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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Superhost
Superhost
Room in Lake View
Bright Room with a Garden View
1 bedroom
,
·
1 bed
,
·
1 shared bathroom
15–20 Aug
15–20 Aug
$1,277 SGD
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for 5 nights
$1,277 SGD for 5 nights
,
·
4.82 out of 5 average rating, 420 reviews
4.82 (420)
Guest favourite
Guest favourite
Flat in Chicago Loop
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$2,751 SGD
$1,610 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 76 reviews
4.97 (76)
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
23–28 Aug
23–28 Aug
$1,796 SGD
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for 5 nights
$1,796 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Flat in West Town
ChiCasa Wicker Park Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$2,860 SGD
$2,338 SGD
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for 5 nights
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Flat in West Rogers Park
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$742 SGD
Show price breakdown
for 5 nights
$742 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Room in Roscoe Village
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$791 SGD
$684 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 678 reviews
4.95 (678)
Home in South Side
Designer Home | Steps to the Obama Center & Beach
5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Jul
1–6 Jul
$6,731 SGD
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for 5 nights
$6,731 SGD for 5 nights
Free cancellation
New place to stay
New
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
$3,581 SGD
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for 5 nights
$3,581 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Flat in Wicker Park
Skyline Views • Rooftop • Free EV Garage Parking
2 bedrooms
2 bedrooms
,
·
8 beds
8 beds
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$2,344 SGD
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for 5 nights
$2,344 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 62 reviews
4.94 (62)
Guest favourite
Guest favourite
Apartment in South Side
The Langley Luxe modern style unit
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,212 SGD
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for 5 nights
$1,212 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Flat in North Side
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
$974 SGD
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for 5 nights
$974 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 336 reviews
4.93 (336)
Guest house in West Town
Upscale Wicker Park Retreat
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$4,663 SGD
Show price breakdown
for 5 nights
$4,663 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in South Side
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,291 SGD
Show price breakdown
for 5 nights
$2,291 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Superhost
Superhost
Apartment in Lincoln Park
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
$2,417 SGD
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for 5 nights
$2,417 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Bridgeport
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
$1,101 SGD
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for 5 nights
$1,101 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 129 reviews
4.98 (129)
Flat in Little Italy
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
$3,236 SGD
Show price breakdown
for 5 nights
$3,236 SGD for 5 nights
Free cancellation
New place to stay
New
Home in West Town
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
$3,596 SGD
$3,007 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
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
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for 5 nights
$649 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 111 reviews
4.97 (111)
Top guest favourite
Guest favourite
Flat in North Side
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
$1,384 SGD
Show price breakdown
for 5 nights
$1,384 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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