2008–09 PBA Philippine Cup

In a battle of the two teams owned by the San Miguel Corporation, the Beermen escaped with a one-point win at game 1. The Kings averted elimination when the Beermen collapsed at Game 2, but Dondon Hontiveros lead the charge at game 3's fourth quarter to prevent a second-consecutive PBA championship for Ginebra as the Beermen closed out the Kings in a sold-out Cuneta Astrodome.

In their first playoff appearance since joining the league in 2006, the Elasto Painters were overwhelmed in Game 1 by the defending champions, who played with the comebacking Ryan Reyes who just came from injury. Fracas involving Rain or Shine's Gabe Norwood and Solomon Mercado at the end of the first game caused Norwood to be suspended in Game 2, and Mercado on Game 3 if it happens. The short-handed Elasto Painters wound up short in Game 2 as they were eliminated.

In a rematch of the 2007-08 semifinals series, the Aces won two consecutive game to lead the series 2–0. However, the Realtors won Game 3 to cut the series lead. But Alaska, seeking to prevent what happened last year, won Game 4 to take a commanding 3–1 series lead. Sta. Lucia won Game 5 but they came out short in Game 6 with Willie Miller having an all-around performance to lead the Aces to a rematch of the 2007 PBA Fiesta Conference Finals against Talk 'N Text.

Unlike the other semifinal which was a slow defensive battle, the Talk 'N Text–San Miguel matchup was a high-scoring offensive-minded series, with both teams passing the century mark in all of the games. The Texters walloped the winded Beermen in Game 1 with a 29-point win, but the Beermen were able to get even with a Game 2 victory. The Texters escaped at Game 3 thanks to Jimmy Alapag's clutch baskets, despite Hontiveros' 39-point explosion.

In a do-or-die Game 5, Marc Pingris and former Talk 'N Text player Jay Washington had double-double efforts to prevent the Texters from barging in the Finals. With Yancy de Ocampo was suspended after committing a flagrant foul-penalty 2 against Danny Seigle in Game 6, his brother Ranidel was ejected in the second quarter with the same offense. The game was close until the third quarter when the Texters made a run, but the Beermen tied the game at the end of the fourth quarter; Alapag missed a go-ahead tree-pointer as time expired to force overtime. With 1:57 left in overtime, Washington scored on a put-back to put SMB up 115–113. On the next possession, Mark Cardona converted his own three-pointer to put TNT up 116–115. Washington missed a short stab, and Harvey Carey missed his own shot at the other end. Ali Peek tapped the ball, and Cardona grabbed it as time expired, to lead the Texters into the Finals.