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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Apartment in Chicago
MARVELOUS MAG MILE 2BD/2BA (+Rooftop)
2 bedrooms
,
·
2 beds
,
·
2 private bathrooms
6–11 Aug
6–11 Aug
$4,295 SGD
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for 5 nights
$4,295 SGD for 5 nights
,
·
4.9 out of 5 average rating, 190 reviews
4.9 (190)
Top guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 119 reviews
4.95 (119)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$1,359 SGD
$1,212 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
5.0 out of 5 average rating, 48 reviews
5.0 (48)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
$1,972 SGD
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for 5 nights
$1,972 SGD for 5 nights
Pay $0 today
Free cancellation
Flat in Chicago
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
$1,394 SGD
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for 5 nights
$1,394 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Chicago
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
$712 SGD
$548 SGD
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for 5 nights
Guest favourite
Guest favourite
Flat in Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
4.95 out of 5 average rating, 19 reviews
4.95 (19)
,
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2 bedrooms
2 bedrooms
,
·
2 bathrooms
2 bathrooms
14–19 Aug
14–19 Aug
$4,012 SGD
$2,921 SGD
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for 5 nights
Guest favourite
Guest favourite
Place to stay in Chicago
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
,
·
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
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Chicago
Spacious 1-bedroom South Loop Loft I Sleep 5
4.94 out of 5 average rating, 232 reviews
4.94 (232)
,
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1 bedroom
1 bedroom
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,998 SGD
$1,768 SGD
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for 5 nights
Guest favourite
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
4.95 out of 5 average rating, 64 reviews
4.95 (64)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$1,890 SGD
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for 5 nights
$1,890 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
5.0 out of 5 average rating, 52 reviews
5.0 (52)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,460 SGD
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for 5 nights
$2,460 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Chicago
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
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,098 SGD
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for 5 nights
$2,098 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Chicago
Spacious garden level suite
4.96 out of 5 average rating, 312 reviews
4.96 (312)
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1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
1–6 Nov
1–6 Nov
$647 SGD
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for 5 nights
$647 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Room in Chicago
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
$452 SGD
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for 5 nights
$452 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Chicago
Modern & Spacious Condo Minutes from the Loop
4.97 out of 5 average rating, 78 reviews
4.97 (78)
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
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2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$2,167 SGD
$1,976 SGD
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for 5 nights
Guest favourite
Guest favourite
Flat in Chicago
Modern 2 Bedroom in West Town With Garage Parking
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,602 SGD
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for 5 nights
$1,602 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Chicago
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
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$2,200 SGD
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for 5 nights
$2,200 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Rooms in Oak Park
Single bedroom with Asian decor in family home
4.94 out of 5 average rating, 383 reviews
4.94 (383)
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2 bedrooms
2 bedrooms
,
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1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$447 SGD
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for 5 nights
$447 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Flat in Chicago
Luxury Loft Collection 01 - Terrace - River North
4.9 out of 5 average rating, 119 reviews
4.9 (119)
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3 bedrooms
3 bedrooms
,
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8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$6,036 SGD
$4,515 SGD
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for 5 nights
Top guest favourite
Guest favourite
Flat in Chicago
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
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,386 SGD
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for 5 nights
$1,386 SGD for 5 nights
Pay $0 today
Free cancellation
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