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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Room in Hyde Park
HydePark001, UC, Chinatown,NavyPier, freeparking
1 bedroom
,
·
1 bed
,
·
1 private bathroom
3–8 Aug
3–8 Aug
$902 SGD
$737 SGD
Show price breakdown
for 5 nights
,
·
4.87 out of 5 average rating, 220 reviews
4.87 (220)
Top guest favourite
Guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 119 reviews
4.95 (119)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$1,367 SGD
$1,252 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Bridgeport
Designer Garden Unit in Bridgeport
4.97 out of 5 average rating, 64 reviews
4.97 (64)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 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
Top guest favourite
Guest favourite
Flat in Lake View
A Whimsical Fairy-tale Loft in Ravenswood Chicago
4.99 out of 5 average rating, 346 reviews
4.99 (346)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,220 SGD
$1,076 SGD
Show price breakdown
for 5 nights
Free cancellation
Flat in West Side
Cozy Apartment in Pilsen | 2BR 2B | 15 Min to Town
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,395 SGD
Show price breakdown
for 5 nights
$1,395 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
5.0 out of 5 average rating, 19 reviews
5.0 (19)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,027 SGD
Show price breakdown
for 5 nights
$2,027 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Room in West Side
Spacious & serene in hip spot. Sleeps 4.
4.92 out of 5 average rating, 520 reviews
4.92 (520)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$706 SGD
$503 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in West Side
Chicago Row House Garden Apartmt
4.91 out of 5 average rating, 56 reviews
4.91 (56)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$1,189 SGD
Show price breakdown
for 5 nights
$1,189 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Room in South Loop
ChicagoChinatownCenterB
4.93 out of 5 average rating, 55 reviews
4.93 (55)
,
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1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$497 SGD
Show price breakdown
for 5 nights
$497 SGD for 5 nights
Guest favourite
Guest favourite
Apartment in West Side
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
4.88 out of 5 average rating, 476 reviews
4.88 (476)
,
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,253 SGD
Show price breakdown
for 5 nights
$1,253 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in North Side
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
4.93 out of 5 average rating, 337 reviews
4.93 (337)
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$870 SGD
Show price breakdown
for 5 nights
$870 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Chicago Loop
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 77 reviews
4.97 (77)
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$1,961 SGD
$1,254 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Wicker Park
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,862 SGD
Show price breakdown
for 5 nights
$1,862 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Chicago Loop
Upscale High-Rise Apt · Rooftop Pool + Views
4.97 out of 5 average rating, 31 reviews
4.97 (31)
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,020 SGD
$1,803 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Albany Park
NorthSide Chicago duplex 5-BD,2King size-free park
4.97 out of 5 average rating, 198 reviews
4.97 (198)
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5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
8–13 Nov
8–13 Nov
$2,603 SGD
$2,308 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Logan Square
Sun filled tranquil 2 br great part of Logan Sq.
4.77 out of 5 average rating, 566 reviews
4.77 (566)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,247 SGD
Show price breakdown
for 5 nights
$1,247 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Downtown Chicago
Beautiful 2BR Apartment in Old Town
4.89 out of 5 average rating, 298 reviews
4.89 (298)
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
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1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$2,363 SGD
$1,805 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Place to stay in South Side
Large Brand New Room in Hyde Park Close toDowntown
4.95 out of 5 average rating, 21 reviews
4.95 (21)
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1 bedroom
1 bedroom
,
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1 bed
1 bed
,
·
1 bathroom
1 bathroom
23–28 Oct
23–28 Oct
$605 SGD
$553 SGD
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for 5 nights
Extended stay discount
Free cancellation
Guest favourite
Guest favourite
Home in Ukrainian Village
West Town Gem: 2BR w/ Patio, W/D + Free Parking
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$2,202 SGD
Show price breakdown
for 5 nights
$2,202 SGD for 5 nights
Free cancellation
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