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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
2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
2 bedrooms
,
·
2 beds
,
·
2 private bathrooms
6–11 Aug
6–11 Aug
$4,312 SGD
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for 5 nights
$4,312 SGD for 5 nights
,
·
4.87 out of 5 average rating, 220 reviews
4.87 (220)
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
$1,301 SGD
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for 5 nights
$1,301 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
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
$1,193 SGD
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for 5 nights
$1,193 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 53 reviews
4.96 (53)
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
$1,376 SGD
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for 5 nights
$1,376 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Top guest favourite
Guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
14–19 Mar
14–19 Mar
$650 SGD
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for 5 nights
$650 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 309 reviews
4.96 (309)
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
$1,050 SGD
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for 5 nights
$1,050 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 473 reviews
4.88 (473)
Top guest favourite
Guest favourite
Flat in Chicago
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Oct – 1 Nov
27 Oct – 1 Nov
$1,334 SGD
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for 5 nights
$1,334 SGD for 5 nights
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Top guest favourite
Guest favourite
Guest suite in Chicago
2BR/1.5 Bath in Logan Square
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
28 Nov – 3 Dec
28 Nov – 3 Dec
$1,017 SGD
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for 5 nights
$1,017 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 59 reviews
4.95 (59)
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
$448 SGD
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for 5 nights
$448 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 381 reviews
4.94 (381)
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
$899 SGD
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for 5 nights
$899 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 184 reviews
4.98 (184)
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
19–24 Sept
19–24 Sept
$482 SGD
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for 5 nights
$482 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 140 reviews
4.94 (140)
Top guest favourite
Guest favourite
Room in Chicago
Al's Oasis Chicago
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$773 SGD
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for 5 nights
$773 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 227 reviews
4.96 (227)
Guest favourite
Guest favourite
Flat in Chicago
Beautiful 2BR Apartment in Old Town
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$2,378 SGD
$1,788 SGD
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for 5 nights
Free cancellation
4.89 out of 5 average rating, 296 reviews
4.89 (296)
Guest favourite
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$779 SGD
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for 5 nights
$779 SGD for 5 nights
4.88 out of 5 average rating, 433 reviews
4.88 (433)
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
$969 SGD
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for 5 nights
$969 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 336 reviews
4.93 (336)
Top guest favourite
Guest favourite
Flat in Forest Park
Like a Treehouse!
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,063 SGD
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for 5 nights
$1,063 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 371 reviews
5.0 (371)
Superhost
Superhost
Flat 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
$832 SGD
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for 5 nights
$832 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 45 reviews
4.89 (45)
Guest favourite
Guest favourite
Flat in Chicago
Bright Apartment
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
$734 SGD
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for 5 nights
$734 SGD for 5 nights
4.92 out of 5 average rating, 136 reviews
4.92 (136)
Top guest favourite
Guest favourite
Room in Chicago
Spacious & Relaxing Loft in Awesome Andersonville!
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Aug
4–9 Aug
$1,013 SGD
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for 5 nights
$1,013 SGD for 5 nights
4.96 out of 5 average rating, 314 reviews
4.96 (314)
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