A Different Way To Experience Chicago

With so many sky-high sights and so much to do, it can be hard to get a handle on Chicago. These handpicked tours and experiences take you away from the crowds and give you a fresh, hands-on take of Chicago.

Chicago has certain must-dos on every visitor’s checklist: try deep dish, visit Chinatown, learn the history and give a hearty “Oooh!” at the designer skyscrapers. But ticking those off away from teeming crowds and with local, experienced guides is one of the most fun ways to get a fresh look at the city. Don’t just eat deep dish – make one! Why settle for just history or just architecture when your tour can have both – plus bites! Discover secrets and go behind the velvet curtain (sometimes literally, at the Chicago Theatre) to get truly unforgettable insights into the real Chicago.

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Tours

Enjoy Chicago’s only bus-guided neighborhood pizza tour. Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza. Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias. In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.

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Tours

Join this 3-hour tour of Chicago’s food scene, and see what sets this friendly Midwestern metropolis apart. On this 12-person-maximum walking tour of the ‘Chicago Loop’, a local guide will share with you some hidden gems and great stories about the city. Taste where the world-famous dipped Italian beef sandwich was invented, try some of the best deep dish Chicago pizza. Be shown how important the immigrants that built this town are to the food scene.

Culture Trips launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes places and communities so special.

Our immersive trips, led by Local Insiders, are once-in-a-lifetime experiences and an invitation to travel the world with like-minded explorers. Our Travel Experts are on hand to help you make perfect memories. All our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.?>

All our travel guides are curated by the Culture Trip team working in tandem with local experts. From unique experiences to essential tips on how to make the most of your future travels, we’ve got you covered.