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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
16–21 Oct
16–21 Oct
$1,124 SGD
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for 5 nights
$1,124 SGD for 5 nights
,
·
4.97 out of 5 average rating, 331 reviews
4.97 (331)
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
$707 SGD
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for 5 nights
$707 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 254 reviews
4.91 (254)
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
$426 SGD
$342 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 37 reviews
4.97 (37)
Place to stay in Chicago
10 minutes to Downtown near subway and bus m1
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
2 bathrooms
,
·
2 bathrooms
13–18 Oct
13–18 Oct
$333 SGD
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for 5 nights
$333 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
$1,944 SGD
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for 5 nights
$1,944 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
$866 SGD
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for 5 nights
$866 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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
$1,450 SGD
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for 5 nights
$1,450 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
Luxe Wrigley Estate: Pool Table + Parking + Patio
4 bedrooms
4 bedrooms
7 beds
,
·
7 beds
2 bathrooms
,
·
2 bathrooms
22–27 Jun
22–27 Jun
$5,271 SGD
$4,345 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
$820 SGD
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for 5 nights
$820 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 60 reviews
4.9 (60)
Guest favourite
Guest favourite
Flat in Chicago
LIVN West Loop Chicago King Studio Apartment
1 bedroom
1 bedroom
1 king bed
,
·
1 king bed
1 bathroom
,
·
1 bathroom
18–23 Jun
18–23 Jun
$2,678 SGD
$2,064 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 25 reviews
4.96 (25)
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
$1,069 SGD
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for 5 nights
$1,069 SGD for 5 nights
Free cancellation
New place to stay
New
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
3–8 Aug
3–8 Aug
$646 SGD
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for 5 nights
$646 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 255 reviews
4.93 (255)
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
$1,215 SGD
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for 5 nights
$1,215 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
$2,268 SGD
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for 5 nights
$2,268 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
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
$1,367 SGD
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for 5 nights
$1,367 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 61 reviews
4.97 (61)
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
$1,025 SGD
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for 5 nights
$1,025 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
$1,177 SGD
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for 5 nights
$1,177 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 421 reviews
4.99 (421)
Guest favourite
Guest favourite
Flat in Chicago
Bright Apartment
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
3–8 Oct
3–8 Oct
$729 SGD
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for 5 nights
$729 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 133 reviews
4.92 (133)
Place to stay in Chicago
Private Room for 3 Guests By Grand Ave Blueline
1 bedroom
1 bedroom
2 beds
,
·
2 beds
2 bathrooms
,
·
2 bathrooms
6–11 Jul
6–11 Jul
$945 SGD
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for 5 nights
$945 SGD for 5 nights
Free cancellation
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