| 100% | MAEWEST | 7 | "I'm No Angel" actress whose image appears on the "Sgt. Pepper" cover: 2 wds. |
| 60% | HGWELLS | 7 | "The Time Machine" author whose image appears on the "Sgt. Pepper" cover: 3 wds. |
| 60% | WCFIELDS | 8 | "My Little Chickadee" actor whose image appears on the "Sgt. Pepper" cover: 3 wds. |
| 56% | 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. |
| 38% | FARRAHFAWCETT | 13 | Actress who appeared on "The Dating Game" 7 years before her TV stardom on "Charlie's Angels": 2 wds. |
| 37% | KRISTINKREUK | 12 | The actress whose birthday it is today, who played Lana Lang on "Smallville": 2 wds. |
| 36% | JOHNLENNON | 10 | Former Beatle who appeared on the first cover of Rolling Stone (1967) (2 wds.) |
| 36% | MARKMCGWIRE | 11 | Slugger who appeared on the March 23, 1998, cover of Sports Illustrated (2 wds.) |
| 36% | BARBARAHERSHEY | 14 | "Beaches" actress whose last name appears on many chocolate bar labels: 2 wds. |
| 35% | THELONIOUSMONK | 14 | Jazz legend who appeared on the cover of "Time" magazine on February 28, 1964 (2 wds.) |
| 35% | WYNTONMARSALIS | 14 | Jazz legend who appeared on the cover of "Time" magazine on October 22, 1990 (2 wds.) |
| 35% | SINEADOCONNOR | 13 | Irish singer who appeared on the cover of Rolling Stone in its 25th year (1992) (2 wds.) |
| 34% | 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.) |
| 34% | CHUCKBERRY | 10 | Rock-and-roll legend who appeared on the cover of Rolling Stone in its 50th year (2017) (2 wds.) |
| 33% | FARRAHFAWCETT | 13 | "Charlie's Angels" actress who died on the same day as Michael Jackson (June 25, 2009): 2 wds. |
| 33% | 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.) |
| 33% | MEGRYAN | 7 | Actress whose name is an anagram of the word "Germany": 2 wds. |
| 32% | 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.) |
| 32% | 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.) |
| 32% | CLORISLEACHMAN | 14 | "Phyllis" actress who appeared on "The Twilight Zone" in 1961: 2 wds. |
| 32% | POE | 3 | Writer next to Jung on the ''Sgt. Pepper'' cover |
| 32% | JACLYNSMITH | 11 | She played Kelly Garrett on the original "Charlie's Angels": 2 wds. |
| 32% | FARRAHFAWCETT | 13 | She played Jill Munroe on the original "Charlie's Angels": 2 wds. |
| 32% | MELISSAFUMERO | 13 | "Brooklyn Nine-Nine" actress whose first big role was Adriana Cramer on the soap opera "One Life to Live" (2 wds.) |
| 32% | DOLLYPARTON | 11 | "Jolene" singer who collaborated with Brad Paisley on the 2005 country hit "When I Get Where I'm Going": 2 wds. |
| 32% | LILIREINHART | 12 | Actress who plays Betty on the CW's "Riverdale": 2 wds. |
| 32% | ALYSONHANNIGAN | 14 | "How I Met Your Mother" actress whose real-life pregnancy was written into the show's plot: 2 wds. |
| 32% | 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.) |
| 32% | JONHAMM | 7 | "Mad Men" actor who appeared on the reality dating show "The Big Date" in 1996: 2 wds. |
| 32% | RYANLOCHTE | 10 | Male Olympic swimming medalist featured on the cover of Vogue in June 2012: 2 wds. |