I FINALLY Took a Chicago Pizza Tour


I’m ashamed for calling myself a pizza fanatic yet never visiting Chicago in the past 10 years. It’s a good thing that shame has ended, thanks to a couple days I spent in the Windy City this past November while touring in support of my new book. I hit TONS of pizzerias and the vast majority were facilitated by a true pizza hero names Jon Porter. I first met Jon years ago, just as he was starting a company called Chicago Pizza Tours. Our companies are not related, but I consider him a real pizza brother. Since he started the company, we’ve met several times and even spent some quality time at the International Pizza Expo in Las Vegas a few years ago! But after all that, I’m proud to say I have FINALLY experienced the fruits of Jon’s labor and the tour was awesome. Here’s the scoop.


Tour tour met at Pizano’s Pizza and Pasta, a pizzeria that belongs to one of the most important families in Chicago pizza history. It’s located at a super central location, so very easy to find for an out-of-towner such as myself. It was there that we met Jon, who owns the company and runs lots of the tours, and a tour guide who works for him named Jonathan (I know that’s going to be complicated, but I’ll stick with those name variations). Jon took a back seat and let Jonathan run most of the tour and he was awesome. Super relaxed and informal enough that you didn’t feel like you were receiving a lecture. 

Jonathan gave us some info about Chicago pizza history before bringing out not one, but TWO tastings. Chicago has a reputation as a deep dish pizza town, but there is a native thin crust style thats at least as important. Pizano’s makes both so we tried a slice of each. Both were really good! But the tour has four pizzeria stops so we hit the road as soon as everyone finished because there was no time or stomach room to waste.


The tour rides all over Chicago and stops change all the time, so we cruised around in Dough Force One, a swanky mini coach that fits around 16 people. While driving, Jonathan (and sometimes Jon) gave us some great Chicago history. I loved the tour because it was so much more than just pizza, so you could learn a ton about the city while also hitting some serious pizzerias. 


My favorite stop of the day might have been our second pizzeria. It’s a little walk-up spot called Italian Fiesta. It’s famous for being the favorite pizzeria of the Obama family, but there’s not a single sign bragging about it. Very cool little place with a killer thin crust pizza. 

But as much as I loved Italian Fiesta, I was most interested in deep dish. I knew about the big nationally-known places like Uno and Gino’s East and Giordano’s, but one name kept popping up when I asked serious pizza freaks for advice: Pequod’s. It’s a cool spot with a perfectly casual atmosphere and gnarly pizza. There’s one in Morton Grove but we hit the Chicago location.


Check out this slice, overflowing with big chunky sausage and framed with a crunchy caramelized crust. It’s beautiful. I’m writing this as it’s snowing outside my window and all I want to do is crawl inside it and take a nap.


But the tour is not just about pizza that’s indigenous to Chicago, it also covers pizza styles that are not native to the city. Neapolitan pizza is exploding around the country and Chicago has a few solid spots for it. We stopped at Nella’s, where we had the pizza Margherita. This was a nice comfort slice because it wasn’t loaded with toppings, as the other Chicago pizza has been on the tour. That made it the perfect palate cleanser!


After those four stops, just every single person on the bus full and ready to hibernate. I loved it, not just for the pizza but also for the super well-rounded education about the city. I can see it being just as interesting for locals as it was for me as a tourist. In fact, there were at least two locals on the tour when I took it and they LOVED it! Good pizza, good info, great tour guide(s)… thanks to Jon and Jonathan and William the bus driver!

Check out the Chicago Pizza Tours website!!!


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