CHICAGO TOURS
WHAT HAS CHICAGO GIVEN US?
MOBILE PHONE
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HOUSE MUSIC
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TWINKIES
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US TIME ZONES
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VIENNA BEEF
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SKYSCRAPERS
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UNIONS
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SPRAY PAINT
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VACUUM CLEANER
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FERRIS WHEEL
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Pinball Machines
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MOBILE PHONE 〰️ HOUSE MUSIC 〰️ TWINKIES 〰️ US TIME ZONES 〰️ VIENNA BEEF 〰️ SKYSCRAPERS 〰️ UNIONS 〰️ SPRAY PAINT 〰️ VACUUM CLEANER 〰️ FERRIS WHEEL 〰️ Pinball Machines 〰️
THESE STORIES CAN’T JUST BE TOLD DOWNTOWN.
Come with us and explore how deep Chicago’s roots go. With just under three-million people within its borders, there are plenty of stories to be told.
We offer:
Neighborhood walking tours
Local food tours
Corporate team experiences
Custom tours
Your interests. Your pace. Your Chicago.
We create high-quality, custom tours built entirely around what excites you—whether that’s hidden food gems, iconic architecture, neighborhood history, or all of the above. Think of these past tours as just a starting point:
Explore Chicago’s skyline on a Downtown Architecture Walking Tour
Taste your way through an Uptown Food Tour (Nigerian, Mexican, and Middle Eastern flavors)
Raise a glass on a Tavern Tour uncovering Chicago’s liquor history
Indulge in the flavors of a West Loop Food Tour
Your perfect tour is waiting—we’ll build it with you.
West Town Tour
One of Chicago’s earliest and most vibrant areas, this cultural melting pot is made up of multiple historic neighborhoods and bustling avenues.
Immerse yourself in the sights and sounds of its tree-lined streets filled with galleries, local shops, award-winning restaurants, and stunning architecture all unique to this enclave of the city.
West Town is our favorite neighborhood, come find out why.
Downtown Architecture Tour
From the birthplace of the skyscraper to the vibrant public spaces that define the city today, this tour reveals the history, architecture, and innovation that make Chicago unlike anywhere else in the world.
We'll explore iconic landmarks, hidden details, and fascinating stories of ambition, disaster, and reinvention while walking through the heart of downtown. Whether you're a first-time visitor or a longtime Chicagoan, you'll leave with a new appreciation for the city and the forces that shaped it.
UpTown Food Tour
More than a food tour, this is a journey through Chicago's immigrant history. From Vietnamese bakeries and Nigerian cuisine to Jordanian-inspired street food and award-winning Mexican birria, you'll taste the cultures that transformed Uptown into one of the most diverse neighborhoods in the Midwest. Along the way, discover the stories of migration, music, activism, and entrepreneurship that continue to make Uptown a uniquely Chicago neighborhood.
Devon Ave Food Tour
Learn the history of the neighborhood while eating Iraqi, Pakistani, and Indian cuisine.
One of Chicago’s most ethnically diverse neighborhoods. Within 2.25 miles, Devon Ave. has over 40 languages spoken and 1,000 businesses. 300 of these businesses are restaurants, varying from Indian, Pakistani, Afghan, Kosher, Italian, BBQ, Iraqi, and African.
Devon Ave continues to operate as a gateway neighborhood for many communities, especially those coming from South Asia and the Middle East.
Confectionary Food Tour
Chicago isn't just famous for deep-dish pizza and hot dogs. It's also one of America's great candy capitals. From the chewing gum empire of Wm. Wrigley Jr. Company to the headquarters of Tootsie Roll Industries, the city helped shape the sweet tooth of generations of Americans.
Along the way, we'll explore the stories behind iconic treats like Cracker Jack, Frango Mints, caramel corn, and even the brownie, while uncovering how Chicago's railroads, factories, and entrepreneurs transformed it into a confectionery powerhouse. Join us for a delicious journey through the people, places, and products that made Chicago one of the sweetest cities in the world.
West Loop Food Tour
Explore the neighborhood that helped feed America. On this walking food tour through the West Loop and Fulton Market, you'll taste iconic Chicago dishes while uncovering the stories behind the city's meatpacking industry, labor movement, immigrant communities, and culinary innovators. From the Haymarket Affair and the fight for the eight-hour workday to today's world-famous restaurant scene, discover how food shaped Chicago and helped shape the nation.
From Schlitz to Shots: A Boozy history tour
Raise a glass to Chicago history. This walking tour explores the city's rich drinking culture, from German breweries and Beer Baron mansions to Prohibition speakeasies, neighborhood taverns, craft breweries, and award-winning cocktail bars. Discover how beer, spirits, immigration, politics, and entrepreneurship helped shape Chicago into one of America's most influential drinking cities.
FAQ’s
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• A curated tour emphasizing the distinctive character and role of each neighborhood
• Two passionate guides eager to share the stories that contribute to Chicago’s unique identity
• Suggestions on what to explore next at the end of your experience
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• Food, drinks, and any items purchased at stops during tour
• Any transportation to and from the tour
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West Town tours begin in front of the Eckhart Park field house located at 1330 W Chicago Blvd. This can be reached via a short walk west from the CTA Blue Line Chicago station, directly off of the Elizabth stop on the CTA 66 Chicago bus, or a ten-minute ride from downtown
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Tours can range from 3 to 5 miles of walking and thus we recommend bringing comfortable shoes, water, and sunscreen
While the climate in Chicago is quite temperate, we will make multiple stops to buy anything needed
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All tours will need at least two-people to run with a max of ten
We are always open to large private parties, corporate groups and more, just reach out to us
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Our tours are mostly outdoors with stops we can linger in during sudden showers
However if harsher weather or air quality forces us to cancel, you’ll be notified and receive a refund
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Absolutely! We offer all of our standard tours for private groups. We also offer custom and corporate tours requested ahead of time
reach out to us and lets start planning!
We’re Growing Fast.
West Town is just our first stop, we’re working on bringing you:
New Neighborhood Tours
Food Tours
Private Events + Corporate Tours