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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Flat in Chicago
Prime Bridgeport – McGuane Park
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
9–14 Aug
9–14 Aug
$1,249 SGD
Show price breakdown
for 5 nights
$1,249 SGD for 5 nights
,
·
4.94 out of 5 average rating, 125 reviews
4.94 (125)
Flat in Chicago
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$716 SGD
Show price breakdown
for 5 nights
$716 SGD for 5 nights
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Schaumburg
Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,797 SGD
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for 5 nights
$1,797 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$790 SGD
$667 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 678 reviews
4.95 (678)
Top guest favourite
Guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
11–16 Jul
11–16 Jul
$3,673 SGD
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for 5 nights
$3,673 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Aug
9–14 Aug
$3,246 SGD
Show price breakdown
for 5 nights
$3,246 SGD for 5 nights
Free cancellation
New place to stay
New
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,682 SGD
Show price breakdown
for 5 nights
$1,682 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Flat in Chicago
Lake Shore Condo | Beach | North Chicago
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
26–31 Jul
26–31 Jul
$1,899 SGD
Show price breakdown
for 5 nights
$1,899 SGD for 5 nights
New place to stay
New
Superhost
Superhost
Apartment in Chicago
Elegant Historic Duplex | Old Town • Lincoln Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
22–27 Aug
22–27 Aug
$2,578 SGD
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for 5 nights
$2,578 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,357 SGD
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for 5 nights
$1,357 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$650 SGD
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for 5 nights
$650 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 110 reviews
4.97 (110)
Top guest favourite
Guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$1,138 SGD
Show price breakdown
for 5 nights
$1,138 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 124 reviews
4.99 (124)
Top guest favourite
Guest favourite
Guest house in Evanston
Welcome to Serenity.
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$794 SGD
$701 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
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
$1,376 SGD
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for 5 nights
$1,376 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Guest favourite
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$779 SGD
Show price breakdown
for 5 nights
$779 SGD for 5 nights
4.88 out of 5 average rating, 433 reviews
4.88 (433)
Superhost
Superhost
Home in Evanston
Stunning Evanston Retreat Near NU
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
17–22 Aug
17–22 Aug
$2,485 SGD
Show price breakdown
for 5 nights
$2,485 SGD for 5 nights
Free cancellation
New place to stay
New
Home in Chicago
Comfortable welcoming stay for business or leisure
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$3,602 SGD
$3,012 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,959 SGD
Show price breakdown
for 5 nights
$1,959 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Place to stay in Chicago
The Native Garden at the City's Edge
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$490 SGD
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for 5 nights
$490 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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