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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
The Upscale Getaway Near Downtown
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,906 SGD
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for 5 nights
$2,906 SGD for 5 nights
,
·
4.93 out of 5 average rating, 291 reviews
4.93 (291)
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
$3,587 SGD
$2,999 SGD
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for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$788 SGD
$673 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 677 reviews
4.95 (677)
Home in Chicago
Newly Renovated Home 4BD/3BTH with garage!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
4–9 Aug
4–9 Aug
$4,763 SGD
Show price breakdown
for 5 nights
$4,763 SGD for 5 nights
Free cancellation
New place to stay
New
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,675 SGD
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for 5 nights
$1,675 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Flat in Chicago
Lake Shore Condo | Beach | North Chicago
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
11–16 Jul
11–16 Jul
$1,569 SGD
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for 5 nights
$1,569 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$1,270 SGD
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for 5 nights
$1,270 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$609 SGD
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for 5 nights
$609 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 108 reviews
4.97 (108)
Flat in Chicago
Chic 3BR Sun-Filled Oasis: Wicker & Logan Square
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$2,908 SGD
Show price breakdown
for 5 nights
$2,908 SGD for 5 nights
Free cancellation
New place to stay
New
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
1–6 Jul
1–6 Jul
$485 SGD
Show price breakdown
for 5 nights
$485 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Room in Des Plains
Peaceful Vintage Charm Retreat Min.from O'Hare
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$663 SGD
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for 5 nights
$663 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 31 reviews
4.94 (31)
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
$1,218 SGD
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for 5 nights
$1,218 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
,
·
1 bathroom
1 bathroom
6–11 Dec
6–11 Dec
$1,028 SGD
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for 5 nights
$1,028 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 107 reviews
4.99 (107)
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
$1,348 SGD
$1,229 SGD
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for 5 nights
Free cancellation
4.88 out of 5 average rating, 473 reviews
4.88 (473)
Top guest favourite
Guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$2,841 SGD
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for 5 nights
$2,841 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,745 SGD
Show price breakdown
for 5 nights
$2,745 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Flat in Chicago
Cozy Apartment in Pilsen | 2BR 2B | 15 Min to Town
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,408 SGD
Show price breakdown
for 5 nights
$1,408 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,188 SGD
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for 5 nights
$1,188 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 51 reviews
4.96 (51)
Top guest favourite
Guest favourite
Apartment in Chicago
Your Chicago Retreat
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$2,273 SGD
Show price breakdown
for 5 nights
$2,273 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 299 reviews
4.99 (299)
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