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 beneath the iconic marquee of the Chicago Theatre, renowned from films, before venturing into the vibrant city streets.
- Chicago Pedway - If the weather allows, explore the Chicago Pedway, an underground tunnel network frequented by locals and commuters, especially during winter.
- Chicago River - Experience the…
- The Chicago Theatre - Start beneath the iconic marquee of the Chicago Theatre, renowned from films, before venturing into the vibrant city streets.
- Chicago Pedway - If the weather allows, explore the Chicago Pedway, an underground tunnel network frequented by locals and commuters, especially during winter.
- Chicago River - Experience the city like a local by walking past famous buildings, taking in breathtaking skyline views, and joining the daily hustle along Chicago’s main thoroughfare.
- Wrigley Building - Continue past the Wrigley Building on the Magnificent Mile, constructed between 1920 and 1924 as the headquarters for the Wrigley Company.
- 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 famous Bean sculpture. The guide will provide suggestions for additional attractions, dining options, or drinks.
- Cloud Gate - Pass by the Cloud Gate sculpture, commonly 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
- Led by expert local guides, passionate storytelling from true Chicago insiders
- Visit Millennium Park and snap photos at the famous Bean
- Explore top sights & hidden gems like Riverwalk, Magnificent Mile, Pedway, Wrigley Building
- Taste Chicago’s iconic eats,…
- Hear stories of Chicago’s past from Prohibition to the Great Fire and immigrant history
- Led by expert local guides, passionate storytelling from true Chicago insiders
- Visit Millennium Park and snap photos at the famous Bean
- Explore top sights & hidden gems like Riverwalk, Magnificent Mile, Pedway, Wrigley Building
- Taste Chicago’s iconic eats, including deep‑dish pizza, Chicago‑style hot dogs, and Italian beef
- Enjoy a relaxed, small‑group experience (maximum 12 travelers)
- Travel with purpose on a tour operated by a certified B Corp committed to responsible tourism
- 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.