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The 1969 season’s official transaction log: 366 trades, signings and releases involving major-league clubs, listed newest first.
| Date | Type | Player | From | To | Details |
|---|---|---|---|---|---|
| Dec 31, 1969 | Signed as free agent | John Roseboro | — | Washington Senators | Free agent signing |
| Dec 23, 1969 | Signed | Otto Velez | — | New York Yankees | Amateur free agent signing |
| Dec 18, 1969 | Trade | Unnamed | New York Yankees | Chicago White Sox | $ |
| Dec 18, 1969 | Trade | Mickey Scott | New York Yankees | Chicago White Sox | Trade |
| Dec 18, 1969 | Trade | Pete Ward | Chicago White Sox | New York Yankees | Trade |
| Dec 16, 1969 | Trade | Jim Beauchamp | Cincinnati Reds | Houston Astros | Trade |
| Dec 16, 1969 | Trade | Pat House | Houston Astros | Cincinnati Reds | Trade |
| Dec 16, 1969 | Trade | Dooley Womack | Houston Astros | Cincinnati Reds | Trade |
| Dec 15, 1969 | Trade | Angel Bravo | Chicago White Sox | Cincinnati Reds | Trade |
| Dec 15, 1969 | Trade | Gerry Arrigo | Cincinnati Reds | Chicago White Sox | Trade |
| Dec 13, 1969 | Trade | Tommy Matchick | Detroit Tigers | Boston Red Sox | Trade |
| Dec 13, 1969 | Trade | Dalton Jones | Boston Red Sox | Detroit Tigers | Trade |
| Dec 13, 1969 | Trade | Syd O'Brien | Boston Red Sox | Chicago White Sox | Trade |
| Dec 13, 1969 | Trade | Billy Farmer | Boston Red Sox | Chicago White Sox | Trade |
| Dec 13, 1969 | Trade | Gary Peters | Chicago White Sox | Boston Red Sox | Trade |
| Dec 13, 1969 | Trade | Don Pavletich | Chicago White Sox | Boston Red Sox | Trade |
| Dec 12, 1969 | Trade | Bob Heise | New York Mets | San Francisco Giants | Trade |
| Dec 12, 1969 | Trade | Jim Gosger | New York Mets | San Francisco Giants | Trade |
| Dec 12, 1969 | Trade | Ray Sadecki | San Francisco Giants | New York Mets | Trade |
| Dec 12, 1969 | Trade | Dave Marshall | San Francisco Giants | New York Mets | Trade |
| Dec 12, 1969 | Trade | Steve Whitaker | Milwaukee Brewers | San Francisco Giants | Trade |
| Dec 12, 1969 | Trade | Dick Simpson | Milwaukee Brewers | San Francisco Giants | Trade |
| Dec 12, 1969 | Trade | Bobby Bolin | San Francisco Giants | Milwaukee Brewers | Trade |
| Dec 10, 1969 | Trade | Dean Chance | Minnesota Twins | Cleveland Indians | Trade |
| Dec 10, 1969 | Trade | Bob Miller | Minnesota Twins | Cleveland Indians | Trade |
| Dec 10, 1969 | Trade | Ted Uhlaender | Minnesota Twins | Cleveland Indians | Trade |
| Dec 10, 1969 | Trade | Graig Nettles | Minnesota Twins | Cleveland Indians | Trade |
| Dec 10, 1969 | Trade | Luis Tiant | Cleveland Indians | Minnesota Twins | Trade |
| Dec 10, 1969 | Trade | Stan Williams | Cleveland Indians | Minnesota Twins | Trade |
| Dec 7, 1969 | Trade | Diego Segui | Milwaukee Brewers | Oakland Athletics | Trade |
| Dec 7, 1969 | Trade | Ray Oyler | Milwaukee Brewers | Oakland Athletics | Trade |
| Dec 7, 1969 | Trade | George Lauzerique | Oakland Athletics | Milwaukee Brewers | Trade |
| Dec 7, 1969 | Trade | Ted Kubiak | Oakland Athletics | Milwaukee Brewers | Trade |
| Dec 5, 1969 | Trade | Frank Reberger | San Diego Padres | San Francisco Giants | Trade |
| Dec 5, 1969 | Trade | Ron Herbel | San Francisco Giants | San Diego Padres | Trade |
