Cheap flights at September to Chicago (CHI)

If you have a head for heights, don’t miss out on our cheap flights to Chicago. Known as the ‘windy city’, due to its frequent gales, this city is famous for being the birthplace of the world’s skyscrapers. The tallest building in the city, and also in the entire United States, is the 443-metre-tall Willis Tower. Towering defiantly over the city and demonstrating its power, are the second, third and fourth tallest buildings: the Trump International Hotel & Tower, the Aon Centre and the John Hancock Centre respectively. If you are in the mood for something Spanish, visit the Wrigley Building, a beautiful 1920s building, which includes a tower designed after the Giralda of Seville.

But Chicago isn’t just granite, as it is surrounded by water and prides itself in its eclectic fusion. It has also been known as the jazz capital, since jazz artists emigrated from New Orleans to Chicago in 1917, bringing blues and ragtime over to create a new style of jazz, which combined black New Orleans music with that of white jazz enthusiasts who imitated them. Some of the best jazz establishments are Andy’s Jazz Club (11 East Hubbard St.), which also serves food, and Green Mill (4802 North Broadway Ave), which was gangster Al Capone’s old haunt. Chicago is also the birthplace of ‘house music’ and has a large ‘hip hop’ scene. The best place for electronic music is the Smart Bar (3730 North Clark Street), where you can dance the night away with the best DJs until 5am.

If sport is your thing, head straight to the United Centre, the home stadium to the Chicago Bulls, whose NBA basketball team used to include Michael Jordan. Architecture, music and sport… Let’s go to Chicago!