Reviews
Availability
About the activity
Discover the architecture and food scene of Chicago on guided walking tour. Learn more about the prohibition era, explore the city's vibrant food scene, and taste some local well-known cuisine.
-
Free cancellationCancel up to 24 hours in advance for a full refund.
-
Instant confirmation & Mobile ticketsReceive your ticket right away. Use your phone or print your voucher.
-
Private tourAvoid crowds with an exclusive experience. (depends on selected option)
-
Live guidingEnglish
-
Duration4.5 hours
-
Includes
- Guided walking tour through downtown Chicago
- Tastings of deep-dish pizza, hot dog, and Italian beef
- Chicago-style popcorn sample
- Entry to the Chicago Pedway
- Visit to Millennium Park and The Bean
- Stops at architectural and historic landmarks
- Local guide with insider tips and stories
- Additional food and drinks
- Tips for your guide
Highlights
- Taste deep-dish pizza, hot dog, Italian beef & more
- Explore Chicago’s iconic architecture on foot,
- Walk the Pedway, Riverwalk & visit Millennium Park and The Bean
- Hear Prohibition stories and gangster-era history
- Receive personalized attention on a small-group tour with just 12 participants
Description
Uncover Chicago’s Prohibition legacy while exploring iconic landmarks like the Chicago Theater, Willis Tower, and the Art Deco London House. Visit the stunning Chicago Cultural Center, enjoy Chicago-style popcorn, and learn about historic buildings like the Wrigley Building. End at Millennium Park with the famous Bean.
Stroll the scenic Chicago Riverwalk, passing iconic buildings like the Marina Towers and Wrigley Building, before reaching the iconic Bean in Millennium Park. Then, dive into Chicago’s culinary culture with a taste of the Chicago-style hot dog, deep-dish pizza, and Italian beef—local favorites served at classic spots.
Your tour wraps up with insider tips from your guide on where to explore next in the city.
- Is this tour environmentally responsible? This tour is carbon neutral and operated by a B Corp certified company committed to using travel as a force for good.
- How many people will be on the tour? This is a small-group experience with a maximum of 12 travelers.
- Can children join the tour? Yes, this is a child-friendly walking tour. Children under 6 can join free of charge.
- Will there be enough food included? Yes! Food portions vary by season and stop, but the total equals a full meal.
- How much walking is involved? The tour covers 4.8 to 6.4 km (3–4 miles) and is suitable for all fitness levels.
- Are dietary requirements accommodated? Vegetarian options are available. We cannot accommodate other dietary needs or allergies. Please notify us in advance if you're vegetarian.
Small Group
Private Tour
Reviews & Ratings
Top 5 Similar Activities in Chicago
-
Top 10Excellent7,900+ bookedSightseeing ToursChicago River: 1.5-Hour Guided Architecture Cruise
- 1.5 hours • Skip the line • Guiding available
From$44.00 /person -
Top 10Excellent2,200+ bookedSightseeing ToursChicago: 45-Minute Family-Friendly Architecture River Cruise
- 45 minutes • Skip the line • Guiding available
From$28.00 /person -
Top 10Excellent4,300+ bookedSightseeing ToursChicago: Architecture River Cruise Skip-the-Ticket Line
- 1 hour • Skip the line
From$47.84 /person -
Top 10Excellent2,000+ bookedSightseeing ToursChicago: 1.5-Hour Lake and River Architecture Cruise
- 1.5 hours • Skip the line • Guiding available
From$44.00 /person -
Good550+ bookedSightseeing ToursChicago: Fireworks Cruise with Lake or River Viewing Options
- 45 minutes - 2 hours • Skip the line • Guiding available
From$32.00 /person
Frequently Asked Questions
Prices & Booking
Person
-
Adults12-99 years
-
Children6-11 years
-
Infants0-5 years
Date
| December 2025 | ||||||
|---|---|---|---|---|---|---|
| Mon | Tue | Wed | Thu | Fri | Sat | Sun |