| Dec 5, 1969 | Trade | Bob Barton | San Francisco Giants | San Diego Padres | Trade |
| Dec 5, 1969 | Trade | Bobby Etheridge | San Francisco Giants | San Diego Padres | Trade |
| Dec 5, 1969 | Trade | Danny Cater | Oakland Athletics | New York Yankees | Trade |
| Dec 5, 1969 | Trade | Ossie Chavarria | Oakland Athletics | New York Yankees | Trade |
| Dec 5, 1969 | Trade | Al Downing | New York Yankees | Oakland Athletics | Trade |
| Dec 5, 1969 | Trade | Frank Fernandez | New York Yankees | Oakland Athletics | Trade |
| Dec 5, 1969 | Trade | Dave Nelson | Cleveland Indians | Washington Senators | Trade |
| Dec 5, 1969 | Trade | Horacio Pina | Cleveland Indians | Washington Senators | Trade |
| Dec 5, 1969 | Trade | Ron Law | Cleveland Indians | Washington Senators | Trade |
| Dec 5, 1969 | Trade | Dennis Higgins | Washington Senators | Cleveland Indians | Trade |
| Dec 5, 1969 | Trade | Barry Moore | Washington Senators | Cleveland Indians | Trade |
| Dec 4, 1969 | Trade | Boots Day | St. Louis Cardinals | Chicago Cubs | Trade |
| Dec 4, 1969 | Trade | Rich Nye | Chicago Cubs | St. Louis Cardinals | Trade |
| Dec 4, 1969 | Trade | Pat Dobson | Detroit Tigers | San Diego Padres | Trade |
| Dec 4, 1969 | Trade | Dave Campbell | Detroit Tigers | San Diego Padres | Trade |
| Dec 4, 1969 | Trade | Joe Niekro | San Diego Padres | Detroit Tigers | Trade |
| Dec 4, 1969 | Trade | George Brunet | Milwaukee Brewers | Washington Senators | Trade |
| Dec 4, 1969 | Trade | Dave Baldwin | Washington Senators | Milwaukee Brewers | Trade |
| Dec 4, 1969 | Trade | Curt Blefary | Houston Astros | New York Yankees | Trade |
| Dec 4, 1969 | Trade | Joe Pepitone | New York Yankees | Houston Astros | Trade |
| Dec 3, 1969 | Trade | Jim Nash | Oakland Athletics | Atlanta Braves | Trade |
| Dec 3, 1969 | Trade | Felipe Alou | Atlanta Braves | Oakland Athletics | Trade |
| Dec 3, 1969 | Trade | Jerry Robertson | Montreal Expos | Detroit Tigers | Trade |
| Dec 3, 1969 | Trade | Joe Sparma | Detroit Tigers | Montreal Expos | Trade |
| Dec 3, 1969 | Trade | Amos Otis | New York Mets | Kansas City Royals | Trade |
| Dec 3, 1969 | Trade | Bob Johnson | New York Mets | Kansas City Royals | Trade |
| Dec 3, 1969 | Trade | Joe Foy | Kansas City Royals | New York Mets | Trade |
| Dec 2, 1969 | Trade | Jim Britton | Atlanta Braves | Montreal Expos | Trade |
| Dec 2, 1969 | Trade | Donald Johnson | Atlanta Braves | Montreal Expos | Trade |
| Dec 2, 1969 | Trade | Larry Jaster | Montreal Expos | Atlanta Braves | Trade |
| Dec 2, 1969 | Trade | Bernie Smith | New York Mets | Milwaukee Brewers | Trade |
| Dec 2, 1969 | Trade | Gary Upton | Milwaukee Brewers | New York Mets | Trade |
| Nov 25, 1969 | Trade | Jim McGlothlin | California Angels | Cincinnati Reds | Trade |
| Nov 25, 1969 | Trade | Vern Geishert | California Angels | Cincinnati Reds | Trade |
| Nov 25, 1969 | Trade | Pedro Borbon | California Angels | Cincinnati Reds | Trade |
| Nov 25, 1969 | Trade | Alex Johnson | Cincinnati Reds | California Angels | Trade |
| Nov 25, 1969 | Trade | Chico Ruiz | Cincinnati Reds | California Angels | Trade |
| Nov 24, 1969 | Released | Jim Pagliaroni | Milwaukee Brewers | — | Release |
| Nov 21, 1969 | Trade | Jose Cardenal | Cleveland Indians | St. Louis Cardinals | Trade |
