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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Featured hotel
Featured hotel
Hotel in Chicago
King - city view
1 bedroom
,
·
1 bed
,
·
1 private bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$3,047 SGD
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for 5 nights
$3,047 SGD for 5 nights
,
·
4.74 out of 5 average rating, 187 reviews
4.74 (187)
Top guest favourite
Guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
5 bedrooms
5 bedrooms
,
·
12 beds
12 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Jul
1–6 Jul
$6,902 SGD
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for 5 nights
$6,902 SGD for 5 nights
Pay $0 today
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
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,971 SGD
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for 5 nights
$1,971 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 137 reviews
4.93 (137)
Home in Chicago
Designer Home | Steps to the Obama Center & Beach
5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Jul
1–6 Jul
$6,477 SGD
Show price breakdown
for 5 nights
$6,477 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$2,856 SGD
$2,335 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Flat in Chicago
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$741 SGD
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for 5 nights
$741 SGD for 5 nights
Pay $0 today
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
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$1,344 SGD
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for 5 nights
$1,344 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
Guest favourite
Guest favourite
Flat in Evanston
New 3bd/1.5 bth Apt w/private prkg
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,020 SGD
$1,719 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 188 reviews
4.91 (188)
Guest favourite
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,296 SGD
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for 5 nights
$1,296 SGD for 5 nights
Pay $0 today
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
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$2,885 SGD
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for 5 nights
$2,885 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
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Aug
9–14 Aug
$3,231 SGD
Show price breakdown
for 5 nights
$3,231 SGD for 5 nights
Free cancellation
New place to stay
New
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
$2,743 SGD
$1,380 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 76 reviews
4.97 (76)
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
$1,034 SGD
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for 5 nights
$1,034 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Top guest favourite
Guest favourite
Flat in Chicago
Millennium Park 10 Min, Parking, Balcony, Sleeps 8
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$2,340 SGD
Show price breakdown
for 5 nights
$2,340 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 158 reviews
4.97 (158)
Guest favourite
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$884 SGD
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for 5 nights
$884 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
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$3,069 SGD
$2,646 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
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,883 SGD
Show price breakdown
for 5 nights
$1,883 SGD for 5 nights
Pay $0 today
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
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,631 SGD
Show price breakdown
for 5 nights
$1,631 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Superhost
Superhost
Flat in Chicago
10 Min to Downtown | 3BR 2BA Spacious Home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$2,481 SGD
$1,892 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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