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Chicago, Illinois

Chicago is often called the second city, but the natives of this masculine city would argue that it’s second to anyone. The home of some of America’s greatest sky scrappers, sporting teams and gangsters can be explored by trolley, bus, boat or bike. Freezing in winter, the city and it’s beaches come alive in the summer months.

PRICES FROM JUST £1199

View the road trips that explore Chicago, Illinois

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