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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 Loop
The Royal Sonesta Chicago Downtown, King - city...
1 bedroom
,
·
1 bed
,
·
1 private bathroom
27 Jun – 2 Jul
27 Jun – 2 Jul
$2,145 SGD
Show price breakdown
for 5 nights
$2,145 SGD for 5 nights
,
·
4.74 out of 5 average rating, 177 reviews
4.74 (177)
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
5–10 Jul
5–10 Jul
$3,107 SGD
$2,768 SGD
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for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top 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
7–12 Sept
7–12 Sept
$1,521 SGD
Show price breakdown
for 5 nights
$1,521 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Flat in Chicago
3BR Vintage Apt • Patio • Walk to McKinley Park
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1 bathroom
1 bathroom
21–26 Jun
21–26 Jun
$1,800 SGD
Show price breakdown
for 5 nights
$1,800 SGD for 5 nights
Free cancellation
New place to stay
New
Superhost
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms
4 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$2,303 SGD
Show price breakdown
for 5 nights
$2,303 SGD for 5 nights
Free cancellation
Flat in Logan Square
Retro Logan Square Retreat • Blue Line
1 bedroom
1 bedroom
,
·
1 bunk bed
1 bunk bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$847 SGD
Show price breakdown
for 5 nights
$847 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Home in Humboldt Park
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
21–26 Jun
21–26 Jun
$2,922 SGD
$2,638 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,994 SGD
$2,713 SGD
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for 5 nights
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Top guest favourite
Guest favourite
Flat in West Rogers Park
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Dec
6–11 Dec
$1,021 SGD
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for 5 nights
$1,021 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 107 reviews
4.99 (107)
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
18–23 Jun
18–23 Jun
$2,891 SGD
$2,330 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 61 reviews
4.98 (61)
Flat in West Side
Garden Retreat Pilsen Chicago Apartment
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
29 Jun – 4 Jul
29 Jun – 4 Jul
$1,294 SGD
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for 5 nights
$1,294 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Room in Norwood Park
Private Room in Norwood Park
1 bed
1 bed
,
·
1 bathroom
1 bathroom
28 Jun – 3 Jul
28 Jun – 3 Jul
$430 SGD
$379 SGD
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for 5 nights
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Top guest favourite
Guest favourite
Flat in Bridgeport
Designer Garden Unit in Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,361 SGD
Show price breakdown
for 5 nights
$1,361 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 62 reviews
4.97 (62)
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
$2,822 SGD
Show price breakdown
for 5 nights
$2,822 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Place to stay in Norwood Park
The Native Garden at the City's Edge
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Aug
4–9 Aug
$493 SGD
Show price breakdown
for 5 nights
$493 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Flat in Bridgeport
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms
2 bedrooms
,
·
2 double beds
2 double beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,549 SGD
$1,236 SGD
Show price breakdown
for 5 nights
4.93 out of 5 average rating, 230 reviews
4.93 (230)
Home in South Side
Steps to Lake & Beach! Multi-Level Oakland Haven
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
29 Jun – 4 Jul
29 Jun – 4 Jul
$4,122 SGD
Show price breakdown
for 5 nights
$4,122 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Apartment in Rogers Park Township
Your Chicago Retreat
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
28 Jun – 3 Jul
28 Jun – 3 Jul
$2,258 SGD
Show price breakdown
for 5 nights
$2,258 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 299 reviews
4.99 (299)
Guest favourite
Guest favourite
Flat in Chicago Loop
Downtown Penthouse Huge Patio with Great View
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
21–26 Jun
21–26 Jun
$7,927 SGD
Show price breakdown
for 5 nights
$7,927 SGD for 5 nights
4.99 out of 5 average rating, 71 reviews
4.99 (71)
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