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Read more →WGN Radio's annual Chicago Pizza Madness bracket under its Chicago's Very Own Eats franchise, pitting 128 pizzerias across four regions in single-elimination online voting that drew more than 95,000 votes in 2025, roughly double the field size of many regional pizza brackets elsewhere in the country.
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Deep-dish or tavern-style. That argument has run through Chicago for generations, and it's the real reason a single food bracket can pull the kind of turnout Chicago Pizza Madness drew in 2025: more than 95,000 votes. A tournament built around a rivalry this old doesn't need much extra marketing to get people voting; the debate already exists in every group chat and every family argument about where to order from.
WGN Radio built the bracket to run through that existing tension rather than around it. A 128-pizzeria field, split into four regions, means a beloved deep-dish institution and a neighborhood thin-crust tavern spot can end up in the same region, forced into a direct head-to-head vote that a broader "best of" list would never create.
| Item | Detail |
|---|---|
| Contest name | Chicago Pizza Madness Tournament |
| Organizer | WGN Radio (Chicago's Very Own Eats) |
| Field size | 128 pizzerias, 4 regions |
| 2025 total votes | 95,000+ |
| Official site | wgnradio.com |
Double the field size of a typical 64-team regional bracket, and a vote total in six figures. Those two confirmed numbers tell a real story: this isn't a niche local promotion, it's a tournament with enough public participation to fill an entire extra round of matchups compared to a smaller bracket.
A 128-team bracket needs seven rounds to crown one overall winner instead of the six a 64-team bracket needs. That's one more elimination point where a pizzeria can go out, and one more round where a supporter has to show up again. The 95,000-vote total from 2025 reflects that extra layer of repeat participation, not just a bigger one-time crowd.
No specific per-region breakdown of that total is confirmed in the public record checked here, so a pizzeria shouldn't assume its own region matched the overall average; some regions likely drew heavier turnout than others.
WGN Radio runs Chicago Pizza Madness as one tournament inside a broader Chicago's Very Own Eats food-coverage franchise, distinct from a standalone contest with no other programming behind it. That matters for how the tournament gets promoted; it isn't a one-off vote page, it's part of an ongoing content effort the station keeps building around Chicago food culture.
Compare that to Best of Chicago, the Chicago Reader's broad multi-category readers-choice ballot with no elimination structure at all. Or Chicago Style Weddings Best Of, a category-specific ballot built around an entirely different industry. See the Best of Chicago guide and the Chicago Style Weddings Best Of guide for how differently those two Illinois programs are built. Smaller downstate Illinois markets run their own separate versions too, from CommunityVotes Peoria IL to Sauk Valley Favorites, neither of which shares an organizer or a bracket format with Chicago Pizza Madness.
A 128-pizzeria field has to draw from well beyond downtown Chicago. Lincoln Park, Wicker Park, Pilsen, and Logan Square each carry their own strong, opinionated pizza identity within the city, the kind of neighborhood loyalty that shows up fast once a local favorite lands in the bracket.
Naperville, Oak Park, and Evanston extend that same competitive field into the suburbs, where a pizzeria can pull just as hard a regional following as a city spot, sometimes with less competition for local attention. Nothing in the confirmed program details splits the bracket strictly by city versus suburb, so entrants from both sides of that line can land in the same region.
That geographic spread is part of why the 2025 total ran as high as it did. A field this size touches enough distinct communities that no single neighborhood's turnout carries the whole tournament.
With 128 entrants and seven rounds standing between round one and a champion, consistency matters more here than a single big push. Real customers, reminded every round a pizzeria survives, beat a large one-time burst of attention that fades by round two.
For general mechanics that apply to any bracket-style or award-style vote push, award-style vote campaigns covers relevant ground for a tournament this size. Read is buying votes legal and the broader primer on how online contest votes work before committing budget or messaging, since a field with 95,000-plus prior voters draws real scrutiny toward anything that looks manufactured.
Claim only what the current bracket confirms. "Advanced to the round of 32" holds up once that round actually closes in a pizzeria's favor; "Chicago's best pizza" is a title that belongs to whichever entrant survives all seven rounds, not to anyone still mid-bracket.
With 128 entrants split four ways, a supporter has to find the right region on wgnradio.com's Chicago's Very Own Eats page before a vote even happens. The field is twice the size of a typical 64-team regional bracket, so browsing the whole thing to find one name takes longer than it would on a smaller tournament.
Bracket rounds close on their own schedule, and a pizzeria eliminated in an early round has no way back in. A reminder message sent after a round has closed reaches supporters too late to matter, no matter how many people see it.
Voting happens matchup by matchup directly on wgnradio.com, not through a separate app or a call-in line. Each round trims the field further until one pizzeria remains standing in each of the four regions, then one overall.
The 2025 tournament's total vote count came from repeated participation round after round, not a single burst of activity. A supporter checking in on a pizzeria's status should expect to return for multiple rounds, the same pattern that produced last year's total.
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Last reviewed June 2026. Contest dates, rules and vote caps change each season — always confirm the current rules on the official contest page before you vote.
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