Chicago History Food And Architecture Walking Tour

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 treat and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!

Meeting Point

The Chicago Theatre

175 N State St, Chicago, IL 60601, USA

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

What's included:

• Learn about Chicago’s rich history from a local expert guide
• Taste iconic Chicago foods: hot dogs, deep-dish pizza, and Italian beef.
• Walk through the historic Chicago Theater, a city icon
• See the famous Cloud Gate sculpture in Millennium Park
• Use local transportation to travel between the two halves
• Enjoy some classic Chicago-style popcorn
• Get tips on more sights, activities, and dining during your stay.
• Join a professional, English-speaking local guide
• Stroll the Chicago Riverwalk with stunning views of skyscrapers

Not included:

• Gratuity
• Drinks and additional food

What to expect:

Duration: 5 hours

The Chicago Theatre

175 N State St, , Chicago, 60601-3623, Illinois

We begin under the dazzling Chicago Theater marquee, famous from movies, before diving into the lively streets of the city.

10 minutes

Chicago Pedway

, , Chicago, Illinois

Weather permitting, we'll explore the Chicago Pedway, a network of underground tunnels used daily by locals and commuters, especially in winter.

20 minutes

City of Chicago - City Hall

121 N La Salle St, Chicago, 60602-1202, Illinois

We’ll pass the City Hall-County Building, home to the City of Chicago and Cook County governments.

Pass by without stopping

Chicago River

Chicago, Illinois

Feel like a local as you walk past iconic buildings, enjoy stunning skyline views, and share in the daily commute along Chicago’s main artery.

20 minutes

Wrigley Building

400-410 Michigan Ave, , Chicago, 60611-4213, Illinois

Next, we’ll pass the Wrigley Building on the Magnificent Mile, built between 1920 and 1924 to house the Wrigley Company's headquarters.

Pass by without stopping

Tribune Tower

435 N Michigan Ave, , Chicago, 60611-4066, Illinois

Then, we’ll pass the Tribune Tower, a 463-foot, 36-story neo-Gothic skyscraper at 435 North Michigan Avenue.

Pass by without stopping

Millennium Park

Chicago, 60602, Illinois

Next, we’ll visit picturesque Millennium Park, home to the iconic Bean sculpture. Your guide will then offer recommendations for more sights, lunch spots, or drinks.

Pass by without stopping

Cloud Gate

201 E. Randolph St., Millenium Park, Chicago, 60602, Illinois

We'll pass the Cloud Gate sculpture, also known as 'The Bean,' the centerpiece of Millennium Park.

Pass by without stopping

River North

Chicago, Illinois

On the food part of the tour, we’ll start with the iconic Chicago-style hot dog, followed by the world-famous deep-dish pizza. After indulging, we’ll taste one more local favorite before wrapping up with a classic Italian beef sandwich at a true Chicago institution.

1 hour, 30 minutes

Historic Water Tower

806 N Michigan Ave, Chicago, 60611-2103, Illinois

After, we’ll pass the beautiful Water Tower, built in 1869 to house a water pump drawing from Lake Michigan. It’s the second-oldest water tower in the U.S.

Pass by without stopping

The Loop

Chicago, 60605-2108, Illinois

At the end, stroll through the main streets near the Loop, where museums, restaurants, bars, historic landmarks, and modern architecture blend together.

Pass by without stopping