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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Superhost
Superhost
Apartment in Chicago
Near McCormick Place and Minutes from Downtown!
1 bedroom
,
·
1 bed
,
·
1 private bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,196 SGD
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for 5 nights
$1,196 SGD for 5 nights
,
·
4.86 out of 5 average rating, 399 reviews
4.86 (399)
Room in Chicago
Iconic City | Riverwalk. Free Breakfast*
2 beds
2 beds
23–28 Aug
23–28 Aug
$1,455 SGD
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for 5 nights
$1,455 SGD for 5 nights
New place to stay
New
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds
2 beds
7–12 Sept
7–12 Sept
$1,204 SGD
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for 5 nights
$1,204 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
28 Aug – 2 Sept
28 Aug – 2 Sept
$2,208 SGD
$1,941 SGD
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for 5 nights
4.88 out of 5 average rating, 139 reviews
4.88 (139)
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
15–20 Nov
15–20 Nov
$1,692 SGD
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for 5 nights
$1,692 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Guest house in Chicago
Horner Park Coach House
1 bedroom
1 bedroom
,
·
1 bed
1 bed
27 Oct – 1 Nov
27 Oct – 1 Nov
$733 SGD
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for 5 nights
$733 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
2–7 Nov
2–7 Nov
$1,277 SGD
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for 5 nights
$1,277 SGD for 5 nights
4.95 out of 5 average rating, 169 reviews
4.95 (169)
Guest favourite
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
28 Sept – 3 Oct
28 Sept – 3 Oct
$788 SGD
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for 5 nights
$788 SGD for 5 nights
4.88 out of 5 average rating, 441 reviews
4.88 (441)
Guest favourite
Guest favourite
Flat in Chicago
Spacious 1BR | Washer/Dryer | Near Lincoln Square
1 bedroom
1 bedroom
,
·
1 bed
1 bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,212 SGD
$803 SGD
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for 5 nights
4.89 out of 5 average rating, 9 reviews
4.89 (9)
Top guest favourite
Guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom
1 bedroom
,
·
2 beds
2 beds
24–29 Nov
24–29 Nov
$922 SGD
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for 5 nights
$922 SGD for 5 nights
4.99 out of 5 average rating, 109 reviews
4.99 (109)
Top guest favourite
Guest favourite
Home in Lombard
Modern Boho house in Lombard 7 min to Metra
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
4–9 Oct
4–9 Oct
$1,383 SGD
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for 5 nights
$1,383 SGD for 5 nights
4.99 out of 5 average rating, 154 reviews
4.99 (154)
Top guest favourite
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,154 SGD
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for 5 nights
$1,154 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Guest favourite
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,053 SGD
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for 5 nights
$2,053 SGD for 5 nights
4.96 out of 5 average rating, 71 reviews
4.96 (71)
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 queen bed
1 queen bed
6–11 Sept
6–11 Sept
$622 SGD
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for 5 nights
$622 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom
1 bedroom
,
·
4 beds
4 beds
7–12 Sept
7–12 Sept
$830 SGD
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for 5 nights
$830 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Apartment in Chicago
UChicago Condo | 2 Baths, Private Parking & Entry
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
23–28 Aug
23–28 Aug
$1,468 SGD
$1,295 SGD
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for 5 nights
4.94 out of 5 average rating, 67 reviews
4.94 (67)
Top guest favourite
Guest favourite
Flat in Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
23–28 Oct
23–28 Oct
$1,095 SGD
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for 5 nights
$1,095 SGD for 5 nights
4.98 out of 5 average rating, 417 reviews
4.98 (417)
Room in Chicago
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds
2 queen beds
22–27 Aug
22–27 Aug
$1,919 SGD
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for 5 nights
$1,919 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
2–7 Nov
2–7 Nov
$831 SGD
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for 5 nights
$831 SGD for 5 nights
4.96 out of 5 average rating, 310 reviews
4.96 (310)
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