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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Apartment in Chicago
Dream Condo steps from Wrigley Field!
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
4–9 Jul
4–9 Jul
$1,726 SGD
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for 5 nights
$1,726 SGD for 5 nights
,
·
4.82 out of 5 average rating, 383 reviews
4.82 (383)
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
3–8 Jul
3–8 Jul
$2,383 SGD
$1,447 SGD
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for 5 nights
4.97 out of 5 average rating, 76 reviews
4.97 (76)
Top 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
25–30 Oct
25–30 Oct
$1,351 SGD
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for 5 nights
$1,351 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
Guest favourite
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$885 SGD
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for 5 nights
$885 SGD for 5 nights
4.88 out of 5 average rating, 475 reviews
4.88 (475)
Guest favourite
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Jul
16–21 Jul
$983 SGD
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for 5 nights
$983 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$481 SGD
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for 5 nights
$481 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 140 reviews
4.94 (140)
Top guest favourite
Guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$1,018 SGD
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for 5 nights
$1,018 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Top guest favourite
Guest favourite
Room in Chicago
Private BR;Parking by UofC/HydePark
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$548 SGD
$491 SGD
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for 5 nights
4.93 out of 5 average rating, 181 reviews
4.93 (181)
Place to stay in Bridgeview
Comfortable Private Room with Easy Chicago Access
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$458 SGD
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for 5 nights
$458 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$2,278 SGD
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for 5 nights
$2,278 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
23–28 Aug
23–28 Aug
$1,886 SGD
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for 5 nights
$1,886 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,298 SGD
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for 5 nights
$1,298 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top 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
4–9 Jul
4–9 Jul
$1,450 SGD
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for 5 nights
$1,450 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Luxe
Luxe
Flat in Chicago
Luxury Downtown 4BR | Exclusive Design PH
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
2–7 Jul
2–7 Jul
$16,912 SGD
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for 5 nights
$16,912 SGD for 5 nights
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Top guest favourite
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$3,033 SGD
$2,615 SGD
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for 5 nights
Book early to save
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Guest favourite
Guest favourite
Room in Chicago
Private Room in Norwood Park
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$431 SGD
$367 SGD
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for 5 nights
4.98 out of 5 average rating, 41 reviews
4.98 (41)
Hotel in Chicago
Perfect Destination! Onsite Bar and Restaurant!
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,394 SGD
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for 5 nights
$1,394 SGD for 5 nights
Place to stay in Palatine
Private King Room A | Private Bathroom
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$641 SGD
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for 5 nights
$641 SGD for 5 nights
Free cancellation
New place to stay
New
Home in Chicago
Comfortable welcoming stay for business or leisure
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$3,595 SGD
$3,006 SGD
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for 5 nights
New home discount
Free cancellation
New place to stay
New
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