| Nov 21, 1969 | Trade | Vada Pinson | St. Louis Cardinals | Cleveland Indians | Trade |
| Nov 20, 1969 | Signed | Pepe Mangual | — | Montreal Expos | Amateur free agent signing |
| Nov 19, 1969 | Signed | Juan Jimenez | — | Houston Astros | Amateur free agent signing |
| Nov 17, 1969 | Trade | Dick Selma | Chicago Cubs | Philadelphia Phillies | Trade |
| Nov 17, 1969 | Trade | Oscar Gamble | Chicago Cubs | Philadelphia Phillies | Trade |
| Nov 17, 1969 | Trade | Johnny Callison | Philadelphia Phillies | Chicago Cubs | Trade |
| Nov 14, 1969 | Signed | Joaquin Andujar | — | Cincinnati Reds | Amateur free agent signing |
| Nov 7, 1969 | Signed | Ramon Aviles | — | Boston Red Sox | Amateur free agent signing |
| Nov 5, 1969 | Trade | George Culver | Cincinnati Reds | St. Louis Cardinals | Trade |
| Nov 5, 1969 | Trade | Ray Washburn | St. Louis Cardinals | Cincinnati Reds | Trade |
| Nov 4, 1969 | Released | Turk Farrell | Philadelphia Phillies | — | Release |
| Nov 1969 | Trade | Frank Coggins | Washington Senators | Milwaukee Brewers | Trade |
| Nov 1969 | Trade | Merritt Ranew | Milwaukee Brewers | Washington Senators | Trade |
| Oct 29, 1969 | Signed as free agent | Jim Bunning | — | Philadelphia Phillies | Free agent signing |
| Oct 29, 1969 | Released | Pedro Ramos | Cincinnati Reds | — | Release |
| Oct 28, 1969 | Released | Ed Charles | New York Mets | — | Release |
| Oct 22, 1969 | Released | Ruben Amaro | California Angels | — | Release |
| Oct 22, 1969 | Released | Jim Bunning | Los Angeles Dodgers | — | Release |
| Oct 22, 1969 | Released | Buck Rodgers | California Angels | — | Release |
| Oct 21, 1969 | Released | Adrian Garrett | Atlanta Braves | — | Release |
| Oct 21, 1969 | Signed as free agent | Adrian Garrett | — | Philadelphia Phillies | Free agent signing |
| Oct 21, 1969 | Trade | Ron Tompkins | Atlanta Braves | Kansas City Royals | Trade |
| Oct 21, 1969 | Trade | Dave Wickersham | Kansas City Royals | Atlanta Braves | Trade |
| Oct 21, 1969 | Trade | Carl Taylor | Pittsburgh Pirates | St. Louis Cardinals | Trade |
| Oct 21, 1969 | Trade | Frank Vanzin | Pittsburgh Pirates | St. Louis Cardinals | Trade |
| Oct 21, 1969 | Trade | Dave Giusti | St. Louis Cardinals | Pittsburgh Pirates | Trade |
| Oct 21, 1969 | Trade | Dave Ricketts | St. Louis Cardinals | Pittsburgh Pirates | Trade |
| Oct 15, 1969 | Released | Woodie Held | Chicago White Sox | — | Release |
| Oct 13, 1969 | Released | John Roseboro | Minnesota Twins | — | Release |
| Oct 13, 1969 | Released | Al Worthington | Minnesota Twins | — | Release |
| Oct 9, 1969 | Released | Doug Camilli | Washington Senators | — | Release |
| Oct 8, 1969 | Released | Ken Boyer | Los Angeles Dodgers | — | Release |
| Oct 8, 1969 | Released | Leon Wagner | San Francisco Giants | — | Release |
| Oct 7, 1969 | Trade | Floyd Wicker | Montreal Expos | Milwaukee Brewers | Trade |
| Oct 7, 1969 | Trade | Jerry Johnson | Philadelphia Phillies | St. Louis Cardinals | Trade |
| Oct 7, 1969 | Trade | Dick Allen | Philadelphia Phillies | St. Louis Cardinals | Trade |
| Oct 7, 1969 | Trade | Cookie Rojas | Philadelphia Phillies | St. Louis Cardinals | Trade |
| Oct 7, 1969 | Trade | Tim McCarver | St. Louis Cardinals | Philadelphia Phillies | Trade |
