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Search results showing properties in Chicago, IL, United States of America (CHI-All Airports). May 29, 2024 through May 31, 2024

Google map showing 500 properties

Chicago is popular!

Only 18% of properties are available on our site for your dates.
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
(33 reviews)
The price is $122
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Premier Host
Apartment · 10 min drive to the beach

Found Chicago powered by Sonder | Bunk Room

Sleeps 2 · 1 bathroom
Free cancellation until May 26
8.8 out of 10
excellent
(8 reviews)
The price is $158
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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 $129
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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 $86
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House · 3.6 mi (5.7 km) to Byron center

The Rock River Cabin

Sleeps 4 · 2 bedrooms · 1 bathroom
9.8 out of 10
exceptional
(19 reviews)
The price is $138
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Apartment · Within Downtown Chicago

Sonder Market Hall | Studio Apartment w/ City View

Sleeps 2 · 1 bathroom
Free cancellation until May 26
8.6 out of 10
excellent
(16 reviews)
The price is $235
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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
9.8 out of 10
exceptional
(19 reviews)
The price is $141
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Cabin · 9 min drive to the beach

Cabin 101 by 747 Lofts

Sleeps 3 · 1 bathroom
Free cancellation until May 26
9.4 out of 10
exceptional
(9 reviews)
The price is $95
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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 $218
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Apartment · 14 min walk to Belmont Harbor Dog Beach

All Complete 2BR Apt in Lakeview

Sleeps 4 · 2 bedrooms · 1 bathroom
8.0 out of 10
very good
(14 reviews)
The price is $92
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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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Apartment · Within Lakeview

1BR Chic Apartment Close to Everything

Sleeps 2 · 1 bedroom · 1 bathroom
8.4 out of 10
very good
(10 reviews)
The price is $92
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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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Apartment · Within Downtown Chicago

Sonder Greektown | One-Bedroom Apartment

Sleeps 4 · 1 bedroom · 1 bathroom
Free cancellation until May 26
9.8 out of 10
exceptional
(9 reviews)
The price is $248
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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
8.6 out of 10
excellent
(35 reviews)
The price is $253
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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 $92
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Apartment · 0.3 mi (0.5 km) to DeKalb center

Luxury Boutique Style 1 Bdrm Condo in Downtown Location

Sleeps 5 · 1 bedroom · 1 bathroom
10 out of 10
exceptional
(1 review)
The price is $120
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