| 100% | LAUREN | 6 | With 33-Across, "American Gigolo" actress who appeared on the cover of Vogue 28 times |
| 52% | ALEXISSMITH | 11 | Singer/actress who appeared on the May 3, 1971, cover of Time Magazine with the headline "That Old Magic Relights Broadway" (2 wds.) |
| 51% | THELONIOUSMONK | 14 | Jazz legend who appeared on the cover of "Time" magazine on February 28, 1964 (2 wds.) |
| 49% | LANDON | 6 | Michael who appeared on the cover of TV Guide 22 times |
| 49% | SAHL | 4 | Comedian who appeared on the cover of Time, 8/15/1960 |
| 48% | BEVERLYSILLS | 12 | Singer/songwriter who appeared on the November 22, 1971, cover of Time Magazine with the corner banner "America's Queen of Opera" (2 wds.) |
| 48% | JAMESTAYLOR | 11 | Singer/songwriter who appeared on the March 1, 1971, cover of Time Magazine with the headline "The New Rock: Bittersweet and Low" (2 wds.) |
| 48% | GIGI | 4 | Model Hadid who has appeared on the cover of "Vogue" more than 30 times |
| 45% | WYNTONMARSALIS | 14 | Jazz legend who appeared on the cover of "Time" magazine on October 22, 1990 (2 wds.) |
| 43% | SNOOKI | 6 | Reality TV star who appeared on the cover of Rolling Stone |
| 43% | KRYSTENRITTER | 13 | "Jessica Jones" actress who was on the cover of the Late Winter 2018 issue of Vogue Knitting: 2 wds. |
| 42% | JACKDEMPSEY | 11 | First athlete to appear on the cover of Time magazine |
| 42% | NAOMAMPBELL | 11 | First Black model to appear on the cover of French Vogue |
| 42% | SAHL | 4 | First-ever comedian to appear on the cover of Time (1960) |
| 41% | GIGIHADID | 9 | Supermodel with 35 appearances on the cover of "Vogue" who co-hosts 32-Across (2 wds.) |
| 41% | SINEADOCONNOR | 13 | Irish singer who appeared on the cover of Rolling Stone in its 25th year (1992) (2 wds.) |
| 41% | LOUISARMSTRONG | 14 | Jazz legend who appeared on the cover of "Time" magazine on February 21, 1949, the first of only five jazz musicians to do so (2 wds.) |
| 41% | MELISSA | 7 | With 33-Across, actress who plays Kara Danvers/Supergirl on The CW's "Supergirl" |
| 41% | ANNEHATHAWAY | 12 | "Interstellar" actress who appears in one of the stories on 27-Across (2 wds.) |
| 41% | ANGELA | 6 | With 33-Across, German leader who was Time's 2015 Person of the Year |
| 40% | CHUCKBERRY | 10 | Rock-and-roll legend who appeared on the cover of Rolling Stone in its 50th year (2017) (2 wds.) |
| 40% | TERESA | 6 | Mother who appeared on two covers of Time |
| 40% | NAOMAMPBELL | 11 | *Woman who was the first Black model to appear on the cover of Time |
| 39% | ELLE | 4 | Supermodel Macpherson who appeared five times on the cover of the Sports Illustrated Swimsuit Issue |
| 39% | GERE | 4 | Richard who was the first man featured on the cover of American Vogue |
| 39% | JOHNLENNON | 10 | Former Beatle who appeared on the first cover of Rolling Stone (1967) (2 wds.) |
| 39% | MARKMCGWIRE | 11 | Slugger who appeared on the March 23, 1998, cover of Sports Illustrated (2 wds.) |
| 39% | AHAB | 4 | Obsessed sea captain who appeared on the final season of "Once Upon a Time" |
| 39% | KENNY | 5 | London-born singer-songwriter and actor who appears on the cover of 1973 album Band on the Run by Paul McCartney and Wings |