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Search results showing properties in Chicago, IL, United States of America (CHI-All Airports). May 28, 2024 through May 31, 2024

Google map showing 500 properties

Chicago is popular!

Only 27% of properties are available on our site for your dates.
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 $148
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Premier Host
Apartment · Within Downtown Chicago

Sonder Market Hall | Studio Apartment w/ City View

Sleeps 2 · 1 bathroom
Free cancellation until May 25
8.4 out of 10 Very Good (15 reviews)
The price is $202
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Premier Host
Apartment · 0.9 mi (1.4 km) to Oak Park center

Sunny Coach House in Historic Oak Park

Sleeps 3 · 1 bedroom · 1 bathroom
9.8 out of 10 Exceptional (32 reviews)
The price is $152
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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 $129
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Apartment · 1.1 mi (1.8 km) to Oak Park center

Cozy, Comfortable and Convenient apartment. Close to everything!

Sleeps 4 · 2 bedrooms · 1 bathroom
9.8 out of 10 Exceptional (31 reviews)
The price is $157
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Apartment · Within Downtown Chicago

Sonder Greektown | One-Bedroom Apartment

Sleeps 4 · 1 bedroom · 1 bathroom
Free cancellation until May 25
9.8 out of 10 Exceptional (9 reviews)
The price is $204
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Apartment · 10 min drive to the beach

Found Chicago powered by Sonder | Bunk Room

Sleeps 2 · 1 bathroom
Free cancellation until May 25
8.8 out of 10 Excellent (8 reviews)
The price is $186
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House · 0.9 mi (1.4 km) to Byron center

Cozy Happy RiverHouse with panoramic views of the Rock River

Sleeps 4 · 2 bedrooms · 1 bathroom
Free cancellation until May 14
9.8 out of 10 Exceptional (19 reviews)
The price is $145
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Condo · Within Ravenswood

Best Lincoln Square Location - Spacious 2 bedroom

Sleeps 4 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (43 reviews)
The price is $205
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Condo · 8 min drive to the beach

Walking distance to restaurants, shops and Lake Michigan,

Sleeps 6 · 2 bedrooms · 2 bathrooms
9.6 out of 10 Exceptional (155 reviews)
The price is $199
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Guesthouse · 8 min drive to the beach

Rare Gem! Indoor Pool, Rooftop Deck, Close to Magnificent Mile

Sleeps 2 · 1 bedroom · 1 bathroom
Free cancellation until May 14
8.6 out of 10 Excellent (33 reviews)
The price is $229
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House

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

Sleeps 4 · 2 bedrooms · 1 bathroom
Free cancellation until May 14
10 out of 10 Exceptional (10 reviews)
The price is $130
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Apartment · Within Avondale

Beaming & Roomy 2BR Apartment near Shops

Sleeps 4 · 2 bedrooms · 1 bathroom
9.0 out of 10 Wonderful (2 reviews)
The price is $128
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Condo · 2.5 mi (4 km) to Lombard center

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Sleeps 4 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (16 reviews)
The price is $135
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Condo · Within Hermosa

Chicago Modern Condo- Perfect for family time or a good time in Chicago.

Sleeps 6 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (12 reviews)
The price is $165
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Apartment · 5 min drive to the beach

Nice & Comfy Uptown Studio Apt near Shops & Dining

Sleeps 2 · 1 bathroom
8.0 out of 10 Very Good (7 reviews)
The price is $126
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House · 1.2 mi (1.9 km) to Westchester center

Modern 2Bdrm Westchester Home with brand-new out door HOT TUB

Sleeps 5 · 2 bedrooms · 1 bathroom
Free cancellation until May 14
10 out of 10 Exceptional (12 reviews)
The price is $200
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