Second City Classic

Duration: 3 hours

Neighborhoods: Gold Coast & Old Town



(13+ yrs)



(12- yrs)

Prices shown in USD do not include tax or booking fees. All sales are final and non-refundable. Tickets must be purchased by 9am for today's tour(s).

Our original tour has a little of everything – classic Chicago tastes, diverse culinary insights, plus amazing history and architecture.

  • Do you enjoy learning more about the culinary process than gorging your face off? This is the tour for you. Enough food for a light lunch.
  • 2 large tastings complimented with bites & sips at specialty restaurants give you a well-rounded Chicago perspective.
  • Get away from the hustle and bustle of Michigan Avenue and instead dive deep into the heart of the charming Old Town neighborhood.
  • Enjoy a variety of flavors from classic Chicago-style deep-dish pizza from Lou Malnati’s to authentic Lebanese cuisine.
  • Walk away with new culinary perspectives, big smiles, satisfied taste buds and the confidence to continue exploring new areas.

Departs every half hour beginning at 11:00am, every day of the week.

Experiences happen rain, shine or snow. Please dress accordingly (ponchos are provided).

Restrooms available during the experience.

Small groups of no more than 16 guests per guide.

Suitable for most ages and fitness levels. Due to staircases, it is not wheelchair accessible.

Vegetarian substitutions are available. Notify us of SERIOUS allergies or aversions.

What to Expect

The Second City Classic, previously called the Gold Coast and Old Town Food Tour, visits six Chicago culinary locations within the epicurean hot-spot Near North area. Enjoy the best Chicago’s restaurants while tasting local foods from “mom and pop” specialty food stores, famous Chicago attractions and one-of-a-kind ethnic eateries.

Between tastings, you’ll experience the life of a Chicagoan as you stroll the bustling tree-lined streets of Chicago’s celebrated Near North neighborhoods of the Gold Coast and Old Town. Our enthusiastic, local guides share their knowledge and recommendations of architectural gems, beautiful gardens, historic mansions, backdoor venues, hidden parks and exciting local attractions and restaurants. You’ll even get the inside scoop on the Original Playboy Mansion and the comedic happenings of The Second City Comedy Club and it’s legendary performers. Wonder why Chicago is called “The Second City”? We’ll tell you the story!

The Second City Classic is perfect for Chicago natives and tourists interested in exploring their inner foodie with various samples of famous Chicago foods. Whether you’re a Chicagoan excited to be a tourist in your own city or visiting for the first time, we guarantee that you will walk way with new historical and architectural perspectives and a greater appreciation for Chicago’s culinary artisans.

Tastings and locations subject to change.

Escape the tourist areas and enjoy the best places to eat in the Gold Coast & Old Town neighborhoods. Highlights include:

Lou Malnati's

Considered the oldest family name in Chicago pizza, Lou Malnati's iconic Chicago-Style Deep Dish pizza is regarded as the best in the city. Taste it for yourself!

The Fudge Pot

3rd generation candy maker, David Dattalo, now operates Chicago's oldest chocolate confectioner, butter toffee & home-made fudge shop which was started by his father in 1962.

The Spice House

Owners of The Spice House, Tom and Patty Erd, are 2nd generation spice merchants whose love of hand-prepared spices, blends and artisan seasonings will rub off on you.

Old Town Oil

Founded in 2007 by four brothers from Chicago, Old Town Oil is America's premiere supplier of aged balsamic vinegars and 100% extra-virgin olive oils.

Tea Gschwendner

Chicago's leading specialty loose Green, Black, Oolong and White teas merchant whose passion for tea began in the late 70's when they opened their first small tea shop in Germany.

Old Jerusalem

Owner, Ahmed Ali Awad studied the culinary arts back in Lebanon. Since, 1976 his family has been serving authentic Middle Eastern dishes in Chicago’s Old Town area.

    Have questions? Here's the most frequently asked.

    We CAN provide substitutions for vegetarians, but we CANNOT provide substitutions for any other allergies or dietary preferences. Allergies and preferences must be indicated in advance at the time of ticket purchase. Please notify us of any serious allergies so we can tell you which food(s) to avoid.

    Yes- all guests must purchase a ticket whether they plan to partake in the food tastings or not. Non-paying individuals will not able to join the experience for any reason(s). The ticket fees help cover the costs of all the food samplings and also to pay for your tour guide(s) wages, whom are offering valuable commentary on historical, architectural, cultural and restaurant information during our neighborhood food experiences.

    Yes, Chicago Food Planet Private Group Tours are available for all tours offered. To set up or learn more, please visit our Private Group Tours page and submit a Private Group Tour Request Form. A member of Chicago Food Planet staff will respond within 24 hours.

    Yes, Chicago Food Planet Gift Certificates are available for all tours offered. To purchase or learn more about our Gift Certificates, please call (312) 932-0800 or click on our Gift Certificates page.

    Tours generally last between 2 to 3.25 hour depending on the tour route, and participants can expect to be standing or walking for a majority of the time. We walk at a moderate pace and also provide at least two sit-down locations on all of our tours for at least 45 minutes total during the tour.

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    A wonderful way to see some of Chicago, hear about the history of "signature" places, and eat some tasty food! Thoroughly enjoyable. Kent was a terrific guide: knowledgeable and friendly. A fun time! Well worth the price.

    Megan L., TripAdvisor

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