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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
Cozy loft in Chicago's Uptown
1 bedroom
,
·
2 beds
,
·
1 private bathroom
4–9 Jul
4–9 Jul
$1,098 SGD
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for 5 nights
$1,098 SGD for 5 nights
,
·
4.97 out of 5 average rating, 331 reviews
4.97 (331)
Top guest favourite
Guest favourite
Place to stay in Berwyn
room in family home
1 bedroom
1 bedroom
1 bed
,
·
1 bed
1 bathroom
,
·
1 bathroom
1–6 Dec
1–6 Dec
$346 SGD
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for 5 nights
$346 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Room in Chicago
Private Room in Norwood Park
1 bed
1 bed
1 bathroom
,
·
1 bathroom
14–19 Jun
14–19 Jun
$430 SGD
$365 SGD
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for 5 nights
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Top guest favourite
Guest favourite
Flat in Chicago
Ravenswood Guest House Annex
1 bedroom
1 bedroom
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
7–12 Sept
7–12 Sept
$867 SGD
$794 SGD
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for 5 nights
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Free cancellation
4.93 out of 5 average rating, 485 reviews
4.93 (485)
Top guest favourite
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom
1 bedroom
1 bed
,
·
1 bed
1 bathroom
,
·
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,187 SGD
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for 5 nights
$1,187 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 47 reviews
4.96 (47)
Flat in Chicago
Comfortable 2BR Stay Near Restaurants & Transit
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
7–12 Jun
7–12 Jun
$1,490 SGD
$1,078 SGD
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for 5 nights
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Free cancellation
New place to stay
New
Flat in Chicago
Luxury South Loop Apt
2 beds
2 beds
No bathroom
,
·
No bathroom
2–7 Jul
2–7 Jul
$2,561 SGD
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for 5 nights
$2,561 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Flat in Chicago
Garden Retreat Pilsen Chicago Apartment
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
2 bathrooms
,
·
2 bathrooms
7–12 Jun
7–12 Jun
$1,219 SGD
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for 5 nights
$1,219 SGD for 5 nights
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
10–15 Jun
10–15 Jun
$2,899 SGD
$2,031 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 52 reviews
4.98 (52)
Top guest favourite
Guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
1.5 bathrooms
,
·
1.5 bathrooms
12–17 Jul
12–17 Jul
$1,331 SGD
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for 5 nights
$1,331 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favourite
Guest favourite
Rooms in Chicago
Spacious Haven in North Park
3 bedrooms
3 bedrooms
4 beds
,
·
4 beds
1 bathroom
,
·
1 bathroom
21–26 Sept
21–26 Sept
$822 SGD
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for 5 nights
$822 SGD for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 59 reviews
4.9 (59)
Top guest favourite
Guest favourite
Guest suite in Chicago
Private Lincoln Square one bed+bath studio apt.
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
12–17 Oct
12–17 Oct
$1,179 SGD
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for 5 nights
$1,179 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 419 reviews
4.99 (419)
Top guest favourite
Guest favourite
Room in Evanston
Welcoming Evanston Home
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
9–14 Aug
9–14 Aug
$677 SGD
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for 5 nights
$677 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 237 reviews
4.94 (237)
Top guest favourite
Guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
6–11 Sept
6–11 Sept
$1,027 SGD
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for 5 nights
$1,027 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 106 reviews
4.99 (106)
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
28 Jun – 3 Jul
28 Jun – 3 Jul
$1,217 SGD
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for 5 nights
$1,217 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
2 bathrooms
,
·
2 bathrooms
5–10 Jul
5–10 Jul
$1,675 SGD
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for 5 nights
$1,675 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 155 reviews
4.95 (155)
Superhost
Superhost
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
5–10 Jul
5–10 Jul
$1,457 SGD
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for 5 nights
$1,457 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Flat in Chicago
Chicago Classic•Skyline View•1BR + Den, Train Near
1 bedroom
1 bedroom
5 beds
,
·
5 beds
1 bathroom
,
·
1 bathroom
28 Jun – 3 Jul
28 Jun – 3 Jul
$1,073 SGD
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for 5 nights
$1,073 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Room in Chicago
Cozy PrivateRoom+ExclusiveBathroom+FreeStreetPking
1 double bed
1 double bed
1 bathroom
,
·
1 bathroom
21–26 Jun
21–26 Jun
$715 SGD
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for 5 nights
$715 SGD for 5 nights
4.9 out of 5 average rating, 165 reviews
4.9 (165)
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