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Chicago · Illinois · United States

Total Chicago: From Architecture to Food

Starting From From $99.00 per person Current Project Expedition rate
5 Hours 4.44 / 5 0 reviews Easy activity level Small Group Single Day Tour Operated by Intrepid Urban Adventures
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The Experience

What your day looks like

Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging in delectable local cuisine. From deep-dish pizza to hidden gems, savor the flavors of Chicago as a knowledgeable guide unveils the city's culinary secrets and fascinating history.

At a Glance

The experience, in brief

  • Marvel at the stunning Chicago skyline
  • Immerse yourself in the best of Chicago's culture
  • Discover the inspirations that the Prohibition Era had on the city in the 1920s
  • Enjoy some classic Chicagostyle popcorn
  • 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
Detailed Itinerary

The journey, in full

Discover the Enchantment of Chicago: A Journey Through History and Flavor, where history and culinary delights intertwine. Explore the city's architectural marvels, a testament to the ambitious spirit of the Prohibition Era, while indulging in its world-renowned cuisine. We start our tour under the dazzling marquee of the Chicago Theater. You might recognize from dozens of movies and TV shows. We’ll 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 - especially necessary during the Midwest winters. We will pass by the City Hall-County Building, commonly known as City Hall which houses the seats of government of the City of Chicago and Cook County. 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 Wrigley Building, and the Chicago Tribune. 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. 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 for 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.

Your Itinerary

Your day, step by step

Day 1

Chicago

Sightseeing at The Chicago Theatre.

Continued

Chicago

Boating at Chicago River.

Continued

Chicago

Food Tasting at Chicago Cultural Center.

Before You Go

What to know before booking

Included

Local English-speaking guide Transportation between tour halves

Not Included

Additional food and drinks, tips/gratuities for your guide

What to Bring

Please dress comfortably and casually in weather-appropriate attire Wear comfortable shoes for walking

Restrictions

We can accommodate vegetarians and other dietary restrictions. Please notify us in advance if you have any dietary requests.

Meeting & Pickup

Meet us at the Chicago Theatre (underneath the marquee), 175 N. State Street, Chicago, IL 60601.

Languages Offered

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Planning Notes

Hotel pickup offered: No Confirmation: Automatic

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