The Fighting Irish's visit to the Palestra brought McGraw to town for the first time since her induction into the Naismith Basketball Hall of Fame.
Penn senior Caleb Wood knocked down six three-pointers and finished with a season-high 26 points and Ryan Betley picked up his second double-double of the season.
The first-year Villanova big man got going offensively and had the old building shaking in the victory over Penn.
The Wildcats will play their first City Series game Wednesday at Jake Nevin Field House against Penn. They have won 18 straight Big Five games.
After playing a solid first half, Penn kept trying to find ways to lose - until it finally figured out how to win in the fourth overtime.
The Quakers will play Missouri-Kansas City at 5 p.m. Wednesday in a consolation game.
Justin Watson completed his Quakers career as the school's top receiver of all time.
The 59-point victory margin was the largest in Penn basketball history.
The Quakers coasted after leading 43-16 at halftime. Ryan Betley and Caleb Wood finished with 13 points each.
The Explorers' starting guard scored eight of his 12 points in the second extra period at the Palestra.
The Quakers, despite having three league losses, remain in the Ivy League title picture heading into Saturday's game at Harvard.
Penn's stretch run last season was no mirage. They lost at Harvard by 10 in February and won by three in March.
The Crimson haven't won the Ivy League since their four-year run from 2012 through 2015 but their talented young players have made them the pre-season favorite.