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Search results; Over 1,000 homes in Chicago

Flat in Chicago

3BR Vintage Apt • Patio • Walk to McKinley Park

3 bedrooms, 3 queen beds, 1 bathroom

21–26 Jun

$1,474 SGD for 5 nights

Free cancellation

New place to stay

Flat in Chicago

Lake Shore Condo | Beach | North Chicago

2 bedrooms, 2 beds, 1.5 bathrooms

6–11 Jul

$1,194 SGD for 5 nights

New place to stay

Featured hotel

Hotel in Chicago

Deluxe king room & rooftop bar with views

1 bedroom, 1 king bed, 1 bathroom

9–14 Aug

$1,384 SGD for 5 nights

+$180 SGD Airbnb credit

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Room in Chicago

Fresh and Sunny Bed & Bath by UofC

1 queen bed, 1 bathroom

29 Aug – 3 Sept

$703 SGD for 5 nights

4.91 out of 5 average rating, 255 reviews

Superhost

Flat in Clarendon Hills

Clarendon Hills Apartment

2 bedrooms, 2 beds, 1.5 bathrooms

28 Jun – 3 Jul

$1,127 SGD for 5 nights

Free cancellation

New place to stay