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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Flat in Chicago
Logan’s Cozy Inn.
2 bedrooms
,
·
3 beds
,
·
1 bathroom
20–25 Sept
20–25 Sept
$1,064 SGD
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for 5 nights
$1,064 SGD for 5 nights
,
·
4.83 out of 5 average rating, 143 reviews
4.83 (143)
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,703 SGD
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for 5 nights
$1,703 SGD for 5 nights
4.9 out of 5 average rating, 129 reviews
4.9 (129)
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,420 SGD
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for 5 nights
$1,420 SGD for 5 nights
New place to stay
New
Superhost
Superhost
Room in Chicago
Private RM 1st FLR BDRM|12”Memory Queen BD|TV|Fan
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$456 SGD
$394 SGD
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for 5 nights
4.95 out of 5 average rating, 55 reviews
4.95 (55)
Top guest favourite
Guest favourite
Room in Chicago
Guest room in Dunning, Chicago IL
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
19–24 Sept
19–24 Sept
$491 SGD
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for 5 nights
$491 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
16–21 Aug
16–21 Aug
$1,479 SGD
$1,287 SGD
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for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom
1 bedroom
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$798 SGD
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for 5 nights
$798 SGD for 5 nights
New place to stay
New
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$627 SGD
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for 5 nights
$627 SGD for 5 nights
New place to stay
New
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
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,490 SGD
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for 5 nights
$1,490 SGD for 5 nights
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Top guest favourite
Guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Jan – 1 Feb
27 Jan – 1 Feb
$624 SGD
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for 5 nights
$624 SGD for 5 nights
5.0 out of 5 average rating, 39 reviews
5.0 (39)
Guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Jan
1–6 Jan
$1,104 SGD
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for 5 nights
$1,104 SGD for 5 nights
4.95 out of 5 average rating, 127 reviews
4.95 (127)
Room in Forest Park
City Get-away on Marengo
1 bed
1 bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$449 SGD
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for 5 nights
$449 SGD for 5 nights
New place to stay
New
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$333 SGD
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for 5 nights
$333 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
2–7 Nov
2–7 Nov
$1,250 SGD
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for 5 nights
$1,250 SGD for 5 nights
4.95 out of 5 average rating, 165 reviews
4.95 (165)
Guest favourite
Guest favourite
Flat in Chicago
Kasa Lake Shore Chicago | Two Bedroom King & Queen
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$3,658 SGD
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for 5 nights
$3,658 SGD for 5 nights
4.87 out of 5 average rating, 15 reviews
4.87 (15)
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
,
·
1 bathroom
1 bathroom
23–28 Oct
23–28 Oct
$1,103 SGD
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for 5 nights
$1,103 SGD for 5 nights
4.98 out of 5 average rating, 417 reviews
4.98 (417)
Top guest favourite
Guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$2,114 SGD
$1,840 SGD
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for 5 nights
5.0 out of 5 average rating, 56 reviews
5.0 (56)
Guest favourite
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,688 SGD
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for 5 nights
$1,688 SGD for 5 nights
4.95 out of 5 average rating, 87 reviews
4.95 (87)
Top guest favourite
Guest favourite
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,196 SGD
$1,052 SGD
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for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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