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Search results showing properties in Chicago, IL, United States of America (CHI-All Airports). May 25, 2024 through May 28, 2024

Google map showing 500 properties

Chicago is popular!

Only 15% of properties are available on our site for your dates.

Photo gallery for Wrigley/Southport Corridor Garden Oasis +parking!

Living area
Premier Host
Apartment · 9 min drive to the beach

Wrigley/Southport Corridor Garden Oasis +parking!

Sleeps 4 · 1 bedroom · 1 bathroom
9.8 out of 10 Exceptional (36 reviews)
The price is $137
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Photo gallery for Sonder Market Hall | Studio Apartment w/ City View

Room
Premier Host
Apartment · Within Downtown Chicago

Sonder Market Hall | Studio Apartment w/ City View

Sleeps 2 · 1 bathroom
Free cancellation until May 22
8.4 out of 10 Very Good (15 reviews)
The price is $227
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Photo gallery for Country Guesthouse at Wind Ridge Herb Farm

Front view of the guesthouse from the garden.
Premier Host
House

Country Guesthouse at Wind Ridge Herb Farm

Sleeps 6 · 3 bedrooms · 1 bathroom
9.8 out of 10 Exceptional (58 reviews)
The price is $136
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Condo · Within North Center

Beautiful Spa Like Suite on the North side!

Sleeps 2 · 1 bedroom · 1 bathroom
9.0 out of 10 Wonderful (8 reviews)
The price is $236
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House

Sanctuary Woodland Guest House, located next to the conservation area!

Sleeps 4 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (10 reviews)
The price is $130
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House · 4 min walk to Lee Street Beach

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

Sleeps 3 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (13 reviews)
The price is $266
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Apartment · Within Irving Park

3BR Spacious Home Away From Home

Sleeps 6 · 3 bedrooms · 1 bathroom
10 out of 10 Exceptional (17 reviews)
The price is $160
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House · 12 min walk to Oak Street Beach

Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!

Sleeps 3 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (2 reviews)
The price is $255
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Apartment · 9 min drive to the beach

1BR Magnificent Apartment in Chicago

Sleeps 2 · 1 bedroom · 1 bathroom
8.8 out of 10 Excellent (12 reviews)
The price is $172
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House · 0.4 mi (0.6 km) to West Chicago center

Enjoy your stay at the Train Conductor’s Cottage!

Sleeps 6 · 3 bedrooms · 2 bathrooms
10 out of 10 Exceptional (44 reviews)
The price is $210
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