Embark on an epic Chicago day tour with a local guide. Explore the city’s architecture, indulge in delicious local treats, and soak in stunning river views.
Embark on an epic Chicago day tour with a local guide. Explore the city’s architecture, indulge in delicious local treats, and soak in stunning river views.
- The Chicago Theatre - Start the journey beneath the iconic Chicago Theatre marquee, renowned from films, before venturing into the vibrant city streets.
- Chicago Pedway - If the weather allows, explore the Chicago Pedway, a series of underground tunnels frequented by locals and commuters, especially during winter.
- **City of Chicago - City…
- The Chicago Theatre - Start the journey beneath the iconic Chicago Theatre marquee, renowned from films, before venturing into the vibrant city streets.
- Chicago Pedway - If the weather allows, explore the Chicago Pedway, a series of underground tunnels frequented by locals and commuters, especially during winter.
- City of Chicago - City Hall - Pass by the City Hall-County Building, which houses the City of Chicago and Cook County governments.
- Chicago River - Experience the local vibe as you walk past famous buildings, admire breathtaking skyline views, and join the daily commute along Chicago’s main thoroughfare.
- Wrigley Building - Continue to the Wrigley Building on the Magnificent Mile, constructed between 1920 and 1924 as the Wrigley Company’s headquarters.
- Tribune Tower - Proceed to the Tribune Tower, a 463-foot, 36-story neo-Gothic skyscraper located at 435 North Michigan Avenue.
- Millennium Park - Visit the scenic Millennium Park, home to the renowned Bean sculpture. The guide will provide suggestions for additional attractions, dining, or drinks.
- Cloud Gate - Pass by the Cloud Gate sculpture, affectionately known as ‘The Bean,’ the highlight of Millennium Park.
- The Loop - Conclude with a stroll through the main streets near the Loop, where museums, eateries, bars, historic sites, and contemporary architecture converge.

- 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
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Led by expert local guides — passionate storytelling from true Chicago insiders
-…
- 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
- Gratuity
- Drinks and additional food
- Gratuity
- Drinks and additional food
Explore Chicago’s fascinating history and lively food culture on this engaging walking tour. Experience the city’s renowned architecture and the allure of the Prohibition era while enjoying delicious local dishes. From deep-dish pizza to hidden treasures, relish the tastes of Chicago as an expert guide reveals the city’s culinary delights and intriguing…
Explore Chicago’s fascinating history and lively food culture on this engaging walking tour. Experience the city’s renowned architecture and the allure of the Prohibition era while enjoying delicious local dishes. From deep-dish pizza to hidden treasures, relish the tastes of Chicago as an expert guide reveals the city’s culinary delights and intriguing past.
- 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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.