- 1894 - After tossing 12 innings in a tie game the day before, Phil “Red” Ehret threw a complete game four-hitter to salvage a doubleheader split with the NY Giants by a 4-1 score at Exposition Park. His opponent was Les German, the same pitcher whom he had squared off against the previous day. Pittsburgh lost the opener 6-2.
- 1903 - Pittsburgh's 16-game winner Ed Doheny‚ suffering from bouts of paranoia‚ was sent home to Massachusetts by the Pirates. After the World Series‚ Doheny was committed to the Danvers Insane Asylum and at the age of 26‚ his major league career was over. Not only was this a tragic turn of events for Doheny, but it cost the Bucs dearly in their World Series loss to the Boston Americans as they were short of pitching for the series. He, Deacon Phillippe and Sam Leever formed the Pirate rotation, and with Leever nursing an injury, Phillippe was force to start five of the seven games, eventually wearing down. Poor Doheny, whose mental issues were said to be triggered after he developed a dead arm late in the season, never recovered. He remained a patient at the hospital where he died at 43.
- 1908 - The Brooklyn Superbas cashed in a run in the ninth, scoring when no one covered first on a two out grounder to the right side, but Pittsburgh and Nick Maddox prevailed 3-2 in 11 innings at Washington Park. Alan Storke tripled home Hans Wagner with the go ahead run and scored himself on a wild throw home. Maddox gave up a homer in Brooklyn’s half, but hung on for the win as the Pirates stayed alive in their late drive for the flag, which fell a game short.
Alan Storke 1909 American Caramel series
- 1911 - Cy Young, pitching for the Boston Rustlers, earned his 511th and final career victory by defeating the Pirates, 1-0. Cy scattered nine hits and fanned three at Forbes Field to best Babe Adams.
- 1931 - The Phillies overcame a 2-0 ninth inning deficit to send the game to overtime, but the Pirates tacked on a run in the 13th to claim a 3-2 win at Forbes Field. Heinie Meine went the distance for the victory, tossing a four hitter. It was his 19th win, which led all NL pitchers that season. The Bucs left 20 men on base as Philadelphia pitchers allowed 10 hits and 13 walks.
- 1938 - Pittsburgh swept a twinbill from the Brooklyn Robins by 6-0 and 11-6 scores at Ebbet’s Field to take a 3-½ game lead in the race for the pennant. Jim Tobin tossed a four hitter in the opener. Arky Vaughan had four hits, with three doubles and three RBI to go with Pep Young’s four runs driven in to power the win in the nitecap. But the 1938 NL crown would go to Chicago, which won their last ten games while the Bucs stumbled to a 3-7 finish.
Pep Young 1939 Play Ball series
- 1958 - The Pirates set a pair of wrong way records during their 3-2 and 1-0 twin bill losses to the Phillies at Connie Mack Stadium. Three Phil pitchers fanned a MLB record 21 Bucs in the opener, and Jack Sanford whiffed 10 in the nitecap for a MLB record 31 Ks for the day.
- 1991 - The Bucs won consecutive NL East titles when they beat the Phillies, 2–1 at TRS. Doug Drabek went the distance to outlast five Philadelphia pitchers. Orlando Merced walked twice and scored twice.
- 1996 - Pittsburgh beat the Cubs 11-3 for their 11th win in a row, posting the longest winning streak in the majors for the year. Jay Bell was the star with a homer and four RBI. They still finished last with a 73-89 record, but it raised a vain “wait ‘til next year” hope among the faithful.
Jay Bell 1992 Topps series
- 2006 - Chris Young carried a no-hitter into the ninth against the Bucs, but lost his bid to become the first San Diego Padre to toss a no-no when Joe Randa smacked a two run homer on a 3-1 pitch following a one-out walk to Jose Bautista. Young, who was drafted by the Pirates in 2000 before being traded for Matt Herges, claimed an easy 6-2 win at Petco Park.