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

Chicago 5 hours

Experience Chicago like a true insider on this top-rated walking tour that blends the city’s most iconic food, awe-inspiring architecture, and rich history — all in one unforgettable day. From deep-dish pizza to legendary skyscrapers, you’ll taste, see, and learn what makes the Windy City a world-class destination. Led by expert local guides and limited to just 12 guests, this immersive, small-group tour is the perfect way to discover the real Chicago — not just the tourist spots.


• See the best of the city, all in just half a day
• Enjoy enough bites and samples to add up to a generous lunch
• Your guide's narration will bring the city's rich history to life
• Personalized attention on small-group tour for maximum 12 people

  • Hear stories of Chicago’s past — from Prohibition to the Great Fire and immigrant history
  • Explore top sights & hidden gems — Riverwalk, Magnificent Mile, Pedway, Wrigley Building
  • Taste Chicago's iconic eats — deep-dish pizza, hot dog, Italian beef & more included
  • Led by expert local guides — passionate storytelling from true Chicago insiders
  • Enjoy a personal, relaxed, and interactive experience - Small group size (max 12)
  • Travel for good — run by a certified B Corp committed to ethical, responsible tourism
  • Visit Millennium Park & The Bean — snap pics at Chicago’s most famous modern landmark

Exclusions

Gratuity
Drinks and additional food

Additional Information

• 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
• 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.
• Suitable for all ages and fitness levels, but please note that this tour covers between 4.8 to 6.4 km (3-4 miles) of walking.
• We can accommodate vegetarian options but cannot accommodate other food allergies or dietary preferences. Please notify us in advance if you have any dietary requests.
• Experiences happen rain, shine, or snow. Please dress accordingly.

185 North State Street, Chicago, Illinois, 60601 Get directions
  • A full refund will apply if you cancel more than 24 hours before the activity start time.
  • No refund is possible if you cancel less than 24 hours before the activity start time.

Guide Languages

• English

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