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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Superhost
Superhost
Apartment in Chicago
Gamers Getaway 20 minutes from downtown
3 bedrooms
,
·
3 beds
,
·
2 private bathrooms
1–6 Jul
1–6 Jul
$2,444 SGD
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for 5 nights
$2,444 SGD for 5 nights
,
·
4.85 out of 5 average rating, 154 reviews
4.85 (154)
Flat in Berwyn
Spacious 2BD w/Game Table for 7 near City+Airport
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,218 SGD
Show price breakdown
for 5 nights
$1,218 SGD for 5 nights
New place to stay
New
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
5–10 Jul
5–10 Jul
$2,828 SGD
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for 5 nights
$2,828 SGD for 5 nights
5.0 out of 5 average rating, 50 reviews
5.0 (50)
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
$1,155 SGD
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for 5 nights
$1,155 SGD for 5 nights
4.88 out of 5 average rating, 473 reviews
4.88 (473)
Top 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
$1,336 SGD
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for 5 nights
$1,336 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favourite
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,926 SGD
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for 5 nights
$1,926 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 Oak Park
Airy & Sunny Treetop Oasis Best Location & Parking
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$2,077 SGD
$1,609 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 82 reviews
4.98 (82)
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
$789 SGD
$682 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 677 reviews
4.95 (677)
Top guest favourite
Guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,372 SGD
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for 5 nights
$1,372 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 63 reviews
4.97 (63)
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
25–30 Aug
25–30 Aug
$2,257 SGD
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for 5 nights
$2,257 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Aug
9–14 Aug
$3,234 SGD
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for 5 nights
$3,234 SGD for 5 nights
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
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
23–28 Oct
23–28 Oct
$605 SGD
$553 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 20 reviews
4.95 (20)
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
$1,127 SGD
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for 5 nights
$1,127 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
$648 SGD
Show price breakdown
for 5 nights
$648 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 110 reviews
4.97 (110)
Home in Chicago
NEW - Spacious Home 4BD/3BTH w/ garage!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
4–9 Aug
4–9 Aug
$4,771 SGD
Show price breakdown
for 5 nights
$4,771 SGD for 5 nights
Free cancellation
New place to stay
New
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
$2,824 SGD
Show price breakdown
for 5 nights
$2,824 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
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
Guest favourite
Guest favourite
Guest suite in Chicago
Peaceful Portage Park Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,029 SGD
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for 5 nights
$1,029 SGD for 5 nights
4.94 out of 5 average rating, 464 reviews
4.94 (464)
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