Chicago with Kids: Travel Tips, Food & Family Fun

Pack your bags—it’s time for Chicago! 🏙️ In this episode of Chaos and Carry Ons, Stephanie (our Chicago expert who grew up nearby) takes Shelby (a first-timer) on a virtual tour through the Windy City. From deep dish pizza and Millennium Park to Navy Pier, The Bean, and kid-friendly museums, we cover the must-see spots and hidden gems that make Chicago perfect for families.We share the best things to do in Chicago with kids, food you can’t skip, and plenty of laughs along the way. Whether you’re planning a family trip or just daydreaming about your next getaway, this episode will give you travel tips and a dose of chaos only we can bring.

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This episode is 23 minutes long.

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This episode was published on September 15, 2025.

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