Total Chicago Tour: From Architecture to Food Experience

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views, and much more!


  • Marvel at the stunning Chicago skyline and discover why Chicago’s architecture is among the best in the world

  • Enjoy a couple of classic made-in-Chicago snacks like Chicago-style popcorn and homemade chocolate

  • Get a taste for Chicago’s most famous food in one of the city’s most historic neighborhoods

  • Discover why locals have so much passion for their Chicago-style classics

Local English-speaking guide
5 Food Stops with 5 Food Samples such as a Chicago-style hot dog, deep-dish pizza, and Chicago sandwich: Italian beef, popcorn tasting, chocolate tasting
Transportation between tour halves
Additional food
Tips/gratuities for your guide
Important Information
What is included in the tour?

Local English-speaking guide, 5 Food Stops with 5 Food Samples such as a Chicago-style hot dog, deep-dish pizza, and Chicago sandwich: Italian beef, popcorn tasting, chocolate tasting, transportation between tour halves

What isn't included in the tour?

Additional food, drinks, tips/gratuities for your guide

Where do we meet?

The Chicago Theatre (underneath the marquee), 175 N. State Street, Chicago, IL 60601

Where does the tour end?

A central location in the River North neighborhood near N Clark St & W Ontario St.

What is the duration of the tour?

5 hours

What If I have particular dietary requirements?

This tour features visits to establishments that are not always able to cater to all dietary requirements, and the food options might be limited. For any specific dietary request, please notify us within 24hr of the start our and always begin each tour by telling your tour guide. Please email us at

What is the group size of this tour?

The maximum number of people on this tour will be 12 passengers.

What if I can't find my guide?

If you have any issues on the day of your tour, please call +1 312 973 3877

Can I cancel my tour?

Free cancellation up to 24 hours before activity


Ready for the ultimate day out in Chicago? This tour combines two of our favorite Chicago experiences (Chicago Culture & Architecture and Classic Bites in River North) for one epic Chicago adventure!  We start our tour under the dazzling marquee of the Chicago Theater (where you might recognize the neon sign from the movie musical Chicago). We’ll then head off into the bustling city where our first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core.  We’ll then head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels. We’ll head back above-ground near City Hall, and on most weekdays, be able to head inside to see the classic interior design and architecture.  Next, we’ll make our way to a spot where we’ll share a sweet treat, and a local tradition: Chicago-style popcorn. Weather permitting, we’ll take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Sears Tower (now known as the Willis Tower).  From there, we’ll make our way to another delicious destination for locally made chocolates from a Chicago staple. We’ll end up in the picturesque Millennium Park, home to the iconic Bean sculpture.  We hope you’ve built up a good appetite by now because we’re on our way to an unforgettable food experience. Travel by ‘L” train or ride share with your guide from Millennium Park up to the River North neighborhood, the original Chicago foodie destination.  Your food tour starts with a very well-known Chicago fare: the Chicago-style hot dog. Every Chicagoan has his or her own preference as to how the dog should be made, and you’ll get a chance to try your guides’ favorite version.  Next up is the world-famous Chicago deep-dish pizza! An entire meal unto itself, this staple of the Chicago food scene originated in River North in the 1940s when workers and families needed filling dishes at low prices. Your guide will take you to a pizza place that’s an icon to Chicago natives to try the real deal for yourself.  After you’ve filled up on pizza and hot dogs, we’ll then continue our tasting journey with a classic Chicago sandwich: Italian beef. You’ll sample this sandwich in a real Chicago institution — no-frills decor included!  Our tour ends here, and your guide will be happy to direct you back to your accommodation or share tips for what else to see and do in the city.

Please note that the Bean sculpture is under construction until Spring 2024 and views will be limited.
Total Chicago Tour: From Architecture to Food Experience
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