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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Guest house in Chicago
The Rectory
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,764 SGD
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for 5 nights
$1,764 SGD for 5 nights
,
·
4.88 out of 5 average rating, 324 reviews
4.88 (324)
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)
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
$1,374 SGD
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for 5 nights
$1,374 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (64)
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
12–17 Oct
12–17 Oct
$1,190 SGD
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for 5 nights
$1,190 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 55 reviews
4.95 (55)
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
$606 SGD
$554 SGD
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for 5 nights
Extended stay discount
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Free cancellation
4.95 out of 5 average rating, 21 reviews
4.95 (21)
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
$1,402 SGD
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for 5 nights
$1,402 SGD for 5 nights
Pay $0 today
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
5–10 Jul
5–10 Jul
$2,030 SGD
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for 5 nights
$2,030 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Guest favourite
Guest favourite
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
11–16 Jul
11–16 Jul
$1,369 SGD
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for 5 nights
$1,369 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$918 SGD
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for 5 nights
$918 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 337 reviews
4.93 (337)
Top guest favourite
Guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$898 SGD
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for 5 nights
$898 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 184 reviews
4.98 (184)
Superhost
Superhost
Place to stay in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Oct
24–29 Oct
$830 SGD
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for 5 nights
$830 SGD for 5 nights
Pay $0 today
Free cancellation
4.89 out of 5 average rating, 45 reviews
4.89 (45)
Top guest favourite
Guest favourite
Room in Chicago
Spacious & serene in hip spot. Sleeps 4.
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$714 SGD
$550 SGD
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for 5 nights
Free cancellation
4.92 out of 5 average rating, 519 reviews
4.92 (519)
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)
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
$2,742 SGD
$1,381 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)
Guest favourite
Guest favourite
Room in Chicago
Lovely Front Room in a New Renovated Apartment
2 single beds
2 single beds
,
·
1 bathroom
1 bathroom
22–27 Sept
22–27 Sept
$496 SGD
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for 5 nights
$496 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 102 reviews
4.91 (102)
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
Free cancellation
4.88 out of 5 average rating, 475 reviews
4.88 (475)
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
23–28 Aug
23–28 Aug
$1,249 SGD
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for 5 nights
$1,249 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
Rooms in Oak Park
Single bedroom with Asian decor in family home
2 bedrooms
2 bedrooms
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$447 SGD
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for 5 nights
$447 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 382 reviews
4.94 (382)
Guest favourite
Guest favourite
Home in Chicago
West Town Gem: 2BR w/ Patio, W/D + Free Parking
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$2,205 SGD
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for 5 nights
$2,205 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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