Taste Chicago classics and explore top landmarks on a guided 5-hour tour
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5 hours
Food samples, Guided walking tour
Sample Chicago’s most famous recipes while exploring beloved landmarks on a guided walking tour. Enjoy deep-dish pizza, Italian beef, a Chicago-style hot dog, and dessert as you learn the stories behind the dishes and the city.
Tour runs rain or shine; wear comfortable walking shoes and arrive 15 minutes early, and bring a water bottle. Vegetarian options available; limited gluten-free and vegan; some requests may incur surcharges and cannot be guaranteed—notify in advance. A two-person minimum applies; adults 21+ need ID for the beer upgrade.
Fully refundable minus 10% if canceled at least 72 hours before start; no refunds within 72 hours. $10 per person fee for weekend reservation changes made within 72 hours. If severe weather forces cancellation, you may reschedule or receive a full refund. Tour requires a two-person minimum; if not met, you may be rescheduled or refunded.
Stan's Donuts & Coffee, 750 N. Rush Street, Chicago, IL 60611
The guides here are consistently stellar, and travelers are quick to name them. Joe, Jeff, Jessika, and several others get enthusiastic shout-outs for being knowledgeable, funny, and genuinely caring hosts who make everyone feel comfortable. These aren't just rehearsed tours – guides share insider tips on where to eat later, adjust for weather needs, and greet past guests like old friends when they bump into them around the city. The food and bike tours seem to be the crowd favorites, taking groups through Chicago's iconic dishes at signature spots while weaving in local history and hidden gems. The routes avoid busy streets when possible, bikes are well-maintained and comfortable, and groups stay small enough that everyone feels looked after. Whether you're exploring downtown, Chinatown, or neighborhood breweries, expect a good mix of sightseeing, storytelling, and excellent eating. Several people mention doing the tour early in their visit so they can revisit favorite spots discovered along the way.
We do a food tour in every new city we visit, and Fran was one of the best! We loved learning all the details of the city as much as trying the food. We will recommend to anyone visiting Chicago!
Tracey Schust
March 30, 2026
We do a food tour in every new city we visit, and Fran was one of the best! We loved learning all the details of the city as much as trying the food. We will recommend to anyone visiting Chicago!
Tracey Schust
March 30, 2026