| 100% | LORENAOCHOA | 11 | 2007 Women's British Open winner who received the Best Female Golfer ESPY Award in 2009 and 2010: 2 wds. |
| 67% | MICHELLEWIE | 11 | 2014 US Women's Open winner who received the Best Female Golfer ESPY Award in 2014: 2 wds. |
| 66% | STACY | 5 | With 36-Across, 2013 Women's British Open winner who received the Best Female Golfer ESPY Award in 2013 |
| 48% | LINDSEYVONN | 11 | Alpine skier who won the Best Female Athlete ESPY Award in 2010 and 2011: 2 wds. |
| 46% | SERENAWILLIAMS | 14 | Tennis player who won the Best Female Athlete ESPY Award in 2003 and 2013: 2 wds. |
| 45% | RONDAROUSEY | 11 | Mixed martial artist who won the Best Female Athlete ESPY Award in 2014 and 2015: 2 wds. |
| 45% | NAOMIOSAKA | 10 | 2021 Australian Open champion who won the Best Female Athlete ESPY Award in 2021: 2 wds. |
| 39% | BREANNASTEWART | 14 | Seattle Storm power forward who won the Best Female Athlete ESPY Award in 2016: 2 wds. |
| 37% | ALEXMORGAN | 10 | San Diego Wave FC soccer star who won the Best Female Athlete ESPY Award in 2019: 2 wds. |
| 36% | LEBRONJAMES | 11 | Heat forward who won the NBA Most Valuable Player award in 2009, 2010, 2012, and 2013: 2 wds. |
| 35% | SERENAWILLIAMS | 14 | 2003 and 2013 Best Female Athlete ESPY winner who wrote the kids' book "The Adventures of Qai Qai": 2 wds. |
| 35% | SETHMEYERS | 10 | "Late Night" host who hosted the ESPY Awards in 2010 and 2011: 2 wds. |
| 35% | RENEEZELLWEGER | 14 | "Cold Mountain" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2009: 2 wds. |
| 34% | KYLIEMINOGUE | 12 | "Padam Padam" singer who received the Billboard Women in Music Icon Award in 2024: 2 wds. |
| 34% | CARLOSSANTANA | 13 | "Oye Como Va" musician who received the Billboard Latin Music Lifetime Achievement Award in 2009: 2 wds. |
| 34% | MIKENICHOLS | 11 | "The Graduate" director who received the AFI Life Achievement Award in 2010: 2 wds. |
| 34% | CYNDILAUPER | 11 | "Girls Just Want to Have Fun" singer who received the Billboard Women in Music Icon Award in 2018: 2 wds. |
| 34% | SHANIATWAIN | 11 | "That Don't Impress Me Much" singer who received the Billboard Women in Music Icon Award in 2016: 2 wds. |
| 33% | BONNIERAITT | 11 | "Something to Talk About" singer who received the Billboard Women in Music Icon Award in 2021: 2 wds. |
| 33% | DEBBIEHARRY | 11 | Lead singer of Blondie who received the first Billboard Women in Music Icon Award, in 2008: 2 wds. |
| 33% | JOHNUPDIKE | 10 | "Rabbit, Run" author who received the American Academy of Arts and Letters Gold Medal in 2007: 2 wds. |
| 33% | JERRYLEWIS | 10 | "The Nutty Professor" star who received the Hersholt Humanitarian Award in 2009: 2 wds. |
| 33% | JENNIFERLOPEZ | 13 | "If You Had My Love" singer who received the Billboard Women in Music Icon Award in 2020: 2 wds. |
| 33% | BILLIEEILISH | 12 | "Bad Guy" singer who received the Grammys for both Album of the Year and Best New Artist in 2020: 2 wds. |
| 33% | LAURYNHILL | 10 | "Everything Is Everything" singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 2 wds. |
| 32% | ALEXMORGAN | 10 | 2019 Best Female Athlete ESPY winner who wrote the kids' book series "The Kicks": 2 wds. |
| 32% | NICKFALDO | 9 | British golfer who won The Open Championship in 1987, 1990, and 1992 (2 wds.) |
| 32% | NORAHJONES | 10 | "Come Away With Me" singer who received the Grammys for both Album of the Year and Best New Artist in 2003: 2 wds. |
| 32% | JAMIEFOXX | 9 | "Django Unchained" star who hosted the ESPY Awards in 2003 and 2004: 2 wds. |
| 32% | MARTINAHINGIS | 13 | Woman who won the Australian Open and US Open in 1997 without losing a set: 2 wds. |