Bucktown Pizza Crawl
Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels; moderate walking over uneven city streets
Overview
Discover Chicago’s vibrant Bucktown neighborhood on the exclusive Bucktown Pizza Crawl, a private walking tour that combines delicious pizza tastings with local history. Perfect for foodies and adventurers alike, this experience offers a personalized glimpse into Chicago’s famous pizza scene and lively neighborhood charm.
Bucktown Pizza Crawl
3 hours • All ages
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About This Adventure
Embark on a delicious 3-hour pizza walk through Chicago's vibrant Wicker Park and Bucktown neighborhoods. Sample iconic styles like New Haven, Chicago deep-dish, and New York slices while exploring historic spots and trendy eateries. Experience the local culture and savor the unique flavors that define Chicago's pizza scene.
Explore Chicago's Wicker Park and Bucktown neighborhoods on this short pizza walk
Duration
3 hours
About
Chicago is the city of Big Shoulders & this walking pizza tour features a variety of styles. Taste and compare New Haven Style, Chicago Deep-Dish, and a NY Slice with Chicago influence on a 3-hour tour that walks around 1 mile.
- Taste a variety of signature styles Chicago has to offer in the neighborhoods.
- Compare & Contrast the differences in the slices we devour.
- Visit historic places along with new innovative joints the way locals do.
- Explore the Wicker Park & Bucktown, a Chicago neighborhood that is thriving with trendy stores, young singles, and families.
Meet your guide near the intersection of Milwaukee, Damen, and North Ave at New Haven inspired pizzeria Piece Pizza. We’ll start by sampling a New Haven slice where pizza is pronounced “ah-beets” and then a quick cross of the street to grab a New York slice from Paulie Gee's Wicker Park. We'll make our way up to My Pi for a deep dish slice popular with the locals before heading back. Tour finishes just steps from the starting location in Wicker Park.
Piece Pizza & Brewery 1927 W North Ave Tomato Pie – Traditional New Haven style pizza made with red sauce, NO MOZZARELLA, topped with garlic, grated pecorino-romano, and finished with olive oil
My Pi 2010 N Damen Ave Deep Dish Cheese with Italian Seasonings – A passed on family blend of spices to season this deep-dish slice oozing with tomatoes and cheese on a golden crust
Paulie Gee’s Wicker Park 1566 N Damen Ave Traditional NY Cheese pizza slice
More Info
- Satisfaction Guaranteed
- This tour is for all ages
- Photography Encouraged #ChiPizzaGram
- Tipping: We tip the food servers. You may want to tip the guide the standard service industry amount 15-20%
Adventure Tips
Wear comfortable shoes
Since the tour involves walking through Bucktown, comfortable footwear is essential for an enjoyable experience.
Bring cash or cards for extra tips
While most pizzerias accept cards, bringing cash is handy for tips or small purchases at local shops.
Stay hydrated
Walking around neighborhoods can be dehydrating, especially on warm days—carry water with you.
Arrive early for a personalized experience
Arriving a few minutes early ensures you get the most out of your private tour and personalized attention.
Local Insights
Wildlife
- Birds like sparrows and pigeons in the neighborhood streets
- Squirrels in the parks
History
Bucktown grew as a working-class neighborhood in the late 19th century, known for its immigrant communities and industrial roots, which still influence its character today.
Conservation
Many local businesses prioritize sustainable practices, and visitors are encouraged to support shops that focus on eco-friendly initiatives.
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Adventure Hotspots in Chicago
Frequently Asked Questions
Recommended Gear
Comfortable walking shoes
Supportive shoes are key for enjoying the walk without discomfort.
Small backpack or tote
Useful for carrying extra layers, water, or souvenirs.
Water bottle
Stay hydrated during the walking tour, especially on warmer days.
summer|spring specific
Weather-appropriate clothing
Dress in layers to adapt to changing weather conditions.
winter|fall|spring|summer specific