Oldest Players in Main Draw at Masters 1000

At the top of the list for oldest players in a Masters 1000 main draw stands Stan Wawrinka, who appeared at the 2026 Monte-Carlo Masters aged 41 years and 9 days, becoming the oldest recorded men’s singles main-draw player at Masters 1000 level. In that opening-round match Wawrinka faced Sebastian Baez on clay and lost 7-5, 7-5. It was his final appearance at Monte-Carlo, the tournament where he had won his lone Masters 1000 title in 2014, and the result turned Monte-Carlo 2026 into a pure longevity milestone rather than a competitive benchmark.

Behind him, the key historical reference is Jimmy Connors, who played the 1993 Miami Masters aged 40 years and 191 days, holding the benchmark for more than three decades before Wawrinka pushed the ceiling beyond 41.

Another major modern longevity marker is Ivo Karlovic, who appeared in Masters 1000 main draws after turning 40, including Cincinnati Masters 2019 aged 40 years and 165 days, where he lost to Jan-Lennard Struff 7-5, 7-6(4). A separate competitive reference point is also Karlovic at Indian Wells Masters 2019: by beating Matthew Ebden shortly after turning 40, he became the oldest player to win a Masters 1000 singles match since the series began in 1990, later defeating Borna Coric as well in the same tournament.

In this record, the milestone is simply entering the draw: Wawrinka set the current Masters 1000 ceiling at 41, Connors represents the bridge from the early ATP computer era into the modern Masters structure, and Karlovic stands as the most extreme serve-driven longevity case — not just appearing after 40, but still winning matches at one of the tour’s highest levels.