| Oct 7, 1969 | Trade | Byron Browne | St. Louis Cardinals | Philadelphia Phillies | Trade |
| Oct 7, 1969 | Trade | Joe Hoerner | St. Louis Cardinals | Philadelphia Phillies | Trade |
| Oct 7, 1969 | Trade | Curt Flood | St. Louis Cardinals | Philadelphia Phillies | Trade |
| Oct 7, 1969 | Trade | Curt Flood | Philadelphia Phillies | Philadelphia Phillies | Traded but refused to report |
| Oct 6, 1969 | Released | Gary Bell | Chicago White Sox | — | Release |
| Sep 13, 1969 | Signed as free agent | Doug Camilli | — | Washington Senators | Free agent signing |
| Sep 13, 1969 | Trade | Marv Staehle | Seattle Pilots | Montreal Expos | Trade |
| Sep 12, 1969 | Signed | Dave Wallace | — | Philadelphia Phillies | Amateur free agent signing |
| Sep 11, 1969 | Signed | Chico Ruiz | — | Atlanta Braves | Amateur free agent signing |
| Sep 11, 1969 | Trade | Unnamed | Chicago Cubs | New York Yankees | $ |
| Sep 11, 1969 | Trade | Terry Bongiovanni | Chicago Cubs | New York Yankees | Trade |
| Sep 11, 1969 | Trade | Jimmie Hall | New York Yankees | Chicago Cubs | Trade |
| Sep 8, 1969 | Trade | Mickey Rivers | Atlanta Braves | California Angels | Trade |
| Sep 8, 1969 | Trade | Clint Compton | Atlanta Braves | California Angels | Trade |
| Sep 8, 1969 | Trade | Hoyt Wilhelm | California Angels | Atlanta Braves | Trade |
| Sep 8, 1969 | Trade | Bob Priddy | California Angels | Atlanta Braves | Trade |
| Sep 6, 1969 | Trade | Gary Wagner | Philadelphia Phillies | Boston Red Sox | Trade |
| Sep 6, 1969 | Trade | Mike Jackson | Boston Red Sox | Philadelphia Phillies | Trade |
| Sep 2, 1969 | Released | Gene Oliver | Chicago Cubs | — | Release |
| Sep 2, 1969 | Trade | Cesar Gutierrez | San Francisco Giants | Detroit Tigers | Trade |
| Aug 30, 1969 | Trade | Danny Walton | Houston Astros | Seattle Pilots | Trade |
| Aug 30, 1969 | Trade | Sandy Valdespino | Houston Astros | Seattle Pilots | Trade |
| Aug 30, 1969 | Trade | Tommy Davis | Seattle Pilots | Houston Astros | Trade |
| Aug 29, 1969 | Signed | Dan Driessen | — | Cincinnati Reds | Amateur free agent signing |
| Aug 29, 1969 | Signed | Jim Essian | — | Philadelphia Phillies | Amateur free agent signing |
| Aug 29, 1969 | Trade | Fred Talbot | Seattle Pilots | Oakland Athletics | Trade |
| Aug 29, 1969 | Trade | Bob Meyer | Oakland Athletics | Seattle Pilots | Trade |
| Aug 29, 1969 | Trade | Pete Koegel | Oakland Athletics | Seattle Pilots | Trade |
| Aug 27, 1969 | Signed as free agent | Pepe Frias | — | Montreal Expos | Free agent signing |
| Aug 26, 1969 | Released | Dick Radatz | Montreal Expos | — | Release |
| Aug 24, 1969 | Trade | Dooley Womack | Houston Astros | Seattle Pilots | Trade |
| Aug 24, 1969 | Trade | Roric Harrison | Houston Astros | Seattle Pilots | Trade |
| Aug 24, 1969 | Trade | Jim Bouton | Seattle Pilots | Houston Astros | Trade |
| Aug 19, 1969 | Signed | Brian Downing | — | Chicago White Sox | Amateur free agent signing |
| Aug 19, 1969 | Signed | Craig Skok | — | Boston Red Sox | Amateur free agent signing |
| Aug 16, 1969 | Signed | Bob Galasso | — | Baltimore Orioles | Amateur free agent signing |
| Aug 15, 1969 | Released | Roy Face | Montreal Expos | — | Release |
| Aug 15, 1969 | Trade | Unnamed | Los Angeles Dodgers | Pittsburgh Pirates | $ |
