The walk-off victory was the Padres' second straight, as Machado's grand slam lifted them to victory Wednesday night. Grand Slam finals Singles: 33 (23 titles, 10 runner-ups) Williams has won an Open Era record 23 Grand Slam singles titles. YEAR: EVENT: WINNER: RUNNER-UP: SCORE: 2019: Wimbledon: Novak Djokovic: Roger Federer: 7-6(5), 1-6, 7-6(4), 4-6, 13-12: 2018: Australian Open: Roger Federer: Marin Cilic Djokovic is also the only one of the trio to hold all four Slams at one time, and only to do so on three surfaces. A Grand Chelem or Grand Slam is scored in motor racing if a driver scores pole position in qualifying, the fastest lap in the race and then winning while leading every lap of the race in the same weekend. This significant feat is equivalent to a perfect game in baseball, or a 300-game in ten-pin bowling. Most Grand Slam Singles Titles: Women . In 1989, one of the players on this list won one of her Grand Slam titles at the expense of another: tennis pros Martina Navratilova and Steffi Graf had a showdown that led to an epic finale. Expecting Williams to win her record-tying 24th Grand Slam title is growing slimmer after a semifinal exit late Thursday against Victoria Azarenka. Alex Rodriguez has 25 career grand slams, the most by any player in MLB history. Baseball Almanac is pleased to present the top one-hundred all-time single season leaders in Major League grand slam (research courtesy of David Vincent). 2013 Australian Open Novak Djokovic Andy Murray 6-7, 7-6, 6-3, 6-2 2012 US Open Andy Murray Novak Djokovic 7-6, 7-5, 2-6, 3-6, 6-2 2012 French Open Rafael Nadal Novak Djokovic 6 ⦠Note: A bold faced entry denotes that the player was active during the previous Major League season. "We were kind of talking about it ⦠Williams hasnât won a Slam ⦠To date, only 25 drivers have secured a Grand Chelem. Three consecutive games with grand slams was a feat in itself. Navratilova maintains the record for the greatest number of single titles, but Graf beat her that day: 6-2, 6-7, 6-1. To win those titles, she has beaten 12 different players who have been ranked No. 1, including her sister, Venus Williams, seven times.She is also one of only two players in the Open Era to have won each major three or more times. Most of the names listed above are the usual suspects when it comes to power records, but grand slams can be fickle. Pete Rose logged more than 14,000 at-bats -- including 196 with the bases loaded -- and hit just one slam. Only one has been hit in nearly 90 installments of the All-Star Game (Fred Lynn off Atlee Hammaker in 1983), for instance. Don Mattingly and Travis Hafner share the single-season record with six grand slams each â In Mattingly's case, these were the only grand slams of his major league career. Ernie Banks and Albert Pujols share the single-season National League record with five grand slams each. Serena Williams has won the most Grand Slam titles of all time during her career, with a total of 23 Grand Slam tournament victories. All things (Grand Slams, Masters 1000 and ATP Finals) considered then, Djokovic has 58 significant titles to his name, Rafa, 55 and Federer 54.