Every trade between the Chicago Cubs and the Pittsburgh Pirates
The Chicago Cubs and the Pittsburgh Pirates have made 54 deals with each other since 1886, 21 of them sales. The most recent, on Jul 31, 2025: Pittsburgh Pirates traded LHP Taylor Rogers to Chicago Cubs for RF Ivan Brethowr. The first on file, on Nov 24, 1886: The Pittsburgh Pirates purchased Abner Dalrymple from the Chicago Cubs.
Chicago CubsPittsburgh PiratesPlayers who played for both →
Chicago Cubs
Pittsburgh Pirates54 deals, newest first
| Date | Deal |
|---|---|
| Jul 31, 2025 | Pittsburgh Pirates traded LHP Taylor Rogers to Chicago Cubs for RF Ivan Brethowr. |
| Jul 25, 2024 | Pittsburgh Pirates traded CF Gilberto Celestino to Chicago Cubs. |
| Jun 21, 2022 | Chicago Cubs traded LHP Eric Stout to Pittsburgh Pirates for cash. |
| Mar 7, 2021 | The Chicago Cubs traded Duane Underwood to the Pittsburgh Pirates for Shendrik Apostel. |
| Jul 3, 2015 | The Chicago Cubs purchased Clayton Richard from the Pittsburgh Pirates. |
| Jul 30, 2009 | The Chicago Cubs traded Kevin Hart, Josh Harrison and José Ascanio to the Pittsburgh Pirates for Tom Gorzelanny and John Grabow. |
| Jul 19, 2007 | The Pittsburgh Pirates purchased César Izturis from the Chicago Cubs. |
| Jul 31, 2005 | The Chicago Cubs traded Jody Gerut to the Pittsburgh Pirates for Matt Lawton. |
| Aug 17, 2003 | The Chicago Cubs traded Ray Sadler to the Pittsburgh Pirates for Randall Simon. |
| Jul 23, 2003 | The Chicago Cubs traded José Hernández, Matt Bruback and Bobby Hill to the Pittsburgh Pirates for Aramis Ramírez and Kenny Lofton. |
| Jul 31, 2002 | The Chicago Cubs traded Darren Lewis to the Pittsburgh Pirates for Chad Hermansen. |
| Dec 14, 1998 | The Chicago Cubs traded Brant Brown to the Pittsburgh Pirates for Jon Lieber. |
| Mar 29, 1994 | The Chicago Cubs traded Travis Willis to the Pittsburgh Pirates for Scott Bullett. |
| Jul 11, 1992 | The Chicago Cubs traded Danny Jackson to the Pittsburgh Pirates for Steve Buechele. |
| Mar 29, 1991 | The Chicago Cubs traded Gary Varsho to the Pittsburgh Pirates for Steve Carter. |
| Sep 7, 1990 | The Chicago Cubs traded Lloyd McClendon to the Pittsburgh Pirates for Mike Pomeranz. |
| Sep 1, 1990 | The Chicago Cubs traded Greg Kallevig to the Pittsburgh Pirates for Randy Kramer. |
| Mar 31, 1988 | The Chicago Cubs traded Mike Curtis to the Pittsburgh Pirates for Mike Bielecki. |
| Sep 8, 1976 | The Chicago Cubs purchased Ramón Hernández from the Pittsburgh Pirates. |
| Apr 1, 1974 | The Chicago Cubs traded Paul Popovich to the Pittsburgh Pirates for Tom Dettore. |
| Jan 1, 1974 | The Pittsburgh Pirates purchased Tony LaRussa from the Chicago Cubs. |
| Jan 15, 1969 | The Chicago Cubs traded Ron Campbell and Chuck Hartenstein to the Pittsburgh Pirates for Manny Jiménez. |
| Dec 9, 1964 | The Chicago Cubs traded Andre Rodgers to the Pittsburgh Pirates for Roberto Peña. |
| May 6, 1958 | The Chicago Cubs purchased Paul Smith from the Pittsburgh Pirates. |
| May 1, 1957 | The Chicago Cubs traded Dee Fondy and Gene Baker to the Pittsburgh Pirates for Dale Long and Lee Walls. |
| Jun 14, 1954 | The Chicago Cubs traded Luis Márquez to the Pittsburgh Pirates for Hal Rice. |