| Aug 15, 1969 | Trade | Ron Mitchell | Los Angeles Dodgers | Pittsburgh Pirates | Trade |
| Aug 15, 1969 | Trade | Chuck Goggin | Los Angeles Dodgers | Pittsburgh Pirates | Trade |
| Aug 15, 1969 | Trade | Jim Bunning | Pittsburgh Pirates | Los Angeles Dodgers | Trade |
| Aug 13, 1969 | Signed | Bob Bailor | — | Baltimore Orioles | Amateur free agent signing |
| Aug 8, 1969 | Trade | Don McMahon | Detroit Tigers | San Francisco Giants | Trade |
| Jul 16, 1969 | Signed | Kent Tekulve | — | Pittsburgh Pirates | Amateur free agent signing |
| Jul 15, 1969 | Trade | Cotton Nash | Chicago White Sox | Minnesota Twins | Trade |
| Jul 14, 1969 | Trade | Jim Gosger | Seattle Pilots | New York Mets | Trade (date approximate, per the source) |
| Jul 14, 1969 | Trade | Bill Whitby | Minnesota Twins | St. Louis Cardinals | Trade |
| Jul 14, 1969 | Trade | Bill Davis | St. Louis Cardinals | Minnesota Twins | Trade |
| Jul 14, 1969 | Trade | Mel Nelson | St. Louis Cardinals | Minnesota Twins | Trade |
| Jul 12, 1969 | Trade | Bob Johnson | St. Louis Cardinals | Oakland Athletics | Trade |
| Jul 12, 1969 | Trade | Joe Nossek | Oakland Athletics | St. Louis Cardinals | Trade |
| Jul 1, 1969 | Released | Pepe Frias | San Francisco Giants | — | Release |
| Jul 1, 1969 | Signed | Eddie Solomon | — | Los Angeles Dodgers | Amateur free agent signing |
| Jul 1969 | Trade | Shaun Fitzmaurice | Pittsburgh Pirates | Atlanta Braves | Trade |
| Jul 1969 | Trade | George Kopacz | Atlanta Braves | Pittsburgh Pirates | Trade |
| Jun 29, 1969 | Signed as free agent | Bob Babcock | — | Montreal Expos | Free agent signing |
| Jun 28, 1969 | Released | Bill Henry | Houston Astros | — | Release |
| Jun 20, 1969 | Signed as free agent | Aubrey Gatewood | — | Atlanta Braves | Free agent signing |
| Jun 20, 1969 | Trade | Unnamed | Washington Senators | Cleveland Indians | $ |
| Jun 20, 1969 | Trade | Bill Denehy | Washington Senators | Cleveland Indians | Trade |
| Jun 20, 1969 | Trade | Lee Maye | Cleveland Indians | Washington Senators | Trade |
| Jun 18, 1969 | Signed | Larry Milbourne | — | Baltimore Orioles | Amateur free agent signing |
| Jun 16, 1969 | Released | Bob Babcock | Pittsburgh Pirates | — | Release |
| Jun 16, 1969 | Trade | Frank Bertaina | Washington Senators | Baltimore Orioles | Trade |
| Jun 16, 1969 | Trade | P.J. Campbell | Baltimore Orioles | Washington Senators | Trade |
| Jun 15, 1969 | Trade | Tom Satriano | California Angels | Boston Red Sox | Trade |
| Jun 15, 1969 | Trade | Joe Azcue | Boston Red Sox | California Angels | Trade |
| Jun 15, 1969 | Trade | Donn Clendenon | Montreal Expos | New York Mets | Trade |
| Jun 15, 1969 | Trade | Steve Renko | New York Mets | Montreal Expos | Trade |
| Jun 15, 1969 | Trade | Kevin Collins | New York Mets | Montreal Expos | Trade |
| Jun 15, 1969 | Trade | Jay Carden | New York Mets | Montreal Expos | Trade |
| Jun 15, 1969 | Trade | David Colon | New York Mets | Montreal Expos | Trade |
| Jun 14, 1969 | Trade | Tom Tresh | New York Yankees | Detroit Tigers | Trade |
| Jun 14, 1969 | Trade | Ron Woods | Detroit Tigers | New York Yankees | Trade |
| Jun 14, 1969 | Trade | Larry Haney | Seattle Pilots | Oakland Athletics | Trade |
| Jun 14, 1969 | Trade | John Donaldson | Oakland Athletics | Seattle Pilots | Trade |
