| 100% | PETESAMPRAS | 11 | Youngest man in tennis's Open Era to win the US Open, at 19 years, 28 days (1990): 2 wds. |
| 79% | JOHNMCENROE | 11 | Third-youngest man in tennis's Open Era to win the US Open, at 20 years, 6 months, 24 days (1979): 2 wds. |
| 79% | LLEYTONHEWITT | 13 | Second-youngest man in tennis's Open Era to win the US Open, at 20 years, 6 months, 13 days (2001): 2 wds. |
| 49% | PETESAMPRAS | 11 | Tennis great who is the youngest player to win the US Open Men's Singles championship (2 wds.) |
| 45% | CARLOSALCARAZ | 13 | Spanish tennis player who became the youngest man to be ranked #1, at 19, in 2022: 2 wds. |
| 44% | RAFAELNADAL | 11 | Spanish tennis player who won the Men's Singles at the 2017 US Open: 2 wds. |
| 44% | ANDYRODDICK | 11 | Tennis great who is the last American player to win the US Open Men's Singles championship (2 wds.) |
| 44% | CASPERRUUD | 10 | Norwegian tennis player who was runner-up to 32-Across in the men's singles championship at the 2022 US Open (2 wds.) |
| 43% | JIMMYCONNORS | 12 | Tennis great who is the only player to win the US Open Men's Singles championship on three different surfaces (2 wds.) |
| 41% | MARGARETCOURT | 13 | Australian tennis player who was the first woman to win the Grand Slam in the Open Era: 2 wds. |
| 41% | CARLOSALCARAZ | 13 | Spanish tennis player who won the men's singles championship at the 2022 US Open (2 wds.) |
| 40% | SLOANESTEPHENS | 14 | American tennis player who won the women's singles title at the US Open in 2017 (2 wds.) |
| 40% | LLEYTONHEWITT | 13 | Australian tennis player who, at 20, was the youngest man to be ranked #1 in singles: 2 wds. |
| 40% | LLEYTONHEWITT | 13 | Australian tennis player who became the youngest man to be ranked #1, at 20, in 2001: 2 wds. |
| 40% | SERENAWILLIAMS | 14 | Tennis player who has won an Open Era record six women's singles titles at the Australian Open: 2 wds. |
| 40% | MARTINAHINGIS | 13 | Swiss tennis player who won the US Open in 1997: 2 wds. |
| 40% | STANWAWRINKA | 12 | Swiss tennis player who won the US Open in 2016: 2 wds. |
| 39% | VENUSWILLIAMS | 13 | First African-American woman to hold the world #1 ranking in tennis's Open era: 2 wds. |
| 39% | JANNIKSINNER | 12 | Italian tennis pro who defeated Novak Djokovic in the men's singles semifinals and 45-Across in the finals to win the 2024 Australian Open (2 wds.) |
| 39% | STANWAWRINKA | 12 | Swiss tennis player who won the Australian Open Men's Singles championship in 2014 (2 wds.) |
| 39% | ROGERFEDERER | 12 | Swiss tennis player who won the US Open from 2004 to 2008: 2 wds. |
| 38% | VENUSWILLIAMS | 13 | First African-American tennis player to be ranked #1 in women's singles during the Open Era: 2 wds. |
| 38% | MADISONKEYS | 11 | American tennis pro who was the No. 17 seed at the 2023 US Open but lost to No. 2 seed Aryna Sabalenka in the semifinal round (2 wds.) |
| 37% | STEFFIGRAF | 10 | Tennis player who is the only player (man or woman) to win a Grand Slam and Olympic gold medal in one year: 2 wds. |
| 37% | MARTINAHINGIS | 13 | Swiss tennis player who won the Women's Doubles with Taiwan's Chan Yung-jan at the 2017 US Open: 2 wds. |
| 37% | ROGERFEDERER | 12 | Swiss tennis great who won the 2008 US Open Men's Singles (2 wds.) |
| 37% | PATRICKRAFTER | 13 | Australian tennis great who won the 1998 US Open Men's Singles (2 wds.) |
| 37% | MATSWILANDER | 12 | Swedish tennis great who won the 1988 US Open Men's Singles (2 wds.) |
| 37% | DANIILMEDVEDEV | 14 | Russian tennis pro whose 2024 loss to 28-Across was his third appearance in the Australian Open finals without a win (2 wds.) |
| 37% | TIMDUNCAN | 9 | Spurs power forward for 19 years, who was a top U.S. swimmer in the 400m freestyle before shifting to basketball: 2 wds. |