Chicago's a fun place. I've been there a few times and have enjoyed each visit. We're giving you a chance to fly away to Chicago to see Lady Antebellum's Charles Kelley in concert (and have dinner with him!), but what else should you do while you're in the Windy City? Here are a few fun things to do in Chicago.

Los Angeles Dodgers v Chicago Cubs
Jamie Squire, Getty Images
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The Field Museum, Shedd Aquarium, Adler Planetarium and Art Institute of Chicago are all within walking distance of one another. I've been to each of them except the Art Institute (which is strange, because I went to art school, you'd think I would have made a trip by now). The last time I was in Chicago my family had several hours to kill before we departed, and we spent the entire day in the Field Museum. We never got bored, and I don't think we saw everything, even after several hours in the museum. Chicago's Museum of Science and Industry is also a great museum.

Wrigley Field. I've been to Wrigley Field three times. I once watched Mark McGwire hit a home run out of the park, which ended up hitting a bread truck that was driving down the street. We could see it from our seats. I also watched Randy Johnson pitch at Wrigley Field once. Even if the Cubs aren't home during your visit, or you don't have time to stay for a game, at least go by and take your picture with the iconic red sign.

Chicago food. Chicago has its own style of all types of food. If you've never tried Chicago-style pizza from a real Chicago restaurant, make sure you do. At the very least, you should grab a Chicago-style hotdog while you're in the city.

Live entertainment. Whether you're in to music, theater, performance art, about anything you can imagine, you'll probably find it in Chicago. Of course, if you win the Charles Kelley contest, you're going to see an awesome show at the House of Blues, but you might be able to catch some additional entertainment during your trip.

Speaking of the Charles Kelley Flyaway, here's what you'll get if you're the grand-prize winner:

  • Airfare for winner and guest to Chicago
  • Two nights' hotel accommodations
  • Two VIP tickets to see Charles Kelley in concert on 4/14/16 @ House of Blues – Chicago
  • Dinner with Charles Kelley Before the Show
  • $500 cash

*This is a multi-market contest. Must be 21 or older to win. Contest ends Friday, February 24, 2016.

Good luck!

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