| Jun 14, 1969 | Trade | Dennis Ribant | St. Louis Cardinals | Cincinnati Reds | Trade |
| Jun 14, 1969 | Trade | Aurelio Monteagudo | Cincinnati Reds | St. Louis Cardinals | Trade |
| Jun 13, 1969 | Trade | Tony Gonzalez | San Diego Padres | Atlanta Braves | Trade |
| Jun 13, 1969 | Trade | Walt Hriniak | Atlanta Braves | San Diego Padres | Trade |
| Jun 13, 1969 | Trade | Van Kelly | Atlanta Braves | San Diego Padres | Trade |
| Jun 13, 1969 | Trade | Andy Finlay | Atlanta Braves | San Diego Padres | Trade |
| Jun 13, 1969 | Trade | Jack Hamilton | Cleveland Indians | Chicago White Sox | Trade |
| Jun 13, 1969 | Trade | Sammy Ellis | Chicago White Sox | Cleveland Indians | Trade |
| Jun 12, 1969 | Trade | Rob Gardner | Cleveland Indians | New York Yankees | Trade |
| Jun 12, 1969 | Trade | John Orsino | New York Yankees | Cleveland Indians | Trade |
| Jun 11, 1969 | Trade | Maury Wills | Montreal Expos | Los Angeles Dodgers | Trade |
| Jun 11, 1969 | Trade | Manny Mota | Montreal Expos | Los Angeles Dodgers | Trade |
| Jun 11, 1969 | Trade | Ron Fairly | Los Angeles Dodgers | Montreal Expos | Trade |
| Jun 11, 1969 | Trade | Paul Popovich | Los Angeles Dodgers | Montreal Expos | Trade |
| Jun 11, 1969 | Trade | Paul Popovich | Montreal Expos | Chicago Cubs | Trade |
| Jun 11, 1969 | Trade | Adolfo Phillips | Chicago Cubs | Montreal Expos | Trade |
| Jun 11, 1969 | Trade | Jack Lamabe | Chicago Cubs | Montreal Expos | Trade |
| Jun 10, 1969 | Signed as free agent | Pedro Ramos | — | Cincinnati Reds | Free agent signing (date approximate, per the source) |
| Jun 10, 1969 | Trade | Joe Gibbon | San Francisco Giants | Pittsburgh Pirates | Trade |
| Jun 10, 1969 | Trade | Ron Kline | Pittsburgh Pirates | San Francisco Giants | Trade |
| Jun 8, 1969 | Trade | Gary Bell | Seattle Pilots | Chicago White Sox | Trade |
| Jun 8, 1969 | Trade | Bob Locker | Chicago White Sox | Seattle Pilots | Trade |
| Jun 5, 1969 | Released | Pedro Ramos | Pittsburgh Pirates | — | Release |
| Jun 3, 1969 | Released | Dick Stuart | California Angels | — | Release |
| Jun 3, 1969 | Trade | Mudcat Grant | Montreal Expos | St. Louis Cardinals | Trade |
| Jun 3, 1969 | Trade | Gary Waslewski | St. Louis Cardinals | Montreal Expos | Trade |
| Jun 1969 | Released | Floyd Weaver | San Francisco Giants | — | Release (date approximate, per the source) |
| Jun 1969 | Signed as free agent | Floyd Weaver | — | Chicago White Sox | Free agent signing (date approximate, per the source) |
| May 30, 1969 | Trade | Jim Hicks | St. Louis Cardinals | California Angels | Trade |
| May 30, 1969 | Trade | Vic Davalillo | California Angels | St. Louis Cardinals | Trade |
| May 29, 1969 | Signed as free agent | Bill Henry | — | Houston Astros | Free agent signing |
| May 27, 1969 | Released | John Wyatt | Oakland Athletics | — | Release |
| May 23, 1969 | Signed | Ivan de Jesus | — | Los Angeles Dodgers | Amateur free agent signing |
| May 23, 1969 | Released | Chris Krug | San Diego Padres | — | Release |
| May 23, 1969 | Trade | Miguel de la Hoz | Atlanta Braves | Cincinnati Reds | Trade |
| May 23, 1969 | Trade | Grover Powell | Cincinnati Reds | Atlanta Braves | Trade |
| May 22, 1969 | Trade | Bill Davis | San Diego Padres | St. Louis Cardinals | Trade |
