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Chicago vs. New York, The Windy City vs. The Big Apple. It’s is a big debate among Chicago dwellers and tourists alike, and Chicago has had a bit of a chip on its shoulder since New Yorker writer A.J. Liebling deemed it the Second City. But this list of entertainment options proves it’s second to none.

Ballet: For those who enjoy going to the ballet the following short list of performing arts venues and studios are among the best Chicago has to offer:

• Harris Theater at Millennium Park: Conveniently located in Chicago’s Millennium Park, the theater’s mission is to collaborate with new and developing art companies, to help them establish artistic excellence and financial growth. Click here for a calendar of events and ticket information.

• Joffrey Ballet: This venue whisks audiences away with performances that embrace all aspects of the art form: classical and modern, abstract and narrative, traditional and avant-garde. Click here for upcoming performances and ticket information.

• Ruth Page Center for the Arts: One of the great pioneers of choreographed performance, Ruth Page was an American ballerina who achieved worldwide recognition in the field.

The Center is located in a historic facility built in 1927 on Chicago’s Gold Coast, and houses a renowned dance school, ample rehearsal space and a 200-seat theatre where in-residence companies perform. Click here for upcoming performances and ticket information.

Broadway: The theater district hops with plays, musicals and live acts, and you can save on airfare and visit

Chicago Theather at night
Chicago Theather at night

some top blockbusers in Chicago instead of New York. Click here for upcoming performances and ticket information. For smaller shows check out Second City, Steppenwolf Theater and Chicago Shakespeare Theater.

Jazz: Chicago was one of the early incubators of America’s first great musical style, with Louis Armstrong making his early reputation here. Check out these three venues for some great tunes:

Green Mill: Once a haunt of Al Capone’s, this jazz club opened in 1907, is the oldest in the U.S, and retains the aura of the Prohibition-era speakeasies.

• Andy’s: One of Chicago’s best-known and most-respected jazz establishments, this historic venue offers casual dining with a musical menu of Chicago’s top jazz artists.

• Jazz Showcase: From Dizzy Gillespie on down to Roy Hargove, jazz legends have been playing owner Joe Segal’s Jazz Showcase since 1947. The club has moved multiple times over the decades but has settled in comfortably at its acoustically refined South Loop locale.

Orchestra: One of the country’s most celebrated classical concert groups, the Chicago Symphony offers an astounding repertoire of music year-round at venues all around the city. Click here for upcoming performances and ticket information.