| 100% | ROYKO | 5 | Pulitzer-winning columnist Mike |
| 72% | DWYER | 5 | Pulitzer-winning columnist Jim |
| 72% | PITTS | 5 | Pulitzer-winning columnist Leonard |
| 72% | DOWD | 4 | Pulitzer-winning columnist Maureen |
| 72% | NOONAN | 6 | Pulitzer-winning columnist Peggy |
| 72% | BRET | 4 | Pulitzer-winning columnist Stephens |
| 68% | ROYKO | 5 | Pulitzer-winning Chicago journalist Mike |
| 63% | ROYKO | 5 | Longtime Chicago columnist Mike |
| 63% | ROYKO | 5 | Columnist Mike |
| 61% | DOWD | 4 | Pulitzer Prize-winning New York Times columnist Maureen |
| 58% | KAI | 3 | '06 Pulitzer Prize-winning author and columnist Bird |
| 55% | ROREM | 5 | 1976 Pulitzer winning composer, Ned ___ |
| 55% | ELLEN | 5 | Pulitzer columnist Goodman |
| 55% | DOWD | 4 | Pulitzer columnist Maureen |
| 53% | ANNE | 4 | 2004 Pulitzer winning journalist and author Applebaum |
| 53% | LESS | 4 | Andrew Greer's 2017 Pulitzer winning novel |
| 52% | LEE | 3 | Pulitzer Prize winning author Harper |
| 52% | AGEE | 4 | Pulitzer Prize winning novelist James ___ |
| 51% | AGEE | 4 | Pulitzer Prize winning American novelist, James |
| 51% | ART | 3 | Pulitzer winner and WaPo columnist Buchwald |
| 50% | AGE | 3 | Edith Wharton's Pulitzer winning novel "The ___ of Innocence" |
| 49% | OMAR | 4 | 2023 Pulitzer-Prize winning opera |
| 49% | MUSSINA | 7 | Pitcher Mike with 270 wins |
| 48% | ART | 3 | Pulitzer Prize winning cartoonist ___ Spiegelman who created "Maus" |
| 48% | OKLAHOMA | 8 | Musical that won a 1944 Pulitzer |
| 48% | AGEE | 4 | James who won a posthumous Pulitzer |
| 48% | JOHNFKENNEDY | 12 | Only president to win a Pulitzer |
| 48% | AGEE | 4 | Author who won a posthumous Pulitzer |
| 46% | RELEE | 5 | Historical biography that won a 1935 Pulitzer |
| 46% | MOORE | 5 | Her "Collected Poems" won the 1952 Pulitzer |