Free cancellation

Chicago Food & Landmark Tour: The Loop, Millennium Park & More

4.6 (5 reviews) · By Friendly Local Guides

Discover Chicago’s unique flavors on this small-group Chicago foods tour that takes you through the city’s most vibrant neighborhoods. Walk past iconic sights like Millennium Park and the Loop, all while sampling some of the city’s best-loved dishes. From deep-dish pizza to Italian beef sandwiches, you’ll get a true taste of Chicago’s culinary scene.

Along the way, your local guide shares fascinating stories about the city’s history, architecture, and the origins of its famous foods. You’ll see the Cloud Gate sculpture, enjoy stunning views of the skyline, and explore hidden gems that most visitors miss. It’s a perfect way to connect with Chicago’s heartbeat through its flavors and sights.

All tastings are included, from Chicago-style hot dogs to secret dishes revealed on the day. This experience offers a fun, relaxed atmosphere where you can learn, eat, and take plenty of photos. Whether you're a foodie or just curious about the city, this Chicago foods tour with The Loop, Skyline, and Millennium Park promises a memorable adventure.

Frequently asked questions

How long is the Chicago foods tour?

The tour lasts approximately 3 hours, giving you plenty of time to sample local favorites and see key sights.

What’s included in the tour?

You’ll enjoy iconic photo spots, Chicago-style hot dogs, a secret dish (revealed on the day), Italian beef sandwiches, deep-dish pizza with sausage, gourmet popcorn, a brownie, and expert advice on where to eat afterward.

Is this tour suitable for children?

Yes, children of all ages are welcome, but infants and small children should be in a pram or stroller. Participants should have a moderate level of physical fitness.

What are the group sizes?

Groups are small, with up to 6 people, ensuring personalized attention from your guide.

How do I meet the guide?

Meet at the Plaza of the Americas, next to the Big Angels Wings. The guide will be waiting there at the start time.

Can I cancel if my plans change?

Yes, you can cancel for a full refund if done at least 24 hours before the tour. Cancellations made within 24 hours are non-refundable.

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 3 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 3 hours
Languages English
Group size Up to 6
Ages Adults 0–99
Accessibility Infants and small children can ride in a pram or stroller; participants should have at least moderate physical fitness

What's included

Included

  • Iconic places for photoshoot
  • Must-see and off-the-beaten-path sights
  • Chicago-style Hot Dog
  • Delicious Secret Dish (revealed on the day)
  • Italian Beef Sandwich
  • All Fees and Taxes
  • Deep Dish Pizza with Sausage
  • Gourmet Popcorn
  • Expert advice on where to go and what to do after the tour
  • Brownie
  • Friendly local guide

Not included

  • Gratuities (optional)

Itinerary

  1. Stop 1 Pass by

    Get acquainted with Chicago’s downtown, where all the buzz takes place.

  2. Stop 2

    Explore the historic business district, learn about its architecture, key events, and milestones. Spend time in this lively area with many sights.

    5 minutes
  3. Stop 3 Pass by

    Visit Millennium Park’s Cloud Gate sculpture, also known as 'The Bean'. Capture photos with this iconic, mirror-like art piece created by Anish Kapoor.

  4. Stop 4 Pass by

    Enjoy stunning views of the Chicago skyline reflected in Cloud Gate. Learn how Chicago evolved from a small outpost in 1780 to the third-largest city in the U.S.

  5. Stop 5 Pass by

    Pass by the Chicago Cultural Center, a historic neoclassical building dating back to 1897, now serving as a hub for art and culture with impressive interiors and exhibitions.

  6. Stop 6 Pass by

    Stroll through Millennium Park, a vibrant space filled with art installations and attractions, perfect for relaxing, taking photos, and enjoying the city’s modern urban design.

Meeting point & pickup

Meet at the starting point

Meet your guide at the Plaza of the Americas, next to the Big Angels Wings

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Cancellation & confirmation

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • 100% refund if cancelled at least 1 day before
  • 0% refund if cancelled within 1 day

Instant confirmation

Your booking is confirmed immediately after checkout.

From $145.00 per person

Adult Age 0–99
1
  • Free cancellation
  • Secure checkout with our booking partner

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