Chicago in a Day: Food, History and Architecture Walking Tour

Stop At: The Chicago Theatre, 175 N State St, Chicago, Illinois 60601

We start our tour under the dazzling marquee of the Chicago Theater (where you might recognize the neon sign from the movie musical Chicago) before heading off into the bustling city.

Duration: 10 minutes

Stop At: Chicago Pedway, Chicago, Illinois

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 — especially necessary during the Midwest winters. 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.

Duration: 20 minutes

Stop At: Chicago Riverwalk, Chicago, Illinois 60601

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).

Duration: 20 minutes

Stop At: Chicago River, Chicago, Illinois

From there, we’ll either hop on the ‘L’ train. The ‘L’ train is recognized as a Chicago landmark having been featured in movies and TV shows for decades. You’ll enjoy feeling like a local as you zip past buildings and catch even more awesome views.

Duration: 20 minutes

Stop At: Cloud Gate, 201 E. Randolph St., Millenium Park, Chicago, Illinois 60601

We’ll end up in the picturesque Millennium Park, home to the iconic Bean sculpture. Here (or nearby), your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or a drink recommendation inside one of the most amazing spaces in the city.
Note that the Bean sculpture is under construction until Spring 2024 and views will be limited.

Duration: 20 minutes

Stop At: Corporate Suites Network, 845 N State St, Chicago, IL 60611, USA

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, you’ll take a stroll through two more establishments, each one essential to Chicago’s food culture. 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!

Duration: 2 hours

• Reservations are REQUIRED for all bookings
• Book Your Package On-Line and Receive Your Confirmation
• Departure point: Detailed check-in instructions - including the address and parking information if applicable - will be included in your final confirmation email.
• Duration: 5 hours (Approx.)
• Departure Time: 10:00 AM
• Return Details:

  River North, River North, Chicago, IL, USA

• Transportation between tour halves
• Get a taste for Chicago’s most famous food like Chicago-style hot dog
• Try Deep dish pizza at a pizza place that’s an icon to Chicago
• Join professional English-speaking local guide
• Discover Chicago on 5 Food Stops with 5 Food Samples
• Get tips on what else to see, do and eat during your stay
• Discover Chicagos’ incredible architecture both old and new
• Enjoy a couple of classic made-in-Chicago snacks like Chicago-style popcorn and homemade chocolate
• Taste a classic Chicago sandwich: Italian beef
• Gratuities (Optional)
• Gratuity
• Drinks and additional food

• Confirmation Voucher (printed or mobile)
• Any required or suggested items listed on your confirmation email.
• A Smile!

• Wheelchair accessible
• Infants and small children can ride in a pram or stroller
• Service animals allowed
• Public transportation options are available nearby
• Transportation options are wheelchair accessible
• Suitable for all physical fitness levels
• In the event of road or attraction closures, your guide will do their best to work around the obstacles or take your tour to alternate locations.
• Small group of a maximum of 12 people.
• This is a child-friendly walking tour. Children under the age of 6 are permitted to join this tour free of charge.
• Please note: food options and portion sizes will vary depending on the season and where we stop that day but the total amount of food included will be equal to a full meal.
• Note that the Bean sculpture is under construction until Spring 2024 and views will be limited.

You can cancel up to 24 hours in advance of the experience for a full refund.