| Jun 4, 1953 | The Chicago Cubs traded Toby Atwell, Bob Schultz, Preston Ward, George Freese, Bob Addis and Gene Hermanski to the Pittsburgh Pirates for Ralph Kiner, Joe Garagiola, Howie Pollet and George Metkovich. |
| Dec 3, 1952 | The Chicago Cubs traded Dick Manville to the Pittsburgh Pirates for Clyde McCullough. |
| Dec 8, 1948 | The Chicago Cubs traded Clyde McCullough and Cliff Chambers to the Pittsburgh Pirates for Cal McLish and Frankie Gustine. |
| Jan 25, 1947 | The Pittsburgh Pirates purchased Hiram Bithorn from the Chicago Cubs. |
| Mar 25, 1941 | The Pittsburgh Pirates purchased Ripper Collins from the Chicago Cubs. |
| Nov 22, 1934 | The Chicago Cubs traded Guy Bush, Jim Weaver and Babe Herman to the Pittsburgh Pirates for Larry French and Freddie Lindstrom. |
| May 29, 1931 | The Chicago Cubs traded Earl Grace to the Pittsburgh Pirates for Rollie Hemsley. |
| Aug 24, 1930 | The Chicago Cubs purchased Jesse Petty from the Pittsburgh Pirates. |
| Nov 28, 1927 | The Chicago Cubs traded Sparky Adams and Pete Scott to the Pittsburgh Pirates for Kiki Cuyler. |
| Oct 27, 1924 | The Chicago Cubs traded Vic Aldridge, George Grantham and Al Niehaus to the Pittsburgh Pirates for Charlie Grimm, Rabbit Maranville and Wilbur Cooper. |
| Jul 1, 1921 | The Chicago Cubs traded Dave Robertson to the Pittsburgh Pirates for Elmer Ponder. |
| Jan 1, 1920 | The Chicago Cubs purchased Zeb Terry from the Pittsburgh Pirates. |
| Jan 1, 1919 | The Pittsburgh Pirates purchased Vic Saier from the Chicago Cubs. |
| Jul 7, 1917 | The Pittsburgh Pirates purchased Harry Wolfe from the Chicago Cubs. |
| Jul 29, 1916 | The Chicago Cubs traded Frank Schulte and William Fischer to the Pittsburgh Pirates for Art Wilson. |
| Jul 1, 1916 | The Pittsburgh Pirates purchased Alex McCarthy from the Chicago Cubs. |
| Jan 1, 1916 | The Pittsburgh Pirates purchased Joe Schultz from the Chicago Cubs. |
| Sep 5, 1915 | The Chicago Cubs purchased Alex McCarthy from the Pittsburgh Pirates. |
| May 30, 1912 | The Chicago Cubs traded King Cole and Solly Hofman to the Pittsburgh Pirates for Tommy Leach and Lefty Leifield. |
| May 2, 1901 | The Chicago Cubs purchased Rube Waddell from the Pittsburgh Pirates. |
| Mar 9, 1900 | The Chicago Cubs purchased Bert Cunningham from the Pittsburgh Pirates. |
| Dec 12, 1899 | The Chicago Cubs purchased Jack McCarthy from the Pittsburgh Pirates. |
| Jul 4, 1896 | The Pittsburgh Pirates purchased Harry Truby from the Chicago Cubs. |
| Jun 27, 1893 | The Chicago Cubs traded Ad Gumbert to the Pittsburgh Pirates for Bert Abbey. |
| May 21, 1892 | The Pittsburgh Pirates purchased Tom Burns from the Chicago Cubs. |
| Jan 15, 1888 | The Pittsburgh Pirates purchased Billy Sunday from the Chicago Cubs. |
| Apr 21, 1887 | The Chicago Cubs traded Jim McCormick to the Pittsburgh Pirates for George Van Haltren. |
| Nov 24, 1886 | The Pittsburgh Pirates purchased Abner Dalrymple from the Chicago Cubs. |
Trades and sales between the two franchises under every name they have had. To May 2022 from Retrosheet, since then from MLB's transaction feed. The information used here was obtained free of charge from and is copyrighted by Retrosheet. Interested parties may contact Retrosheet at www.retrosheet.org.