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Great Travel School

Great Travel School

Von: Nicole Benjamin
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Each season, we take a deep dive into the stories of art, architecture, history, and culture, one city at a time.


Together, we'll uncover the people, ideas, and moments that shaped each city into the place it is today.


Whether you're planning your first visit, traveling with your family, exploring from home, or simply love learning about the world, each season is designed to help you experience a city in a richer, more meaningful way.

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  • Chicago: The City That Engineered the Future

    Chicago: The City That Engineered the Future
    Jun 25 2026

    Why Chicago?

    Because every city has a personality. Before we dive into Millennium Park, Wrigley Field, the Art Institute, or deep-dish pizza, I think it's worth asking a bigger question: What makes Chicago...Chicago?

    In this first episode of The Great Travel School, we're exploring the history, art, architecture, engineering, and people that shaped one of America's most fascinating cities. You'll discover how a city built on a swamp became the birthplace of skyscrapers, reversed the flow of a river, rebuilt itself after disaster, and never stopped imagining what was possible.

    Whether you're planning a trip, traveling from your living room, or just love learning about the world, my hope is that you'll finish this episode seeing Chicago a little differently.

    Welcome to Chicago.

    Thanks for joining me on The Great Travel School. If you enjoyed today's episode, I'd love for you to follow the show and leave a review, it really helps other curious travelers find us. I'll see you next time as we continue exploring Chicago, one story at a time.
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    14 Min.
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