1,062 Chicago Apartment Rentals

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Compare Chicago apartment rentals from 10 rental sites including HomeAway, Booking.com, HRS Holidays and more, ranging from $25 to $9999 a night.

Shown on HGTV, 2BD Steps from Blue Line Train

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VacationRentals

Oakwood 200 Squared

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All-Inclusive Luxury Studio in Greek Town

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Oak Park Beauty Sleeps 1 to 8 Guests

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Beautifully Appointed 2-Bedroom/1-Bath Residence in Historic District

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VacationRentals

Corporate Suites in the Heart of Magnificent Mile

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All-Inclusive River North Luxu Jr. One Bedroom

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Make It Your Own - 15 Minutes to Chicago

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Large 1 bedroom Loft Suite Sunny Corner Unit. 2-3 High Quality Beds

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VacationRentals

Furnished Suites in South Loop Chicago

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Great Vacation Rental for Families

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VacationRentals

Royal Living Group - Union Station

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Modern 2 Bedroom with big backyard, right downtown - Two Bedroom Apartment, Sleeps 6

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VacationRentals

Premier Luxury at the Coast

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Convenience Is Key. Just 2 Blocks To The Brown Line 'L'!

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VacationRentals

Stay Alfred Apartments on State Street

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2 Bedroom & 2 Bathroom Apartment at Wrigley

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VacationRentals

Apartments on West Fullerton Avenue

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Posh 3BR in Old Town

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Global Luxury Suites at the Chicago Loop

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1 BR + Den 1. 5 BA in the heart of Museum Park/South Loop

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VacationRentals

Architectural 6BR in Lincoln Park

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Architectural 3BR in Old Town

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Private In-law Suite near O'Hare Rosemont

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MODERN-SLEEK-BRIGHT Avondale Apartment. Ideal Northside Location

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VacationRentals

Stay In The Heart Of Lakeview

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VacationRentals

Saffron Apartment

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All-Inclusive Chicago Loop Apartment with River Views, Gym and Pool

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HomeSuite: Fantastic 2-Bedroom Located on W Kinzie St, Chicago

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VacationRentals

Global Luxury Suites in Downtown Chicago

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Luxury all-Inclusive Furnished River North Apartment

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HomeSuite: Fabulous Studio Located on W Hubbard St, Chicago

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VacationRentals

Stay Alfred Apartments on Lake Street

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HomeSuite: Stunning 2-Bedroom Located on East South Water Street, Chicago

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Modern River North Apartments

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The Monroe House - Just blocks from the CTA and 20 minutes from downtown

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VacationRentals

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