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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
$2,219 SGD
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for 5 nights
$2,219 SGD for 5 nights
,
·
4.74 out of 5 average rating, 178 reviews
4.74 (178)
Top 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
24–29 Jun
24–29 Jun
$2,443 SGD
$2,101 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Flat in Logan Square
Retro Logan Square Retreat • Blue Line
1 bedroom
1 bedroom
,
·
1 bunk bed
1 bunk bed
12–17 Jul
12–17 Jul
$847 SGD
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for 5 nights
$847 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
2–7 Jul
2–7 Jul
$1,548 SGD
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for 5 nights
$1,548 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 115 reviews
4.95 (115)
Top guest favourite
Guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
5–10 Jul
5–10 Jul
$3,105 SGD
$2,680 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favourite
Guest favourite
38
Reviews
4.97
Stars
Rating
9
Years hosting
Room in Norwood Park
Private Room in Norwood Park
1 bed
1 bed
28 Jun – 3 Jul
28 Jun – 3 Jul
$429 SGD
$377 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
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)
Guest favourite
Guest favourite
19
Reviews
4.95
Stars
Rating
11
Years hosting
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
14–19 Oct
14–19 Oct
$600 SGD
$549 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 19 reviews
4.95 (19)
Superhost
Superhost
Apartment in North Side
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
27 Jun – 2 Jul
27 Jun – 2 Jul
$1,470 SGD
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for 5 nights
$1,470 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 156 reviews
4.96 (156)
Featured hotel
Featured hotel
4
Reviews
5.0
Stars
Rating
3
Months hosting
Hotel in Downtown Chicago
Deluxe king room & rooftop bar with views
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
9–14 Aug
9–14 Aug
$1,384 SGD
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for 5 nights
$1,384 SGD for 5 nights
+$180 SGD Airbnb credit
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Superhost
Superhost
Flat in Wicker Park
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
19–24 Jul
19–24 Jul
$1,782 SGD
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for 5 nights
$1,782 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 Bridgeport
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms
2 bedrooms
,
·
2 double beds
2 double beds
25–30 Jun
25–30 Jun
$2,044 SGD
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for 5 nights
$2,044 SGD for 5 nights
4.96 out of 5 average rating, 101 reviews
4.96 (101)
Guest favourite
Guest favourite
19
Reviews
4.84
Stars
Rating
4
Years hosting
Place to stay in Rogers Park Township
C4. 9 min to Red Line and Lyola University
1 bedroom
1 bedroom
,
·
2 beds
2 beds
21–26 Jun
21–26 Jun
$350 SGD
$324 SGD
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for 5 nights
4.84 out of 5 average rating, 19 reviews
4.84 (19)
Flat in Downtown Chicago
Luxury South Loop Apt
2 beds
2 beds
9–14 Aug
9–14 Aug
$2,532 SGD
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for 5 nights
$2,532 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Flat in West Town
Boho City Escape | Parking + Balcony
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
3–8 Aug
3–8 Aug
$3,008 SGD
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for 5 nights
$3,008 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Flat in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom
1 bedroom
,
·
1 bed
1 bed
24–29 Oct
24–29 Oct
$808 SGD
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for 5 nights
$808 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 40 reviews
5.0 (40)
Guest favourite
Guest favourite
6
Reviews
5.0
Stars
Rating
1
Month hosting
Place to stay in Norwood Park
The Native Garden at the City's Edge
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
4–9 Aug
4–9 Aug
$493 SGD
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for 5 nights
$493 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Apartment in North Side
Stylish Chicago Firefighter 3 bed Retreat-Sleeps 7
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
23–28 Aug
23–28 Aug
$1,299 SGD
Show price breakdown
for 5 nights
$1,299 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 75 reviews
4.97 (75)
Top guest favourite
Guest favourite
Flat in South Side
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
5–10 Jul
5–10 Jul
$2,079 SGD
Show price breakdown
for 5 nights
$2,079 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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