Classic rock fans, get ready — Chicago is coming to the Five Flags Center in Dubuque on June 18, 2025, and we’re giving you another chance to win tickets! After an incredible response the first time around, our contest “Your Inspiration for a Good Time with Chicago” is back — now with more tickets up for grabs!

With timeless hits like “25 or 6 to 4,” “If You Leave Me Now,” “You’re the Inspiration,” and “Saturday in the Park,” Chicago has shaped the sound of American rock for over five decades. Formed in 1967, the band’s signature blend of rock, jazz, and pop—complete with a powerful brass section—has made it one of the most iconic and best-selling groups in history.

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The current lineup features original members Robert Lamm, Lee Loughnane, and James Pankow, joined by a talented group of musicians including Neil Donell and Walfredo Reyes Jr. Expect a setlist packed with classics, energy, and unforgettable moments.

Fill out the form below for your chance to win 2 tickets to see Chicago live. Don’t miss this rare opportunity to experience their legendary sound in an intimate venue.

Contest Now Closed

Prefer to buy tickets to Chicago instead?

Grab them through Ticketmaster or at the Five Flags Center box office. Some VIP experiences remain as well!

Credit: Chicago / Five Flags Center
Credit: Chicago / Five Flags Center
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Don’t miss your shot at a night of pure classic rock magic — enter now and let Chicago be your inspiration!

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