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Chicago in a Day: Food, History & Architecture Walking Tour
About This Tour
Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging in delectable local cuisine. From deep-dish pizza to hidden gems, savor the flavors of Chicago as a knowledgeable guide unveils the city's culinary secrets and fascinating history.
What's Included
✓ Included
- 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
- 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
- Enjoy a personal, relaxed, and interactive experience - Small group size (max 12)
✗ Not Included
- Gratuity
- Drinks and additional food
Itinerary
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We begin under the dazzling Chicago Theater marquee, famous from movies, before diving into the lively streets of the city.
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Weather permitting, we'll explore the Chicago Pedway, a network of underground tunnels used daily by locals and commuters, especially in winter.
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We’ll pass the City Hall-County Building, home to the City of Chicago and Cook County governments.
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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.
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Next, we’ll pass the Wrigley Building on the Magnificent Mile, built between 1920 and 1924 to house the Wrigley Company's headquarters.
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Then, we’ll pass the Tribune Tower, a 463-foot, 36-story neo-Gothic skyscraper at 435 North Michigan Avenue.
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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.
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We'll pass the Cloud Gate sculpture, also known as 'The Bean,' the centerpiece of Millennium Park.
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At the end, stroll through the main streets near the Loop, where museums, restaurants, bars, historic landmarks, and modern architecture blend together.
Good to Know
- 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
- Is this tour child-friendly? Yes! This tour is suitable for families. Children under 4 years old can join free of charge. A reduced child price applies for children aged 4 to 11.
- Will food options or portion sizes very? Food offerings and portion sizes may vary depending on the season and the stops visited on the day of the tour. However, the total amount of food included is always designed to equal a full meal.
- Is this tour suitable for all ages and fitness levels? Yes! This tour is suitable for guests of all ages and fitness levels. Please note that it includes approximately 4.8 to 6.4 km (3-4 miles) of walking. at a relaxed pace with regular stops.
- Can dietary requirements be accommodated? Vegetarian options are available. Unfortunately, we are unable to accommodate other food allergies or dietary preferences. Please let us know in advance if you require a vegetarian option so we can plan accordingly.
- What happens if the weather isn’t great? Experiences run rain, shine, or snow, so please dress appropriately for the weather on the day of your tour.