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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
$2,883 SGD
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for 5 nights
$2,883 SGD for 5 nights
,
·
4.93 out of 5 average rating, 290 reviews
4.93 (290)
Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
1 bedroom
1 bedroom
1 bed
,
·
1 bed
2 bathrooms
,
·
2 bathrooms
10–15 Jul
10–15 Jul
$266 SGD
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for 5 nights
$266 SGD for 5 nights
New place to stay
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Guest favourite
Guest favourite
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
$815 SGD
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for 5 nights
$815 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 40 reviews
5.0 (40)
Guest favourite
Guest favourite
Flat in Chicago
NW Chicago Garden Apartment
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
8–13 Sept
8–13 Sept
$1,017 SGD
$868 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 49 reviews
4.92 (49)
Superhost
Superhost
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
2 bathrooms
,
·
2 bathrooms
27 Jun – 2 Jul
27 Jun – 2 Jul
$1,581 SGD
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for 5 nights
$1,581 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 155 reviews
4.95 (155)
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
9–14 Aug
9–14 Aug
$493 SGD
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for 5 nights
$493 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 99 reviews
4.92 (99)
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
$644 SGD
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for 5 nights
$644 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 308 reviews
4.96 (308)
Guest favourite
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
2 bathrooms
,
·
2 bathrooms
15–20 Aug
15–20 Aug
$2,205 SGD
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for 5 nights
$2,205 SGD for 5 nights
4.95 out of 5 average rating, 58 reviews
4.95 (58)
Guest favourite
Guest favourite
Rooms in Chicago
Spacious Haven in North Park
3 bedrooms
3 bedrooms
4 beds
,
·
4 beds
1 bathroom
,
·
1 bathroom
21–26 Sept
21–26 Sept
$818 SGD
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for 5 nights
$818 SGD for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 61 reviews
4.9 (61)
Top guest favourite
Guest favourite
Flat in Chicago
Comfortable Vintage North Side Retreat for 8
3 bedrooms
3 bedrooms
5 beds
,
·
5 beds
1 bathroom
,
·
1 bathroom
23–28 Aug
23–28 Aug
$1,683 SGD
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for 5 nights
$1,683 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 245 reviews
4.92 (245)
Top guest favourite
Guest favourite
Place to stay in Chicago
Spacious Sun-Lit Suite in Chicago
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
9–14 Aug
9–14 Aug
$864 SGD
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for 5 nights
$864 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
29 Jun – 4 Jul
29 Jun – 4 Jul
$1,060 SGD
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for 5 nights
$1,060 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
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Top guest favourite
Guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms
2 bedrooms
2 queen beds
,
·
2 queen beds
2 bathrooms
,
·
2 bathrooms
12–17 Oct
12–17 Oct
$1,961 SGD
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for 5 nights
$1,961 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Top guest favourite
Guest favourite
Flat in Chicago
The Logan Greystone
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,819 SGD
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for 5 nights
$1,819 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 61 reviews
4.98 (61)
Guest favourite
Guest favourite
Room in Wilmette
(BR#1) Welcoming, warm & comfortable, 3 guests
2 beds
2 beds
1 bathroom
,
·
1 bathroom
8–13 Aug
8–13 Aug
$621 SGD
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for 5 nights
$621 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 296 reviews
4.95 (296)
Guest favourite
Guest favourite
Flat in Chicago
LIVN West Loop Chicago King Studio Apartment
1 bedroom
1 bedroom
1 king bed
,
·
1 king bed
1 bathroom
,
·
1 bathroom
25–30 Jun
25–30 Jun
$2,196 SGD
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for 5 nights
$2,196 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 25 reviews
4.96 (25)
Top guest favourite
Guest favourite
Flat in Chicago
Fun & cozy getaway w/POOL/game room/FREE parking
1 bedroom
1 bedroom
3 queen beds
,
·
3 queen beds
1 bathroom
,
·
1 bathroom
21–26 Jun
21–26 Jun
$2,278 SGD
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for 5 nights
$2,278 SGD for 5 nights
4.98 out of 5 average rating, 153 reviews
4.98 (153)
Top guest favourite
Guest favourite
Flat in Chicago
Safe Cozy • King Bed • Free Parking • Nespresso
3 bedrooms
3 bedrooms
4 beds
,
·
4 beds
1 bathroom
,
·
1 bathroom
14–19 Jun
14–19 Jun
$2,386 SGD
$1,714 SGD
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for 5 nights
4.98 out of 5 average rating, 41 reviews
4.98 (41)
Flat in Chicago
Close to Wrigley Field, The Beach & Downtown
1 bedroom
1 bedroom
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
19–24 Jul
19–24 Jul
$1,408 SGD
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for 5 nights
$1,408 SGD for 5 nights
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