Sept. 2, 1986: Made Major League debut as pinch-runner in 17th inning vs. Astros at Wrigley Field. He pitched the 18th inning in relief and served up a game-winning home run to Billy Hatcher.
Sept. 7, 1986: In first Major League start, Maddux threw a complete game in an 11-3 victory vs. Reds at Riverfront Stadium.
May 11, 1987: Threw 1-0, 10-inning complete-game victory over Padres at Wrigley Field. Gave up three hits, struck out eight and did not walk a batter. In his next start May 17 vs. Cardinals, he went 10 2/3 innings, and took the loss when he gave up three runs in 11th.
July 1988: Named to first All-Star team. Also named to All-Star team in 1992, 1994-98, and 2000. He started for the National League team in 1994, '97 and '98.
Sept. 26, 1989: Maddux and Cubs beat the Expos, 3-2, in Montreal to clinch the NL East. The Cubs finished with the best record in the NL, 93-89, but lost to the Giants in the NL Championship Series.
July 18, 1990: Maddux picks up his 50th career win, a 4-2 Cubs victory over Padres.
1990 season: Won the first of 18 Gold Glove Awards. Also awarded in 1991-2002, 2004-08.
Sept. 30, 1992: Threw seven-hit, complete-game victory vs. Pirates at Wrigley Field to pick up 20th win of the season. It was his last start for the Cubs as he left via free agency to sign with the Braves on Dec. 9.
March 23, 2004: A free agent after 11 seasons with the Braves, he returned to the Cubs, signing for $6 million.
Aug. 7, 2004: Maddux gives up four runs on seven hits over five innings in 8-4 win over Giants in San Francisco to pick up 300th career win.
July 26, 2005: Maddux strikes out the Giants' Omar Vizquel in the third inning at Wrigley Field for his 3,000th career K.
July 31, 2006: In an effort to give Maddux a chance at postseason play, he is traded to the Dodgers for Cesar Izturis.
May 3, 2009: Cubs retire No. 31 in honor of Maddux and Hall of Famer Fergie Jenkins at Wrigley Field.
January 2010: Named special assistant to Cubs general manager Jim Hendry. Helped with Minor League pitchers and scouting.
Jan. 8, 2014: Elected to Baseball Hall of Fame.