| 100% | MAAR | 4 | Picasso’s “Portrait of Dora ___” |
| 67% | MAAR | 4 | Painter Dora, subject of Picasso paintings |
| 63% | MAAR | 4 | Picasso's muse Dora ___ |
| 62% | ERASMUS | 7 | Holbein's portrait of famous Dutch humanist |
| 61% | DALIMADISON | 11 | Spanish artist's portrait of an American president? |
| 60% | GUERNICA | 8 | Picasso's tragedy of war |
| 60% | GERTRUDESTEIN | 13 | Pittsburgh-born poet who was the subject of a Picasso portrait |
| 59% | MAAR | 4 | Avant-garde photographer Dora who documented the creation of Picasso’s “Guernica” |
| 55% | OKOYE | 5 | Head of Wakanda's Dora Milaje |
| 54% | SIMONLEBON | 10 | Dollar bill featuring a portrait of Duran Duran's lead singer? |
| 54% | ALADY | 5 | Henry James's "The Portrait of ___" |
| 53% | NICKEL | 6 | Site of Jefferson’s portrait |
| 53% | FREUD | 5 | Lucian —, Berlin-born British painter whose works include 1952's Portrait of John Minton |
| 53% | CARRINGTON | 10 | Dora —, painter whose portraits include 1920's Edward Morgan Forster |
| 52% | BLUE | 4 | Like one of Picasso's periods |
| 52% | LIMN | 4 | Make a portrait of |
| 52% | DRAW | 4 | Make a portrait of |
| 51% | DANCER | 6 | Occupation of Picasso's first wife Olga Khokhlova |
| 51% | ALADY | 5 | Henry James's "The Portrait of ___": 2 wds. |
| 51% | LEWISANDCLOCK | 13 | Portrait of an explorer with his timepiece? |
| 51% | MAAR | 4 | Picasso’s “Dora ___ au Chat” |
| 51% | MANET | 5 | Painter of Émile Zola’s portrait |
| 51% | DIEGO | 5 | Cousin of Dora the Explorer |
| 51% | BOOTS | 5 | Sidekick of Dora the Explorer |
| 51% | ALADY | 5 | Henry James' The Portrait of __ |
| 50% | STRAITARTIST | 12 | Person painting a portrait of the “All My Ex’s Live in Texas” singer? |
| 50% | MONA | 4 | Part of the name of Da Vinci's famous portrait |
| 50% | ANTONIOBANDERAS | 15 | Portrayer of Pablo Picasso in Nat Geo’s “Genius” series |
| 50% | MOMA | 4 | Home of Picasso's "Les Demoiselles d'Avignon," familiarly |
| 50% | MUGSHOT | 7 | Portrait of a criminal after they're arrested |