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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Apartment in Chicago
The Upscale Getaway Near Downtown
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
12–17 Aug
12–17 Aug
$2,121 SGD
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for 5 nights
$2,121 SGD for 5 nights
,
·
4.93 out of 5 average rating, 291 reviews
4.93 (291)
Flat in Chicago
3BR Vintage Apt • Patio • Walk to McKinley Park
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1 bathroom
1 bathroom
21–26 Jun
21–26 Jun
$1,481 SGD
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for 5 nights
$1,481 SGD for 5 nights
Free cancellation
New place to stay
New
Top 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
24–29 Jun
24–29 Jun
$2,438 SGD
$2,150 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Flat in Chicago
Lake Shore Condo | Beach | North Chicago
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
12–17 Jul
12–17 Jul
$1,277 SGD
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for 5 nights
$1,277 SGD for 5 nights
New place to stay
New
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, 255 reviews
4.91 (255)
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
$1,185 SGD
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for 5 nights
$1,185 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 50 reviews
4.96 (50)
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
$1,790 SGD
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for 5 nights
$1,790 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
8–13 Jul
8–13 Jul
$1,931 SGD
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for 5 nights
$1,931 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
18–23 Oct
18–23 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, 423 reviews
4.99 (423)
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, 61 reviews
4.9 (61)
Superhost
Superhost
Flat in Chicago
Paradise Lounge South loop 3br W/ Balcony
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
28 Jun – 3 Jul
28 Jun – 3 Jul
$2,202 SGD
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for 5 nights
$2,202 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Oak Park
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$728 SGD
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for 5 nights
$728 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 53 reviews
5.0 (53)
Top 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, 16 reviews
5.0 (16)
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
Show price breakdown
for 5 nights
$2,268 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 299 reviews
4.99 (299)
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
Show price breakdown
for 5 nights
$1,450 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Room in Chicago
Accommodation for 2 people (basement)
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
21–26 Jun
21–26 Jun
$661 SGD
Show price breakdown
for 5 nights
$661 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Superhost
Superhost
Flat in Clarendon Hills
Clarendon Hills Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
28 Jun – 3 Jul
28 Jun – 3 Jul
$1,132 SGD
Show price breakdown
for 5 nights
$1,132 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,656 SGD
Show price breakdown
for 5 nights
$1,656 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 495 reviews
4.9 (495)
Top guest favourite
Guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Aug
7–12 Aug
$1,050 SGD
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for 5 nights
$1,050 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 676 reviews
4.95 (676)
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