Evening Walking Tour
Chicago's finest pizza paired with craft cocktails. A small-group evening walk through the city's best pizzerias and most interesting bars.
$89 / person
The Experience
Our evening tour pairs three of Chicago's best pizzerias with the cocktails we'd actually order at each one. This is not a party crawl. It is a paced, guided walk with real pizza, real drinks, and real stories about the city in between. Perfect for date nights, visitors with a free evening, or private groups who want something different than another steakhouse dinner.
From the Founder
“Pizza and cocktails are what Chicagoans actually do on a great night out. This tour puts the two together the way they're meant to be — a real sit-down slice, a proper drink, and a guide who knows which bars still do it right. It's the tour I'd take my own friends on.”
Jonathan Porter
Founder, Chicago Pizza Tours
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From the Tour








Common Questions
Yes. One craft cocktail at each of the three stops is included. Additional drinks are available for purchase, and non-alcoholic alternatives are offered for anyone who'd prefer them.
All pizza tastings and water are included. You'll try three different styles across the evening — plenty to eat as a full dinner.
21+ for the cocktail portion. Guests under 21 can join if we arrange a non-alcoholic package in advance — reach out and we'll work it out.
This tour runs by reservation, usually as a private or small-group booking. Send us a message with your preferred date and group size, and we'll get back to you with availability and next steps.
Absolutely — it's a great format for date nights, birthday groups, bachelor/bachelorette parties, and corporate outings. We can tailor the pizzerias and bars to your group. See our team outings page for details.
This is a walking tour, so we recommend dressing for the weather. Tours run rain or shine. We'll have umbrellas on hand if needed.
Yes — every restaurant and bar on the tour has restrooms.
$89 per person. Booked by reservation for dates, groups, and private parties.
Inquire About a Date