| 100% | THELONIOUSMONK | 14 | Jazz legend who appeared on the cover of "Time" magazine on February 28, 1964 (2 wds.) |
| 80% | 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.) |
| 78% | WYNTONMARSALIS | 14 | Jazz legend who appeared on the cover of "Time" magazine on October 22, 1990 (2 wds.) |
| 56% | 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.) |
| 56% | CHUCKBERRY | 10 | Rock-and-roll legend who appeared on the cover of Rolling Stone in its 50th year (2017) (2 wds.) |
| 56% | 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.) |
| 56% | 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.) |
| 54% | ELLIOT | 6 | Page who became the first openly trans man to appear on the cover of Time magazine (2021) |
| 53% | LAUREN | 6 | With 33-Across, "American Gigolo" actress who appeared on the cover of Vogue 28 times |
| 50% | JACKDEMPSEY | 11 | First athlete to appear on the cover of Time magazine |
| 50% | SAHL | 4 | Comedian who appeared on the cover of Time, 8/15/1960 |
| 49% | SINEADOCONNOR | 13 | Irish singer who appeared on the cover of Rolling Stone in its 25th year (1992) (2 wds.) |
| 49% | ELLEMACPHERSON | 14 | Australian model who's been on the cover of the Sports Illustrated Swimsuit Issue five times: 2 wds. |
| 48% | KATEUPTON | 9 | "The Other Woman" actress who's been on the cover of the Sports Illustrated Swimsuit Issue four times: 2 wds. |
| 48% | LANDON | 6 | Michael who appeared on the cover of TV Guide 22 times |
| 47% | TYRABANKS | 9 | "America's Next Top Model" creator who's been on the cover of the Sports Illustrated Swimsuit Issue three times: 2 wds. |
| 47% | NAOMAMPBELL | 11 | *Woman who was the first Black model to appear on the cover of Time |
| 47% | JOHNLENNON | 10 | Former Beatle who appeared on the first cover of Rolling Stone (1967) (2 wds.) |
| 47% | MARKMCGWIRE | 11 | Slugger who appeared on the March 23, 1998, cover of Sports Illustrated (2 wds.) |
| 46% | GIGI | 4 | Model Hadid who has appeared on the cover of "Vogue" more than 30 times |
| 44% | NAOMICAMPBELL | 13 | British supermodel who was the first Black model on the cover of Vogue France: 2 wds. |
| 44% | BENSTILLER | 10 | Male "Zoolander" star featured on the cover of Vogue in February 2016: 2 wds. |
| 44% | LUCILLEBALL | 11 | Star who appeared on the first cover of TV Guide (and who holds the record for the most TV Guide covers) (2 wds.) |
| 44% | MARTHASTEWART | 13 | Entrepreneur and lifestyle guru who was on the cover of the Holiday 2011 issue of Vogue Knitting: 2 wds. |
| 44% | KRYSTENRITTER | 13 | "Jessica Jones" actress who was on the cover of the Late Winter 2018 issue of Vogue Knitting: 2 wds. |
| 43% | TERESA | 6 | Mother who appeared on two covers of Time |
| 43% | OTT | 3 | Giant on the cover of Time magazine, 1945 |
| 43% | CINDYCRAWFORD | 13 | American supermodel with a beauty mark who appeared on more than 1,000 magazine covers: 2 wds. |
| 43% | MICHELLEOBAMA | 13 | Former First Lady and "Becoming" author who was on the cover of the Winter 2021/22 issue of Vogue Knitting: 2 wds. |
| 43% | COVERSTAR | 9 | Celeb who appears on the front of a magazine |