| 100% | EDWARDHOPPER | 12 | American realist painter whose "Nighthawks" hangs in the Art Institute of Chicago: 2 wds. |
| 69% | EDOUARDMANET | 12 | French impressionist whose "Woman Reading" hangs in the Art Institute of Chicago: 2 wds. |
| 57% | GEORGESSEURAT | 13 | French post-impressionist whose "A Sunday Afternoon on the Island of La Grande Jatte" hangs in the Art Institute of Chicago: 2 wds. |
| 45% | MARCELDUCHAMP | 13 | French-American painter whose "Self-Portrait in Profile" is a highly recognized work of art: 2 wds. |
| 43% | SALVADORDALI | 12 | Surrealist painter whose "The Persistence of Memory" is on display at the Museum of Modern Art: 2 wds. |
| 38% | JASPERJOHNS | 11 | "Three Flags" painter who received the National Medal of Arts in 1990: 2 wds. |
| 38% | MIROS | 5 | Some works at MoMA and the Art Institute of Chicago |
| 36% | ATSTAKE | 7 | Hanging in the balance: 2 wds. |
| 36% | VINCENTVANGOGH | 14 | Post-Impressionist painter whose "The Starry Night" is on display at the Museum of Modern Art: 3 wds. |
| 36% | ANDREWWYETH | 11 | "Christina's World" painter who received the National Medal of Arts in 2007: 2 wds. |
| 36% | KUNGFU | 6 | Martial art in the titles of four DreamWorks animated movies: 2 wds. |
| 35% | PABLOPICASSO | 12 | Cubist painter whose "Les Demoiselles d'Avignon" is on display at New York's Museum of Modern Art: 2 wds. |
| 35% | RENOIR | 6 | Painter Pierre-Auguste whose "Two Sisters (On the Terrace)" is on display at the Art Institute of Chicago |
| 35% | HUFFINGTONPOST | 14 | The former name of the highest earning blog in the world that covers American news: 2 wds |
| 35% | ELDOCTOROW | 10 | "Ragtime" author who received the American Academy of Arts and Letters Gold Medal in 2013: 3 wds. |
| 35% | ANEYE | 5 | In the blink of ___: 2 wds. |
| 35% | BRUCEWILLIS | 11 | American actor who was in the music video of Gorillaz "Stylo": 2 wds. |
| 35% | LOOP | 4 | Art Institute of Chicago area, with "the" |
| 34% | MATTHEWRHYS | 11 | Portrayer of Philip Jennings in the FX series "The Americans": 2 wds. |
| 34% | KERIRUSSELL | 11 | Portrayer of Elizabeth Jennings in the FX series "The Americans": 2 wds. |
| 34% | BOBDYLAN | 8 | "Blowin' in the Wind" singer whose image appears on the cover of the Beatles' "Sgt. Pepper's Lonely Hearts Club Band" album: 2 wds. |
| 34% | STAGEMOM | 8 | Parent who hangs out in the wings of a theater, perhaps: 2 wds. |
| 34% | ARMORYSHOW | 10 | The —, International Exhibition of Modern Art as organised by the Association of American Painters and Sculptors in New York in 1913 |
| 34% | ALA | 3 | In the style of, on a menu: 2 wds. |
| 34% | ALA | 3 | In the manner of, on a menu: 2 wds. |
| 34% | ALA | 3 | In the style of: 2 wds. |
| 34% | ASTO | 4 | In the matter of: 2 wds. |
| 34% | ALA | 3 | In the manner of: 2 wds. |
| 34% | ASTO | 4 | In the matter of: 2 wds |
| 33% | BENNYTHEBULL | 12 | Mascot of the Chicago Bulls, whose antics led to Forbes naming him as the most popular mascot in 2013: 3 wds. |