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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
$3,320 SGD
Show price breakdown
for 5 nights
$3,320 SGD for 5 nights
,
·
4.98 out of 5 average rating, 207 reviews
4.98 (207)
Top guest favourite
Guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
4.95 out of 5 average rating, 41 reviews
4.95 (41)
,
·
5 bedrooms
5 bedrooms
,
·
12 beds
12 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Jul
1–6 Jul
$6,930 SGD
Show price breakdown
for 5 nights
$6,930 SGD for 5 nights
Superhost
Superhost
Home in Chicago
Beautiful Chicago Greystone
4.93 out of 5 average rating, 137 reviews
4.93 (137)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,918 SGD
Show price breakdown
for 5 nights
$1,918 SGD for 5 nights
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
$1,351 SGD
Show price breakdown
for 5 nights
$1,351 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,831 SGD
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for 5 nights
$2,831 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 12 reviews
5.0 (12)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$2,278 SGD
Show price breakdown
for 5 nights
$2,278 SGD for 5 nights
Guest favourite
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,298 SGD
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for 5 nights
$1,298 SGD for 5 nights
Free cancellation
Flat in Berwyn
Spacious 2BD w/Game Table for 7 near City+Airport
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$2,351 SGD
Show price breakdown
for 5 nights
$2,351 SGD for 5 nights
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 76 reviews
4.97 (76)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
3–8 Jul
3–8 Jul
$2,383 SGD
$1,447 SGD
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for 5 nights
Guest favourite
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,353 SGD
Show price breakdown
for 5 nights
$1,353 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
5.0 out of 5 average rating, 26 reviews
5.0 (26)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$1,018 SGD
Show price breakdown
for 5 nights
$1,018 SGD for 5 nights
Free cancellation
Home in Chicago
Comfortable welcoming stay for business or leisure
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$3,595 SGD
$3,006 SGD
Show price breakdown
for 5 nights
New home discount
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
5.0 out of 5 average rating, 52 reviews
5.0 (52)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$3,080 SGD
$2,565 SGD
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for 5 nights
Home in Chicago
Blonde Beauty Cozy Home Near Downtown Attractions
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$2,403 SGD
Show price breakdown
for 5 nights
$2,403 SGD for 5 nights
Top guest favourite
Guest favourite
Rooms in Chicago
Historic North Park home
4.97 out of 5 average rating, 112 reviews
4.97 (112)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$649 SGD
Show price breakdown
for 5 nights
$649 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
5.0 out of 5 average rating, 15 reviews
5.0 (15)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,289 SGD
Show price breakdown
for 5 nights
$2,289 SGD for 5 nights
Flat in Chicago
Northside Chicago Apartment
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$743 SGD
Show price breakdown
for 5 nights
$743 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Place to stay in Chicago
On The Go Travelers 1 Private Bdrm & BR
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$540 SGD
Show price breakdown
for 5 nights
$540 SGD for 5 nights
Home in Chicago
3BR Home Near Airport | Patio | Free Parking
4.5 out of 5 average rating, 4 reviews
4.5 (4)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$1,917 SGD
Show price breakdown
for 5 nights
$1,917 SGD for 5 nights
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