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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Featured hotel
Featured hotel
Hotel in Chicago
King - city view
1 bedroom
,
·
1 bed
,
·
1 private bathroom
1–6 Jul
1–6 Jul
$1,599 SGD
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for 5 nights
$1,599 SGD for 5 nights
,
·
4.74 out of 5 average rating, 180 reviews
4.74 (180)
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
$1,958 SGD
Show price breakdown
for 5 nights
$1,958 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
6–11 Jul
6–11 Jul
$2,135 SGD
Show price breakdown
for 5 nights
$2,135 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
15–20 Aug
15–20 Aug
$1,211 SGD
Show price breakdown
for 5 nights
$1,211 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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
$3,402 SGD
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for 5 nights
$3,402 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Flat in Oak Park
Airy & Sunny Treetop Oasis Best Location & Parking
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$2,079 SGD
$1,611 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 82 reviews
4.98 (82)
Guest favourite
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,122 SGD
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for 5 nights
$1,122 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 473 reviews
4.88 (473)
Guest favourite
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
25–30 Aug
25–30 Aug
$2,286 SGD
Show price breakdown
for 5 nights
$2,286 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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
$789 SGD
$678 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 678 reviews
4.95 (678)
Guest favourite
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
23–28 Oct
23–28 Oct
$606 SGD
$554 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.95 out of 5 average rating, 20 reviews
4.95 (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
$1,373 SGD
Show price breakdown
for 5 nights
$1,373 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 63 reviews
4.97 (63)
Home in Chicago
NEW - Spacious Home 4BD/3BTH w/ garage!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
4–9 Aug
4–9 Aug
$4,958 SGD
Show price breakdown
for 5 nights
$4,958 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,288 SGD
$1,155 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
$649 SGD
Show price breakdown
for 5 nights
$649 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 110 reviews
4.97 (110)
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
$1,881 SGD
Show price breakdown
for 5 nights
$1,881 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$1,590 SGD
$1,285 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Top guest favourite
Guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$2,799 SGD
Show price breakdown
for 5 nights
$2,799 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
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
23–28 Aug
23–28 Aug
$2,530 SGD
Show price breakdown
for 5 nights
$2,530 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,086 SGD
Show price breakdown
for 5 nights
$1,086 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 334 reviews
4.93 (334)
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