What To Do In Chicago This Weekend With Family

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Chicago: More Than Just Deep Dish Pizza (Though That’s Pretty Great Too)

So, you're in Chicago with the fam and wondering what to do? Well, let me tell you, the Windy City is packed with more fun than a deep-dish pizza pie! From towering skyscrapers to sprawling parks, there’s something for everyone. Let’s dive in!

Day One: Get Your Bearings (and Some Deep Dish)

Start your day with a hearty breakfast at a local diner. Trust me, you’ll need the fuel for what’s to come. Then, hit the ground running with a visit to Millennium Park. This urban oasis is home to the iconic Cloud Gate (aka The Bean), where you can spend hours snapping hilarious family photos. Don't forget to catch a free concert at the Jay Pritzker Pavilion if there's one happening.

After working up an appetite, it's time to tackle Chicago's most iconic dish: deep-dish pizza. Yes, it’s a carb overload, but hey, you're on vacation! Some popular spots include Lou Malnati’s and Giordano’s. But beware, these aren't your average pizzas. They're more like a casserole with a pizza crust.

Day Two: Explore the City's Rich History

Today, we’re taking a step back in time. Start your morning at the Field Museum, where you can come face-to-face with dinosaurs, explore ancient civilizations, and marvel at the sheer size of some of the exhibits. If your kids are into bugs, the Peggy Notebaert Nature Museum is a must-visit.

Afterward, take a leisurely boat tour along the Chicago River. It’s a great way to see the city skyline from a different perspective. Plus, you might even spot some cool architecture. Speaking of architecture, a visit to the Wrigley Building is a must. It’s one of Chicago's most iconic landmarks and looks like a giant wedding cake.

Day Three: Fun for the Whole Family

No Chicago trip is complete without a visit to Navy Pier. This sprawling entertainment complex has something for everyone, from thrilling rides to live shows, shopping, and dining. If you're feeling adventurous, take a ride on the Centennial Wheel for stunning views of the city.

For a more laid-back afternoon, head to Lincoln Park Zoo. It's free and home to a variety of animals, including lions, tigers, and bears (oh my!). And if you still have energy left, catch a Cubs game at Wrigley Field. Even if you're not a baseball fan, the atmosphere is electric.

How to...

  • How to survive the Chicago wind? Layer up! The wind can be brutal, especially near Lake Michigan.
  • How to find the best deep-dish pizza? Ask a local! Everyone has their favorite spot.
  • How to beat the crowds at popular attractions? Visit early in the morning or late in the afternoon.
  • How to keep the kids entertained? Chicago has plenty of kid-friendly activities, from museums to parks to zoos.
  • How to make the most of your Chicago trip? Plan ahead, wear comfortable shoes, and be prepared for anything.
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You have our undying gratitude for your visit!