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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Superhost
Superhost
Serviced apartment in Downtown Chicago
Level ◆ Brand New Luxe One Bedroom
1 bedroom
,
·
1 bed
,
·
1 private bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
$2,737 SGD
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for 5 nights
$2,737 SGD for 5 nights
,
·
4.79 out of 5 average rating, 163 reviews
4.79 (163)
Featured hotel
Featured hotel
Room in Downtown Chicago
Level studio suite
21–26 Oct
21–26 Oct
$2,623 SGD
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for 5 nights
$2,623 SGD for 5 nights
+$369 SGD Airbnb credit
Featured hotel
Featured hotel
Rooms in Downtown Chicago
Junior two bedroom suite
2 bedrooms
2 bedrooms
18–23 Oct
18–23 Oct
$4,466 SGD
Show price breakdown
for 5 nights
$4,466 SGD for 5 nights
+$646 SGD Airbnb credit
Top guest favourite
Guest favourite
Apartment in West Town
Great location. Free parking.
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
29 Nov – 4 Dec
29 Nov – 4 Dec
$692 SGD
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for 5 nights
$692 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 924 reviews
4.97 (924)
Top guest favourite
Guest favourite
Flat in Ukrainian Village
Bright Cozy Modern-Chic Condo in Trendy West Town
1 bedroom
1 bedroom
,
·
2 queen beds
2 queen beds
13–18 Dec
13–18 Dec
$739 SGD
$666 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 258 reviews
4.98 (258)
Guest favourite
Guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
11–16 Jan
11–16 Jan
$1,122 SGD
$971 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 132 reviews
4.95 (132)
Top guest favourite
Guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
15–20 Nov
15–20 Nov
$2,239 SGD
$1,966 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Top guest favourite
Guest favourite
Flat in North Side
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
15–20 Nov
15–20 Nov
$1,313 SGD
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for 5 nights
$1,313 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 41 reviews
4.98 (41)
Guest favourite
Guest favourite
Flat in West Side
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
25–30 Oct
25–30 Oct
$1,819 SGD
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for 5 nights
$1,819 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Flat in Logan Square
Chic & Cozy Boho Vibe in Heart of Logan Square
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
9–14 Jan
9–14 Jan
$720 SGD
$645 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 85 reviews
4.96 (85)
Top guest favourite
Guest favourite
Flat in Little Italy
Little Italy Historic Restoration Row House
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
16–21 Nov
16–21 Nov
$2,162 SGD
$1,884 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 60 reviews
5.0 (60)
Guest favourite
Guest favourite
Flat in Bridgeport
Designer Garden Unit in Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,510 SGD
$1,364 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 74 reviews
4.97 (74)
Featured hotel
Featured hotel
Hotel in West Loop
Deluxe double
1 bedroom
1 bedroom
,
·
2 double beds
2 double beds
23–28 Sept
23–28 Sept
$3,685 SGD
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for 5 nights
$3,685 SGD for 5 nights
+$552 SGD Airbnb credit
4.92 out of 5 average rating, 62 reviews
4.92 (62)
Guest favourite
Guest favourite
Home in West Side
Chicago Row House Garden Apartmt
1 bedroom
1 bedroom
,
·
1 bed
1 bed
2–7 Nov
2–7 Nov
$1,135 SGD
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for 5 nights
$1,135 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 75 reviews
4.92 (75)
Top guest favourite
Guest favourite
Flat in West Town
ChiCasa Wicker Park Paradise
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
15–20 Nov
15–20 Nov
$2,211 SGD
$1,938 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 62 reviews
5.0 (62)
Top guest favourite
Guest favourite
Flat in Logan Square
Prime Logan Square apartment
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,645 SGD
$1,451 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 44 reviews
4.98 (44)
Superhost
Superhost
Flat in West Side
Pilsen Stay | Primary King | Mins to downtown
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,819 SGD
Show price breakdown
for 5 nights
$1,819 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in North Side
Quiet & Modern Avondale Apartment
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
25–30 Oct
25–30 Oct
$1,110 SGD
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for 5 nights
$1,110 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Top guest favourite
Guest favourite
Flat in Logan Square
Paradise on the Boulevard!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
24–29 Oct
24–29 Oct
$1,903 SGD
$1,677 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 109 reviews
4.99 (109)
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