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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Descriptions are based on details hosts provide
Flat in Chicago
Kasa | Studio, Walk to Grant Park | South Loop
Studio
,
·
1 bed
,
·
1 private bathroom
30 Jul – 4 Aug
30 Jul – 4 Aug
$3,445 SGD
Show price breakdown
for 5 nights
$3,445 SGD for 5 nights
,
·
4.79 out of 5 average rating, 371 reviews
4.79 (371)
Guest favourite
Guest favourite
Home in Chicago
Spa tub and a private backyard fireplace
4.91 out of 5 average rating, 23 reviews
4.91 (23)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$3,417 SGD
$3,010 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Chicago
Newly renovated near Millennium Park
4.97 out of 5 average rating, 93 reviews
4.97 (93)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
16–21 Jul
16–21 Jul
$2,760 SGD
$1,835 SGD
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for 5 nights
Pay $0 today
Free cancellation
Flat in Skokie
Peaceful garden unit with private entrance
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$1,355 SGD
Show price breakdown
for 5 nights
$1,355 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Franklin Park
Newly remodeled with backyard and gazebo
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$1,396 SGD
Show price breakdown
for 5 nights
$1,396 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Minimal duplex with free private parking
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$2,611 SGD
Show price breakdown
for 5 nights
$2,611 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Brookfield
Sunlit mid-century brick ranch, tree-lined street
4.94 out of 5 average rating, 16 reviews
4.94 (16)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$2,581 SGD
Show price breakdown
for 5 nights
$2,581 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Place to stay in Chicago
x3 Private room with bath Hyde Park UChicago
5.0 out of 5 average rating, 16 reviews
5.0 (16)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$581 SGD
$502 SGD
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for 5 nights
Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
4–9 Aug
4–9 Aug
$268 SGD
Show price breakdown
for 5 nights
$268 SGD for 5 nights
Guest favourite
Guest favourite
Flat in Chicago
Eclectic decor in Pilsen’s art district
4.95 out of 5 average rating, 121 reviews
4.95 (121)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
12–17 Oct
12–17 Oct
$1,773 SGD
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for 5 nights
$1,773 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Rooms in Chicago
Historic North Park home
4.97 out of 5 average rating, 113 reviews
4.97 (113)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$632 SGD
Show price breakdown
for 5 nights
$632 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Guest suite in Chicago
Open-concept layout near O’Hare airport
4.88 out of 5 average rating, 434 reviews
4.88 (434)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$773 SGD
Show price breakdown
for 5 nights
$773 SGD for 5 nights
Superhost
Superhost
Home in Chicago
Renovated Mayfair retreat with a fire pit
6 bedrooms
6 bedrooms
,
·
11 beds
11 beds
,
·
3 bathrooms
3 bathrooms
26–31 Jul
26–31 Jul
$5,784 SGD
$3,150 SGD
Show price breakdown
for 5 nights
Guest favourite
Guest favourite
Home in Chicago
Historic bungalow with free parking near Hyde Park
4.93 out of 5 average rating, 14 reviews
4.93 (14)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,903 SGD
Show price breakdown
for 5 nights
$1,903 SGD for 5 nights
Pay $0 today
Free cancellation
Place to stay in Chicago
Self check in 24h near downtown Chicago p2
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
13–18 Aug
13–18 Aug
$4,667 SGD
Show price breakdown
for 5 nights
$4,667 SGD for 5 nights
Guest favourite
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
4.96 out of 5 average rating, 81 reviews
4.96 (81)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,750 SGD
Show price breakdown
for 5 nights
$1,750 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Chicago
Near UofC with patio and free parking
4.93 out of 5 average rating, 182 reviews
4.93 (182)
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$543 SGD
$483 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Sun filled tranquil 2 br great part of Logan Sq.
4.77 out of 5 average rating, 569 reviews
4.77 (569)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,189 SGD
$875 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Massive roof deck in Bronzeville
5.0 out of 5 average rating, 17 reviews
5.0 (17)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,101 SGD
Show price breakdown
for 5 nights
$2,101 SGD for 5 nights
Pay $0 today
Free cancellation
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