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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Flat in Chicago
Modern+Spacious Inn Little Italy Near W Loop W/PKG
4 bedrooms
,
·
4 beds
,
·
2 private bathrooms
8–13 Sept
8–13 Sept
$2,471 SGD
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for 5 nights
$2,471 SGD for 5 nights
,
·
4.99 out of 5 average rating, 329 reviews
4.99 (329)
Top guest favourite
Guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
4.95 out of 5 average rating, 41 reviews
4.95 (41)
,
·
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
Superhost
Superhost
Home in Chicago
Beautiful Chicago Greystone
4.93 out of 5 average rating, 137 reviews
4.93 (137)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,962 SGD
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for 5 nights
$1,962 SGD for 5 nights
Pay $0 today
Free cancellation
Flat in Chicago
Northside Chicago Apartment
New place to stay
New
,
·
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
Home in Chicago
Designer Home | Steps to the Obama Center & Beach
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Jul
1–6 Jul
$6,162 SGD
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for 5 nights
$6,162 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 119 reviews
4.95 (119)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$1,384 SGD
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for 5 nights
$1,384 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,359 SGD
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for 5 nights
$1,359 SGD for 5 nights
Pay $0 today
Free cancellation
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Aug
9–14 Aug
$3,235 SGD
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for 5 nights
$3,235 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
5.0 out of 5 average rating, 26 reviews
5.0 (26)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$993 SGD
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for 5 nights
$993 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
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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
Guest favourite
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
4.88 out of 5 average rating, 475 reviews
4.88 (475)
,
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$882 SGD
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for 5 nights
$882 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Best City Views • Rooftop Nights • EV Garage Free
4.98 out of 5 average rating, 84 reviews
4.98 (84)
,
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2 bedrooms
2 bedrooms
,
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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
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 76 reviews
4.97 (76)
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1 bedroom
1 bedroom
,
·
1 bed
1 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
Guest favourite
Guest favourite
Home in Norridge
Modern Ranch | 5 Min to O'Hare, 25 to Chicago
4.92 out of 5 average rating, 13 reviews
4.92 (13)
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
18–23 Jul
18–23 Jul
$2,469 SGD
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for 5 nights
$2,469 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Millennium Park 10 Min, Parking, Balcony, Sleeps 8
4.97 out of 5 average rating, 158 reviews
4.97 (158)
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2 bedrooms
2 bedrooms
,
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4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$2,340 SGD
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for 5 nights
$2,340 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
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1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,845 SGD
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for 5 nights
$1,845 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
5.0 out of 5 average rating, 21 reviews
5.0 (21)
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4 bedrooms
4 bedrooms
,
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5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$3,028 SGD
$2,611 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Chicago
Bright Wrigleyville Stay | Near Transit & Parks
4.94 out of 5 average rating, 16 reviews
4.94 (16)
,
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,615 SGD
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for 5 nights
$1,615 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 12 reviews
5.0 (12)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$2,351 SGD
Show price breakdown
for 5 nights
$2,351 SGD for 5 nights
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