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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 Bright Retreat in Andersonville
1 bedroom
,
·
2 beds
,
·
1 private bathroom
24–29 Jul
24–29 Jul
$2,105 SGD
$1,911 SGD
Show price breakdown
for 5 nights
,
·
4.86 out of 5 average rating, 246 reviews
4.86 (246)
Guest favourite
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$986 SGD
$884 SGD
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for 5 nights
4.88 out of 5 average rating, 475 reviews
4.88 (475)
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
$1,344 SGD
Show price breakdown
for 5 nights
$1,344 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
Place to stay in Chicago
Happy Homes U&I – Quiet Basement Retreat
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$405 SGD
Show price breakdown
for 5 nights
$405 SGD for 5 nights
Free cancellation
New place to stay
New
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
16–21 Aug
16–21 Aug
$1,372 SGD
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for 5 nights
$1,372 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Guest favourite
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
23–28 Oct
23–28 Oct
$605 SGD
$553 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Guest favourite
Guest favourite
Room in Chicago
Lovely Front Room in a New Renovated Apartment
2 single beds
2 single beds
,
·
1 bathroom
1 bathroom
22–27 Sept
22–27 Sept
$496 SGD
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for 5 nights
$496 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 102 reviews
4.91 (102)
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
12–17 Oct
12–17 Oct
$1,189 SGD
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for 5 nights
$1,189 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 55 reviews
4.95 (55)
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
$836 SGD
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for 5 nights
$836 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Top guest favourite
Guest favourite
Flat in Chicago
*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,681 SGD
$1,242 SGD
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for 5 nights
4.94 out of 5 average rating, 216 reviews
4.94 (216)
Flat in Chicago
Cozy Apartment in Pilsen | 2BR 2B | 15 Min to Town
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,400 SGD
Show price breakdown
for 5 nights
$1,400 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,027 SGD
Show price breakdown
for 5 nights
$2,027 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$896 SGD
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for 5 nights
$896 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 184 reviews
4.98 (184)
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
$904 SGD
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for 5 nights
$904 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 50 reviews
4.92 (50)
Guest favourite
Guest favourite
Room in Chicago
near festivals & united center
1 bed
1 bed
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$427 SGD
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for 5 nights
$427 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 113 reviews
4.96 (113)
Top guest favourite
Guest favourite
Rooms in Oak Park
Single bedroom with Asian decor in family home
2 bedrooms
2 bedrooms
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$447 SGD
Show price breakdown
for 5 nights
$447 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 382 reviews
4.94 (382)
Top guest favourite
Guest favourite
Guest suite in Chicago
2BR/1.5 Bath in Logan Square
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
28 Nov – 3 Dec
28 Nov – 3 Dec
$1,017 SGD
Show price breakdown
for 5 nights
$1,017 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 59 reviews
4.95 (59)
Top guest favourite
Guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$480 SGD
Show price breakdown
for 5 nights
$480 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 140 reviews
4.94 (140)
Home in Chicago
Modern Cozy Studio Near Dining & Transit
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$820 SGD
Show price breakdown
for 5 nights
$820 SGD for 5 nights
Free cancellation
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