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Great Travel School

Great Travel School

Written by: 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.

© 2026 Great Travel School
Education Social Sciences Travel Writing & Commentary World
Episodes
  • Wrigley Field: Where History and Baseball Collide
    Jul 22 2026

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    You don't have to love baseball to love Wrigley Field. I certainly didn't.

    In this episode, we're exploring how a little ballpark built more than 100 years ago became the heart of an entire community. Along the way, we'll uncover the surprising history of Wrigley Field, the hand-operated scoreboard, the famous ivy, the Curse of the Billy Goat, and the generations of fans who turned a baseball stadium into one of America's most beloved landmarks.

    Because this episode isn't really about baseball. It's about history, tradition, and the unexpected ways we fall in love with places. Especially when we experience them through someone who already has.

    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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    21 mins
  • The Art Institute of Chicago: The Stories Hidden in Plain Sight
    Jul 16 2026

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    If you're only going to visit one museum in Chicago, make it the Art Institute.

    In this episode, we're exploring how a city that was barely 40 years old built one of the greatest art museums in the world. We'll walk through the museum's fascinating history, stand in front of some of its most famous masterpieces (including A Sunday on La Grande Jatte, Nighthawks, and American Gothic) and discover the stories that make them so much more than paintings.

    Because the best part of visiting the Art Institute isn't trying to see everything. It's learning how to slow down, get curious, and let great art reveal itself.

    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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    20 mins
  • Chicago Architecture River Tour: Seeing the City Through Time
    Jul 9 2026

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    In this episode, we're exploring the history of the Chicago River itself before diving into the buildings we remembered most from the Architecture River Tour. From the birthplace of the skyscraper to icons like Marina City, Tribune Tower, Aqua, and more, you'll discover the stories that unlocked Chicago for us.

    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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    22 mins
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