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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Flat in Chicago
Elegant Suite in Gold Coast
1 bedroom
,
·
2 beds
,
·
1.5 private bathrooms
28 Aug – 2 Sept
28 Aug – 2 Sept
$3,316 SGD
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for 5 nights
$3,316 SGD for 5 nights
,
·
4.98 out of 5 average rating, 207 reviews
4.98 (207)
Guest favourite
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
4.88 out of 5 average rating, 475 reviews
4.88 (475)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$985 SGD
$882 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 119 reviews
4.95 (119)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$1,384 SGD
Show price breakdown
for 5 nights
$1,384 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
4.97 out of 5 average rating, 64 reviews
4.97 (64)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,372 SGD
Show price breakdown
for 5 nights
$1,372 SGD for 5 nights
Free cancellation
Superhost
Superhost
Flat in Chicago
Modern 4BR West Town Duplex | Best for LongStays
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Jul
1–6 Jul
$6,638 SGD
$4,211 SGD
Show price breakdown
for 5 nights
Free cancellation
Place to stay in Chicago
Happy Homes U&I – Quiet Basement Retreat
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$400 SGD
Show price breakdown
for 5 nights
$400 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
4.95 out of 5 average rating, 55 reviews
4.95 (55)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$1,189 SGD
Show price breakdown
for 5 nights
$1,189 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
4.95 out of 5 average rating, 21 reviews
4.95 (21)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
23–28 Oct
23–28 Oct
$605 SGD
$553 SGD
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for 5 nights
Free cancellation
Flat in Chicago
Cozy Apartment in Pilsen | 2BR 2B | 15 Min to Town
New place to stay
New
,
·
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
Guest favourite
Guest favourite
Room in Chicago
ChicagoChinatownCenterB
4.93 out of 5 average rating, 54 reviews
4.93 (54)
,
·
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
6–11 Aug
6–11 Aug
$483 SGD
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for 5 nights
$483 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Room in Chicago
Lovely Front Room in a New Renovated Apartment
4.91 out of 5 average rating, 102 reviews
4.91 (102)
,
·
2 single beds
2 single beds
,
·
1 bathroom
1 bathroom
22–27 Sept
22–27 Sept
$496 SGD
Show price breakdown
for 5 nights
$496 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
4.94 out of 5 average rating, 216 reviews
4.94 (216)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,681 SGD
$1,242 SGD
Show price breakdown
for 5 nights
Guest favourite
Guest favourite
Flat in Chicago
NW Chicago Garden Apartment
4.92 out of 5 average rating, 50 reviews
4.92 (50)
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$904 SGD
Show price breakdown
for 5 nights
$904 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
4.98 out of 5 average rating, 184 reviews
4.98 (184)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$896 SGD
Show price breakdown
for 5 nights
$896 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Rooms in Oak Park
Single bedroom with Asian decor in family home
4.94 out of 5 average rating, 382 reviews
4.94 (382)
,
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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
Guest favourite
Guest favourite
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,643 SGD
$1,455 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Room in Chicago
Spacious garden level suite
4.96 out of 5 average rating, 311 reviews
4.96 (311)
,
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1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
1–6 Nov
1–6 Nov
$648 SGD
Show price breakdown
for 5 nights
$648 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Room in Chicago
near festivals & united center
4.96 out of 5 average rating, 113 reviews
4.96 (113)
,
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1 bed
1 bed
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$427 SGD
Show price breakdown
for 5 nights
$427 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Millennium Park 10 Min, Parking, Balcony, Sleeps 8
4.97 out of 5 average rating, 158 reviews
4.97 (158)
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$2,509 SGD
$2,313 SGD
Show price breakdown
for 5 nights
Free cancellation
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