Guided tour

Chicago: Food, History and Architecture Tour with Tastings

Chicago: Food, History and Architecture Tour with Tastings

From US$ 99 per person

Get an extensive overview of Chicago's history, beautiful architecture, and delicious food on a guided day tour through the city.

About this activity

Free cancellation
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Covid-19 precautions
Special health and safety measures apply. Learn more
Duration 5 hours
Check availability to see starting times.
Live tour guide
English
Small group
Limited to 9 participants

Experience

Highlights
  • Marvel at the stunning architecture of the Chicago skyline
  • Feel like a local as you ride public transportation and try Chicago classics
  • Enjoy food samples such as Chicago-style hot dog, pizza and Italian beef
  • Get a taste for the city's most famous food in a historic neighborhood
  • Join a carbon neutral tour, organized and led by an eco-certified tour operator
Full description

Discover the architecture and food scene of Chicago on a guided day tour. Learn more about the city's history and vibrant food scene as you discover various bustling neighborhoods and historic areas.

Start the tour under the dazzling marquee of the Chicago Theater. Explore the bustling city where the first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core.

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. Make your way above ground at City Hall, and admire its classic interior design and architecture.

Next, visit a spot for a tasty sweet treat, and a local tradition, Chicago-style popcorn. 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, visit another delicious destination for locally made chocolates from a Chicago staple. Meander through the beautiful lakefront parks along Michigan Avenue, finishing at picturesque Millennium Park, home to the iconic Bean sculpture.

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 guide’s 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, continue your tasting journey with a classic Chicago sandwich, the Italian beef. Sample this sandwich in a real Chicago institution with no-frills decor. 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 in the city.

Includes
  • Live tour guide
  • Pizza
  • Sandwich
    Covid-19 precautions
    Safety measures in place
    • You must keep social distance while in vehicles

    Select participants and date

    Participants

    Date

    Meeting point

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

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    Important information

    What to bring

    • Comfortable shoes
    • Weather-appropriate clothing

    Know before you go

    • This tour is organized and led by the world's largest travel B-Corp certified company. B-Corp Certification measures a company’s social and environmental impacts and responsible tourism practices
    Customer reviews

    Overall rating

    4.8 /5

    based on 23 reviews

    Review summary

    • Guide
      5/5
    • Value for money
      4.7/5
    • Service
      5/5
    • Organization
      5/5

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    Star rating:

    our guid Wallach was amazing, every question we asked him he knew the answer for, was able to customize our tour on the fly for us when we expressed interest in things he did not originally plan on covering. and even whent so far as to end the tour hotell. then gave us the locations of several other places and restaurants we should try while we were in town.

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    April 17, 2021

    My guide showed good knowledge of Chicago. He seemed very personable as well. Probably too much food at the end. As glad as I was to get a taste of the Chicago classics, the three stops were overkill. Plus, stopping for chocolate at Fannie May? Seriously, I can get that anywhere. Not a treat specific to Chicago at all.

    April 1, 2021

    Our tour Guide was so friendly. He was knowledgeable and fun. The only thing I would add is to have a speaker for him to talk through for people in the back. With mask and construction it made his great information hard to hear. I would definitely recommend this tour to my family and friends.

    March 19, 2021

    Product ID: 243137