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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Flat in Chicago
Elegant Suite in Gold Coast
1 bedroom
,
·
2 beds
,
·
1.5 private bathrooms
28 Aug – 2 Sept
28 Aug – 2 Sept
$3,320 SGD
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for 5 nights
$3,320 SGD for 5 nights
,
·
4.98 out of 5 average rating, 207 reviews
4.98 (207)
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
1–6 Jul
1–6 Jul
$2,746 SGD
$1,397 SGD
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for 5 nights
Pay $0 today
Free cancellation
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
$1,386 SGD
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for 5 nights
$1,386 SGD for 5 nights
Pay $0 today
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
$986 SGD
$884 SGD
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for 5 nights
Free cancellation
4.88 out of 5 average rating, 475 reviews
4.88 (475)
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
$1,286 SGD
$995 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
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
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 140 reviews
4.94 (140)
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
$550 SGD
$490 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 181 reviews
4.93 (181)
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
$1,556 SGD
$1,298 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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
$1,882 SGD
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for 5 nights
$1,882 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Home in Chicago
Designer Home | Steps to the Obama Center & Beach
5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
,
·
3.5 bathrooms
3.5 bathrooms
5–10 Jul
5–10 Jul
$5,249 SGD
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for 5 nights
$5,249 SGD for 5 nights
Free cancellation
New place to stay
New
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
$3,032 SGD
$2,614 SGD
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for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 21 reviews
5.0 (21)
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
$19,751 SGD
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for 5 nights
$19,751 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 39 reviews
4.97 (39)
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
$1,679 SGD
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for 5 nights
$1,679 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 80 reviews
4.96 (80)
Guest favourite
Guest favourite
Flat in Maywood
Rooftop patio Retreat Chicago and Loyola Medical
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$765 SGD
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for 5 nights
$765 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Superhost
Superhost
Flat in Chicago
Penthouse Designer Loft 4W | GoldCoast/River North
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
2–7 Aug
2–7 Aug
$5,390 SGD
$3,702 SGD
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for 5 nights
Pay $0 today
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
Pay $0 today
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
11–16 Jul
11–16 Jul
$556 SGD
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for 5 nights
$556 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 269 reviews
4.91 (269)
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