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for 5 nights
5.0 out of 5 average rating, 101 reviews
5.0 (101)
Flat in Chicago
2BR/1BA Apt w/ Modern Amenities Rogers Park
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
12–17 Jul
12–17 Jul
$1,164 SGD
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for 5 nights
$1,164 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
17–22 Jul
17–22 Jul
$1,800 SGD
$1,646 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
25–30 Oct
25–30 Oct
$1,366 SGD
$1,258 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
Guest favourite
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
6–11 Sept
6–11 Sept
$1,350 SGD
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for 5 nights
$1,350 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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