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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
$2,940 SGD
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for 5 nights
$2,940 SGD for 5 nights
,
·
4.93 out of 5 average rating, 291 reviews
4.93 (291)
Top guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
24–29 Jun
24–29 Jun
$2,443 SGD
$2,053 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Superhost
Superhost
Flat in Chicago
Modern 4BR West Town Duplex | Best for LongStays
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
22–27 Jun
22–27 Jun
$4,528 SGD
$3,937 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
24–29 Oct
24–29 Oct
$808 SGD
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for 5 nights
$808 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 40 reviews
5.0 (40)
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom
1 bedroom
,
·
1 bunk bed
1 bunk bed
12–17 Jul
12–17 Jul
$847 SGD
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for 5 nights
$847 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
1 bedroom
1 bedroom
,
·
1 bed
1 bed
12–17 Jul
12–17 Jul
$266 SGD
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for 5 nights
$266 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
2–7 Jul
2–7 Jul
$1,548 SGD
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for 5 nights
$1,548 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 115 reviews
4.95 (115)
Guest favourite
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
16–21 Aug
16–21 Aug
$1,663 SGD
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for 5 nights
$1,663 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 79 reviews
4.96 (79)
Featured hotel
Featured hotel
14
Reviews
4.79
Stars
Rating
2
Years hosting
Hotel in Chicago
Double suite
1 bedroom
1 bedroom
,
·
2 double beds
2 double beds
17–22 Jun
17–22 Jun
$2,805 SGD
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for 5 nights
$2,805 SGD for 5 nights
+$420 SGD Airbnb credit
4.79 out of 5 average rating, 14 reviews
4.79 (14)
Top guest favourite
Guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
5–10 Jul
5–10 Jul
$1,119 SGD
$1,039 SGD
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for 5 nights
Free cancellation
4.99 out of 5 average rating, 123 reviews
4.99 (123)
Superhost
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms
4 bedrooms
,
·
3 beds
3 beds
26–31 Jul
26–31 Jul
$2,302 SGD
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for 5 nights
$2,302 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
5–10 Jul
5–10 Jul
$3,105 SGD
$2,680 SGD
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for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
675
Reviews
4.95
Stars
Rating
11
Years hosting
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
3 beds
25–30 Oct
25–30 Oct
$785 SGD
$685 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 675 reviews
4.95 (675)
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
9–14 Nov
9–14 Nov
$1,021 SGD
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for 5 nights
$1,021 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 107 reviews
4.99 (107)
Top guest favourite
Guest favourite
25
Reviews
5.0
Stars
Rating
5
Years hosting
Place to stay in Chicago
Private, dog-friendly room near downtown Chicago
1 bedroom
1 bedroom
,
·
1 sofa bed
1 sofa bed
29 Jun – 4 Jul
29 Jun – 4 Jul
$448 SGD
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for 5 nights
$448 SGD for 5 nights
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Home in Chicago
The Dorchester | Steps from Beach & Science Museum
5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
27 Jun – 2 Jul
27 Jun – 2 Jul
$3,919 SGD
Show price breakdown
for 5 nights
$3,919 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
297
Reviews
4.95
Stars
Rating
7
Years hosting
Room in Wilmette
(BR#1) Welcoming, warm & comfortable, 3 guests
2 beds
2 beds
8–13 Aug
8–13 Aug
$616 SGD
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for 5 nights
$616 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 297 reviews
4.95 (297)
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
12–17 Jul
12–17 Jul
$1,663 SGD
Show price breakdown
for 5 nights
$1,663 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
5–10 Jul
5–10 Jul
$2,079 SGD
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for 5 nights
$2,079 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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