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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
Gym, Garage Parking, Balcony, Sleeps 4
2 bedrooms
,
·
2 beds
,
·
2 private bathrooms
14–19 Aug
14–19 Aug
$3,527 SGD
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for 5 nights
$3,527 SGD for 5 nights
,
·
5.0 out of 5 average rating, 34 reviews
5.0 (34)
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
$425 SGD
$341 SGD
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for 5 nights
4.97 out of 5 average rating, 37 reviews
4.97 (37)
Top guest favourite
Guest favourite
Room in Chicago
Fresh and Sunny Bed & Bath by UofC
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$704 SGD
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for 5 nights
$704 SGD for 5 nights
4.91 out of 5 average rating, 255 reviews
4.91 (255)
Superhost
Superhost
Flat in Clarendon Hills
Clarendon Hills Apartment
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
1.5 bathrooms
,
·
1.5 bathrooms
22–27 Jun
22–27 Jun
$1,192 SGD
Show price breakdown
for 5 nights
$1,192 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
1.5 bathrooms
,
·
1.5 bathrooms
12–17 Oct
12–17 Oct
$1,545 SGD
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for 5 nights
$1,545 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 114 reviews
4.95 (114)
Superhost
Superhost
Flat in Chicago
Corporate Smart Home At River Walk
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
2–7 Jul
2–7 Jul
$1,843 SGD
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for 5 nights
$1,843 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
19–24 Jul
19–24 Jul
$1,947 SGD
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for 5 nights
$1,947 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Apartment in Chicago
Your Chicago Retreat
3 bedrooms
3 bedrooms
3 queen beds
,
·
3 queen beds
1.5 bathrooms
,
·
1.5 bathrooms
28 Jun – 3 Jul
28 Jun – 3 Jul
$2,261 SGD
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for 5 nights
$2,261 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 299 reviews
4.99 (299)
Top guest favourite
Guest favourite
Flat in Chicago
Boho City Escape | Parking + Balcony
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
2 bathrooms
,
·
2 bathrooms
28 Jun – 3 Jul
28 Jun – 3 Jul
$2,229 SGD
$2,007 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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
$1,028 SGD
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for 5 nights
$1,028 SGD for 5 nights
New place to stay
New
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
$818 SGD
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for 5 nights
$818 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 61 reviews
4.9 (61)
Guest favourite
Guest favourite
Place to stay in Chicago
Spacious Sun-Lit Suite in Chicago
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
9–14 Aug
9–14 Aug
$863 SGD
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for 5 nights
$863 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms
2 bedrooms
2 queen beds
,
·
2 queen beds
1 bathroom
,
·
1 bathroom
9–14 Aug
9–14 Aug
$1,363 SGD
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for 5 nights
$1,363 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 61 reviews
4.97 (61)
Top guest favourite
Guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms
2 bedrooms
2 queen beds
,
·
2 queen beds
2 bathrooms
,
·
2 bathrooms
12–17 Oct
12–17 Oct
$1,961 SGD
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for 5 nights
$1,961 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Guest favourite
Guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
17–22 Aug
17–22 Aug
$644 SGD
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for 5 nights
$644 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 255 reviews
4.93 (255)
Superhost
Superhost
Flat in Chicago
Well Located Studio on the Red Line
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
5–10 Jul
5–10 Jul
$1,445 SGD
Show price breakdown
for 5 nights
$1,445 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
8–13 Nov
8–13 Nov
$1,022 SGD
Show price breakdown
for 5 nights
$1,022 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 579 reviews
4.96 (579)
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
$1,174 SGD
Show price breakdown
for 5 nights
$1,174 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 421 reviews
4.99 (421)
Top guest favourite
Guest favourite
Room in Chicago
Private Queen Bedroom with Private Bathroom
1 queen bed
1 queen bed
2.5 bathrooms
,
·
2.5 bathrooms
21–26 Jun
21–26 Jun
$1,250 SGD
$969 SGD
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for 5 nights
4.95 out of 5 average rating, 195 reviews
4.95 (195)
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