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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Guest suite in Chicago
Studio 15 Minutes From Ohare!
Studio
,
·
1 bed
,
·
1 private bathroom
8–13 Sept
8–13 Sept
$730 SGD
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for 5 nights
$730 SGD for 5 nights
,
·
4.97 out of 5 average rating, 200 reviews
4.97 (200)
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
1–6 Jul
1–6 Jul
$2,743 SGD
$1,434 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Chicago
New Home | O'Hare Airport
5.0 out of 5 average rating, 15 reviews
5.0 (15)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
11–16 Jul
11–16 Jul
$3,209 SGD
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for 5 nights
$3,209 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,880 SGD
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for 5 nights
$1,880 SGD for 5 nights
Pay $0 today
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
$3,075 SGD
$2,556 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Apartment in Chicago
Elegant Historic Duplex | Old Town • Lincoln Park
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
23–28 Aug
23–28 Aug
$2,413 SGD
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for 5 nights
$2,413 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
4.93 out of 5 average rating, 337 reviews
4.93 (337)
,
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$916 SGD
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for 5 nights
$916 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,849 SGD
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for 5 nights
$1,849 SGD for 5 nights
Pay $0 today
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
$3,590 SGD
$3,002 SGD
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for 5 nights
New home discount
Pay $0 today
Free cancellation
Home in Chicago
Designer Home | Steps to the Obama Center & Beach
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
,
·
3.5 bathrooms
3.5 bathrooms
5–10 Jul
5–10 Jul
$5,242 SGD
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for 5 nights
$5,242 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)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,288 SGD
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for 5 nights
$2,288 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
4.95 out of 5 average rating, 678 reviews
4.95 (678)
,
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3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$790 SGD
$683 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
4.98 out of 5 average rating, 129 reviews
4.98 (129)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$1,168 SGD
$1,082 SGD
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for 5 nights
Free cancellation
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
$741 SGD
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for 5 nights
$741 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
4.91 out of 5 average rating, 269 reviews
4.91 (269)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
11–16 Jul
11–16 Jul
$555 SGD
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for 5 nights
$555 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, 112 reviews
4.97 (112)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$648 SGD
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for 5 nights
$648 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Chicago
14 Min Downtown, Garage, Balcony, Near Blue Line
4.97 out of 5 average rating, 31 reviews
4.97 (31)
,
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2 bedrooms
2 bedrooms
,
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6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,797 SGD
Show price breakdown
for 5 nights
$1,797 SGD for 5 nights
Free cancellation
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Aug
9–14 Aug
$3,235 SGD
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for 5 nights
$3,235 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)
,
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3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
2–7 Jul
2–7 Jul
$3,335 SGD
$2,865 SGD
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for 5 nights
Pay $0 today
Free cancellation
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