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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Boutique hotel in Chicago
Spacious Hotel Room in The Loop
1 bedroom
,
·
1 bed
,
·
1 private bathroom
6–11 Jul
6–11 Jul
$1,560 SGD
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for 5 nights
$1,560 SGD for 5 nights
,
·
4.81 out of 5 average rating, 243 reviews
4.81 (243)
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
4–9 Jul
4–9 Jul
$1,966 SGD
$1,257 SGD
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for 5 nights
4.97 out of 5 average rating, 77 reviews
4.97 (77)
Superhost
Superhost
Home in Chicago
Cozy Luxury Escape Amazing location private home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
2–7 Jul
2–7 Jul
$4,124 SGD
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for 5 nights
$4,124 SGD for 5 nights
Free cancellation
New place to stay
New
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
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
$1,370 SGD
$1,254 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
Guest favourite
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,882 SGD
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for 5 nights
$1,882 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
$872 SGD
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for 5 nights
$872 SGD for 5 nights
4.93 out of 5 average rating, 337 reviews
4.93 (337)
Place to stay in Bridgeview
Comfortable Private Room with Easy Chicago Access
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$459 SGD
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for 5 nights
$459 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Home in Chicago
Modern 3BR Near Obama Center, UChicago & McCormick
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$1,528 SGD
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for 5 nights
$1,528 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Flat in Evanston
NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
3 bedrooms
3 bedrooms
,
·
1 bathroom
1 bathroom
24–29 Jul
24–29 Jul
$2,596 SGD
$2,214 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 163 reviews
4.94 (163)
Top guest favourite
Guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$3,078 SGD
$2,533 SGD
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for 5 nights
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Guest favourite
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,354 SGD
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for 5 nights
$1,354 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,299 SGD
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for 5 nights
$1,299 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,296 SGD
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for 5 nights
$2,296 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$3,510 SGD
$3,091 SGD
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for 5 nights
Book early to save
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Top guest favourite
Guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
16–21 Aug
16–21 Aug
$1,337 SGD
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for 5 nights
$1,337 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,671 SGD
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for 5 nights
$1,671 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favourite
Guest favourite
Room in Niles
Private Furnished Bedroom in Chicago Surburb
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$427 SGD
$375 SGD
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for 5 nights
4.82 out of 5 average rating, 89 reviews
4.82 (89)
Guest favourite
Guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,834 SGD
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for 5 nights
$2,834 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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