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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Guest suite in Chicago
Eddy Street Upstairs Apartment
1 bedroom
,
·
1 bed
,
·
1 shared bathroom
8–13 Sept
8–13 Sept
$842 SGD
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for 5 nights
$842 SGD for 5 nights
,
·
4.95 out of 5 average rating, 169 reviews
4.95 (169)
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
2–7 Jul
2–7 Jul
$6,478 SGD
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for 5 nights
$6,478 SGD for 5 nights
4.95 out of 5 average rating, 41 reviews
4.95 (41)
Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,672 SGD
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for 5 nights
$1,672 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$1,920 SGD
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for 5 nights
$1,920 SGD for 5 nights
4.94 out of 5 average rating, 139 reviews
4.94 (139)
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
$1,352 SGD
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for 5 nights
$1,352 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
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
$1,558 SGD
$1,299 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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
$3,246 SGD
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for 5 nights
$3,246 SGD for 5 nights
New place to stay
New
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
$1,320 SGD
$1,019 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
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
3–8 Jul
3–8 Jul
$2,379 SGD
$1,421 SGD
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for 5 nights
4.97 out of 5 average rating, 77 reviews
4.97 (77)
Home in Chicago
Blonde Beauty Cozy Home Near Downtown Attractions
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$2,406 SGD
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for 5 nights
$2,406 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Flat in Berwyn
Spacious 2BD w/Game Table for 7 near City+Airport
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$2,537 SGD
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for 5 nights
$2,537 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,291 SGD
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for 5 nights
$2,291 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,354 SGD
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for 5 nights
$1,354 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,834 SGD
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for 5 nights
$2,834 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Home in Chicago
3BR Home Near Airport | Patio | Free Parking
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1 bathroom
1 bathroom
2–7 Jul
2–7 Jul
$2,359 SGD
$1,919 SGD
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for 5 nights
4.5 out of 5 average rating, 4 reviews
4.5 (4)
Top guest favourite
Guest favourite
Flat in Chicago
The Nest | Luxe Garden Unit Near Downtown
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,180 SGD
$1,098 SGD
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for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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
$882 SGD
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for 5 nights
$882 SGD for 5 nights
4.93 out of 5 average rating, 337 reviews
4.93 (337)
Guest favourite
Guest favourite
Flat in Chicago
NW Chicago Garden Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$903 SGD
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for 5 nights
$903 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 51 reviews
4.92 (51)
Guest favourite
Guest favourite
Flat in Chicago
PerfectChicagoStay/3Bedrooms/NearTrain&Dowtown
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
2–7 Jul
2–7 Jul
$2,441 SGD
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for 5 nights
$2,441 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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