Cheapest flights are available in January
Flights to Chicago land at the airports Midway, O'Hare Intl, Executive Airport
Chicago’s explosive forward motion radiates off every city block, the legacy of a city that grew from a podunk frontier town to a sprawling metropolis in only 60 years. The vestiges of this growth are still visible in the city’s architecture, where turn-of-the-century romance rubs up against sleek modern towers of steel and glass.A cultural hub in its own right, Chicago is home to world-class art museums, a historically important and still swingin’ jazz scene – and more professional sports teams than you could swing a bat at. Add to this some of the best improv comedy in the US, and of course, its own special brand of comfort food – deep dish pizza and hot dogs topped with vegetables in place of the usual relishes – and you have plenty of entertainment to go around.