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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 Logan Square
Private Suite w/ offstreet pkg, at Logan Sq Blu Ln
1 bedroom
,
·
2 beds
,
·
1 private bathroom
19–24 Aug
19–24 Aug
$1,442 SGD
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for 5 nights
$1,442 SGD for 5 nights
,
·
4.97 out of 5 average rating, 351 reviews
4.97 (351)
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
$931 SGD
Show price breakdown
for 5 nights
$931 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 336 reviews
4.93 (336)
Flat in Rogers Park Township
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
$1,924 SGD
Show price breakdown
for 5 nights
$1,924 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$2,777 SGD
Show price breakdown
for 5 nights
$2,777 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Guest favourite
Guest favourite
Place to stay in South Side
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)
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
10–15 Aug
10–15 Aug
$1,787 SGD
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for 5 nights
$1,787 SGD for 5 nights
Free cancellation
New place to stay
New
Flat in Belmont Cragin
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
$1,679 SGD
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for 5 nights
$1,679 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Flat in North Side
Quiet & Modern Avondale Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,353 SGD
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for 5 nights
$1,353 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
$2,304 SGD
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for 5 nights
$2,304 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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
$1,104 SGD
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for 5 nights
$1,104 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 124 reviews
4.99 (124)
Flat in West Side
Cozy Apartment in Pilsen | 2BR 2B | 15 Min to Town
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,462 SGD
Show price breakdown
for 5 nights
$1,462 SGD for 5 nights
Free cancellation
New place to stay
New
Flat in West Rogers Park
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Sept
4–9 Sept
$832 SGD
Show price breakdown
for 5 nights
$832 SGD for 5 nights
Free cancellation
New place to stay
New
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
26–31 Jul
26–31 Jul
$2,479 SGD
Show price breakdown
for 5 nights
$2,479 SGD for 5 nights
Free cancellation
New place to stay
New
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
$2,752 SGD
$1,616 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 74 reviews
4.97 (74)
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, 110 reviews
4.97 (110)
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
$1,405 SGD
Show price breakdown
for 5 nights
$1,405 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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
$3,240 SGD
Show price breakdown
for 5 nights
$3,240 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
$3,752 SGD
Show price breakdown
for 5 nights
$3,752 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Flat in Logan Square
Retro Logan Square Retreat • Blue Line
1 bedroom
1 bedroom
,
·
1 bunk bed
1 bunk bed
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$951 SGD
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for 5 nights
$951 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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