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CHICAGO

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Airbnb Plus in Chicago

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Entire apartment1 bed
Rating 4.92 out of 5
Modern Chicago Loft with a Complimentary Garage Spot
Price:$ 70 SGD / night
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Entire apartment1 bed
Rating 4.92 out of 5
Cozy and Stylish Studio with Free Parking in Irving Park
Price:$ 56 SGD / night
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Entire apartment1 bed
Rating 4.85 out of 5
Enjoy Chicago’s Nightlife from Studio Apartment
Price:$ 70 SGD / night
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Entire apartment1 bed
Rating 4.93 out of 5
Walk to Lake Michigan From a Contemporary Uptown Haven
Price:$ 70 SGD / night
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Entire apartment2 beds
Rating 4.83 out of 5
Kick Back in the Egg Chair at a Vintage-Inspired Oasis
Price:$ 82 SGD / night
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Entire apartment1 bed
Rating 4.91 out of 5
Checkerboard Studio with Private Outdoor Hot Tub and Yard
Price:$ 90 SGD / night
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Entire apartment1 bed
Rating 4.90 out of 5
Flat in Art Deco Private Club & Walk to Shows, Dining & L
Price:$ 82 SGD / night
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Entire loft1 bed
Rating 4.91 out of 5
Urban Chic Loft in Hip Ukrainian Village with Garage
Price:$ 70 SGD / night
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Entire apartment5 beds
Rating 4.71 out of 5
Two Bedroom Suite in Boutique Hotel
Price:$ 136 SGD / night
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Entire apartment2 beds
Rating 4.92 out of 5
Stunning Retro Apartment in Andersonville
Price:$ 88 SGD / night
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Entire apartment1 bed
Rating 4.88 out of 5
Renovated Designer Apartment in Heart of Lincoln Square
Price:$ 86 SGD / night
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Entire apartment2 beds
Rating 4.88 out of 5
Archways Apartment Across from Lincoln Park Zoo
Price:$ 100 SGD / night
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Entire apartment2 beds
Rating 4.84 out of 5
Arrive in a Beautiful Loft Style Apartment
Price:$ 156 SGD / night
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Entire guest suite1 bed
Rating 4.92 out of 5
Luxe Renovated Private Guest Suite in City Cottage
Price:$ 96 SGD / night
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Private room1 bed
Rating 4.90 out of 5
Re-energize in Private Room in new Logan Square Townhouse
Price:$ 68 SGD / night
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Entire apartment2 beds
Rating 4.85 out of 5
Eclectic Artist Designed Sanctuary Heart of Pilsen
Price:$ 149 SGD / night
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Private room1 bed
Rating 4.93 out of 5
Private Room in Bridgeport Home
Price:$ 90 SGD / night
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Entire guesthouse1 bed
Rating 4.95 out of 5
Unwind in the Bath at a Hip, Historic Coach House
Price:$ 118 SGD / night
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Entire apartment1 bed
Rating 4.95 out of 5
Explore Chicago from an Urban Sanctuary with Free Parking
Price:$ 84 SGD / night
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Entire guesthouse2 beds
Rating 4.99 out of 5
Polk Street Coach House Apartment in Little Italy
Price:$ 118 SGD / night
120 of 214 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.