How many times has Roger Penske won the Indy 500? All you need to know

Roger Penske has won the Indy 500 a whopping 20 times as an owner. The 87-year-old is one of the most accomplished team owners in motorsports history, having won multiple championships across IndyCar, Supercars and NASCAR.

The longtime businessman owns the NTT IndyCar Series and the Indianapolis Motor Speedway. The 17-time IndyCar champion owner, who's worth $3 billion according to Celebrity Net Worth, has had much success in the most prestigous race of the series, the Indianapolis 500 at the Indianapolis Motor Speedway. Here, we'll take a look at how many times the legendary team owner has one The Greatest Spectacle in Racing.

The owner of Team Penske has been Indy 500 champion 20 times, the most of any team owner in history. He's the reigning team owner champion of the previous two Indy 500s, as his current driver Josef Newgarden has won it back-to-back in 2023 and 2024.

Penske's first Indy 500 triumph came in 1972, when Mark Donohue won in a McLaren chassis. The Ohio native's second Indy 500 victory came in 1979 with three-time IndyCar champion Rick Mears, who's won of only four drivers to win the monumental race four times. All four were with Team Penske, as the others came in 1984, 1988, and 1991.

Roger Penske won three more editions of the Indy 500s throughout the 80s, thanks to drivers Bob Unser (1981), Danny Sullivan (1985), and Al Unser (1987). Emerson Fittipaldi, a native of Brazil, claimed the Indy 500 victory in 1993 for Penske, while Al Unser Jr. won the 1994 Indy 500 in a Penske car.

Penske went on a seven-year dry spell without an Indy 500 victory before winning three straight from 2001-2003. Hélio Castroneves won back-to-back 500s in 2001 and 2002, while Gil de Ferran became the 2003 Indy 500 champion. Sam Hornish Jr., who eventually drove for Penske in the NASCAR Cup Series, claimed the Indy 500 trophy in 2006 for Penske's 14th win in the event.

Castroneves nabbed his third Indy 500 victory in 2009 driving for Penske. Juan Pablo Montoya, the 2000 Indy 500 champion, claimed his second win in the race in a Penske machine in 2015. Roger Penske's last four Indy 500 wins to date were with Will Power in 2018, Simon Pagenaud in 2019, and Newgarden in 2023 and 2024.

Roger Penske has all three of his NASCAR Cup drivers in the playoffs

Roger Penske's success in the Indianapolis 500 is unmatched, but in the Cup Series, he's seeking a potential third straight championship. His three drivers, Ryan Blaney, Joey Logano, and Austin Cindric all qualified for the playoffs this season and advanced to the upcoming Round of 12.

Blaney, the defending Cup champion, won races this season at Iowa and Pocono, while Logano, two-time Cup champion, earned victories at Nashville and the playoff-opening race at Atlanta. Cindric nabbed a victory at Gateway to qualify for the playoffs as well.

Penske has won the last two Cup Series championships with Logano triumphing in 2022 and Blaney clinching it in 2023, the first two seasons of the NextGen era. He seeks his fifth Cup Series championship as an owner in 2024.