- October 26: Transport Workers Union Local 234 voted for SEPTA workers to go on strike later in the week if no new contract deal is made. (Philadelphia Inquirer)
- October 21: The Philadelphia Phillies win the 2009 National League Championship Series 4 games to 1 after defeating the Los Angeles Dodgers 10–4 and win the right to represent the National League in the 2009 World Series. (New York Times)
- October 21: A memorial for the firefighters who died during the One Meridian Plaza fire is unveiled at The Residences at The Ritz-Carlton. (KYW)
- October 13: Philadelphia native, signer and actor Al Martino dies. (Philadelphia Inquirer)
- October 12: The Philadelphia Phillies rally to beat the Colorado Rockies in the National League Division Series to advance to the National League Championship Series. (Major League Baseball)
- October 4: WFIL "Boss Jock" Jim Nettleton dies. (Philadelphia Inquirer)
