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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Apartment in Chicago
Can't Beat This 2min Walk to Wrigley!
2 bedrooms
,
·
5 beds
,
·
2 private bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
$3,127 SGD
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for 5 nights
$3,127 SGD for 5 nights
,
·
4.81 out of 5 average rating, 278 reviews
4.81 (278)
Top guest favourite
Guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
5 bedrooms
5 bedrooms
,
·
12 beds
12 beds
1–6 Jul
1–6 Jul
$6,902 SGD
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for 5 nights
$6,902 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 41 reviews
4.95 (41)
Superhost
Superhost
Home in Chicago
Beautiful Chicago Greystone
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
12–17 Jul
12–17 Jul
$1,962 SGD
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for 5 nights
$1,962 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 137 reviews
4.93 (137)
Top guest favourite
Guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
5–10 Jul
5–10 Jul
$2,854 SGD
$2,335 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Home in Chicago
Designer Home | Steps to the Obama Center & Beach
5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
1–6 Jul
1–6 Jul
$6,162 SGD
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for 5 nights
$6,162 SGD for 5 nights
Free cancellation
New place to stay
New
Flat in Chicago
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
7–12 Sept
7–12 Sept
$741 SGD
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for 5 nights
$741 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
5–10 Jul
5–10 Jul
$1,296 SGD
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for 5 nights
$1,296 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Flat in Chicago
Best City Views • Rooftop Nights • EV Garage Free
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
1–6 Jul
1–6 Jul
$2,748 SGD
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for 5 nights
$2,748 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 84 reviews
4.98 (84)
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
9–14 Aug
9–14 Aug
$3,235 SGD
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for 5 nights
$3,235 SGD for 5 nights
Free cancellation
New place to stay
New
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
$1,384 SGD
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for 5 nights
$1,384 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
Top guest favourite
Guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
4–9 Jul
4–9 Jul
$993 SGD
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for 5 nights
$993 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Guest favourite
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
5–10 Jul
5–10 Jul
$882 SGD
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for 5 nights
$882 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 475 reviews
4.88 (475)
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
20–25 Sept
20–25 Sept
$3,028 SGD
$2,611 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Top guest favourite
Guest favourite
Flat in Chicago
Millennium Park 10 Min, Parking, Balcony, Sleeps 8
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
3–8 Jul
3–8 Jul
$2,313 SGD
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for 5 nights
$2,313 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 158 reviews
4.97 (158)
Guest favourite
Guest favourite
Home in Norridge
Modern Ranch | 5 Min to O'Hare, 25 to Chicago
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
18–23 Jul
18–23 Jul
$2,469 SGD
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for 5 nights
$2,469 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Guest favourite
Guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
2–7 Jul
2–7 Jul
$3,364 SGD
$3,056 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
1–6 Jul
1–6 Jul
$2,743 SGD
$1,505 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 76 reviews
4.97 (76)
Guest favourite
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
19–24 Jul
19–24 Jul
$1,845 SGD
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for 5 nights
$1,845 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favourite
Guest favourite
Flat in Chicago
Bright Wrigleyville Stay | Near Transit & Parks
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
5–10 Jul
5–10 Jul
$1,615 SGD
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for 5 nights
$1,615 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 16 reviews
4.94 (16)
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