| 100% | WIT | 3 | 1999 Pulitzer Prize-winning play |
| 76% | WIT | 3 | 1999 Pulitzer Prize-winning drama |
| 75% | WIT | 3 | Pulitzer Prize-winning play |
| 70% | OSAGE | 5 | "August: ___ County" (2008 Pulitzer Prize-winning play) |
| 68% | FENCES | 6 | 1987 Pulitzer Prize-winning August Wilson play |
| 68% | CRAIGS | 6 | "___ Wife," Pulitzer Prize-winning George Kelly play |
| 65% | LEE | 3 | Pulitzer Prize winning author Harper |
| 65% | AGEE | 4 | Pulitzer Prize winning novelist James ___ |
| 64% | AGEE | 4 | Pulitzer Prize winning American novelist, James |
| 64% | WIT | 3 | Margaret Edson's 1999 Pulitzer-winning one-act play |
| 62% | ART | 3 | Pulitzer Prize winning cartoonist ___ Spiegelman who created "Maus" |
| 60% | TWO | 3 | Number of Pulitzer Prizes won by Colson Whitehead |
| 58% | TIS | 3 | Frank McCourt's Pulitzer Prize-winning "Angela's Ashes" was followed by this memoir, published in 1999 |
| 58% | CRUZ | 4 | Nilo —, author of 2003 Pulitzer Prize for drama-winning stage play Anna in the Tropics |
| 57% | WRIGHT | 6 | Doug —, author of Pulitzer Prize for Drama-winning 2003 stage play I Am My Own Wife |
| 55% | EBERT | 5 | Pulitzer Prize-winning critic |
| 55% | OSAGE | 5 | “August: ___ County” (Pulitzer Prize-winning play adapted into a 2013 film) |
| 54% | AGEE | 4 | Pulitzer Prize-winning author James |
| 54% | EDNA | 4 | Pulitzer Prize-winning author ___ Ferber |
| 54% | AIKEN | 5 | Pulitzer Prize-winning poet Conrad |
| 54% | CARLSAGAN | 9 | Pulitzer Prize-winning US astronomer |
| 54% | WILKERSON | 9 | Pulitzer Prize-winning writer Isabel |
| 54% | BOO | 3 | Pulitzer Prize-winning author Katherine ___ |
| 54% | EDNA | 4 | Pulitzer Prize-winning novelist Ferber |
| 54% | OLDS | 4 | Pulitzer Prize-winning poet Sharon ___ |
| 54% | INGE | 4 | William, 1953 Pulitzer Prize winner for the Broadway play "Picnic" |
| 53% | IRA | 3 | Pulitzer Prize-winning radio host Glass |
| 53% | DAMN | 4 | Pulitzer Prize-winning Kendrick Lamar album |
| 52% | CELIE | 5 | Alice Walker's fictional character and protagonist from her Pulitzer Prize winning novel "The Color Purple" |
| 52% | BELOVED | 7 | Pulitzer Prize-winning novel by Toni Morrison |