| May 22, 1969 | Trade | Jerry DaVanon | San Diego Padres | St. Louis Cardinals | Trade |
| May 22, 1969 | Trade | John Sipin | St. Louis Cardinals | San Diego Padres | Trade |
| May 22, 1969 | Trade | Sonny Ruberto | St. Louis Cardinals | San Diego Padres | Trade |
| May 20, 1969 | Trade | Jack Aker | Seattle Pilots | New York Yankees | Trade |
| May 20, 1969 | Trade | Fred Talbot | New York Yankees | Seattle Pilots | Trade |
| May 19, 1969 | Trade | Jose Vidal | Seattle Pilots | New York Yankees | Trade |
| May 19, 1969 | Trade | Dick Simpson | New York Yankees | Seattle Pilots | Trade |
| May 17, 1969 | Trade | Jim Shellenback | Pittsburgh Pirates | Washington Senators | Trade |
| May 17, 1969 | Trade | Frank Kreutzer | Washington Senators | Pittsburgh Pirates | Trade |
| May 14, 1969 | Trade | Sandy Alomar | Chicago White Sox | California Angels | Trade |
| May 14, 1969 | Trade | Bob Priddy | Chicago White Sox | California Angels | Trade |
| May 14, 1969 | Trade | Bobby Knoop | California Angels | Chicago White Sox | Trade |
| May 7, 1969 | Signed as free agent | Oscar Zamora | — | Houston Astros | Free agent signing |
| May 5, 1969 | Trade | Don Lock | Philadelphia Phillies | Boston Red Sox | Trade |
| May 5, 1969 | Trade | Bill Schlesinger | Boston Red Sox | Philadelphia Phillies | Trade |
| May 1, 1969 | Signed as free agent | Steve Boros | — | Kansas City Royals | Free agent signing (date approximate, per the source) |
| May 1969 | Signed as free agent | Terry Enyart | — | Minnesota Twins | Free agent signing (date approximate, per the source) |
| May 1969 | Released | Aubrey Gatewood | Baltimore Orioles | — | Release |
| May 1969 | Signed as free agent | Leon Wagner | — | San Francisco Giants | Free agent signing (date approximate, per the source) |
| Apr 30, 1969 | Trade | Gerry Schoen | Seattle Pilots | Baltimore Orioles | Trade |
| Apr 30, 1969 | Trade | Mike Ferraro | Seattle Pilots | Baltimore Orioles | Trade |
| Apr 30, 1969 | Trade | John O'Donoghue | Baltimore Orioles | Seattle Pilots | Trade |
| Apr 30, 1969 | Trade | Tom Fisher | Baltimore Orioles | Seattle Pilots | Trade |
| Apr 30, 1969 | Trade | Lloyd Fourroux | Baltimore Orioles | Seattle Pilots | Trade |
| Apr 30, 1969 | Trade | Bob Chance | California Angels | Atlanta Braves | Trade |
| Apr 30, 1969 | Trade | Dave Adlesh | Atlanta Braves | California Angels | Trade |
| Apr 27, 1969 | Signed as free agent | Roy Face | — | Montreal Expos | Free agent signing |
| Apr 27, 1969 | Trade | Unnamed | Chicago Cubs | Cincinnati Reds | $ |
| Apr 27, 1969 | Trade | Don Nottebart | Cincinnati Reds | Chicago Cubs | Trade |
| Apr 27, 1969 | Trade | James Armstrong | Chicago Cubs | Cincinnati Reds | Trade |
| Apr 25, 1969 | Trade | Dick Selma | San Diego Padres | Chicago Cubs | Trade |
| Apr 25, 1969 | Trade | Joe Niekro | Chicago Cubs | San Diego Padres | Trade |
| Apr 25, 1969 | Trade | Gary Ross | Chicago Cubs | San Diego Padres | Trade |
| Apr 25, 1969 | Trade | Frankie Libran | Chicago Cubs | San Diego Padres | Trade |
| Apr 19, 1969 | Trade | Sonny Siebert | Cleveland Indians | Boston Red Sox | Trade |
| Apr 19, 1969 | Trade | Joe Azcue | Cleveland Indians | Boston Red Sox | Trade |
| Apr 19, 1969 | Trade | Vicente Romo | Cleveland Indians | Boston Red Sox | Trade |
| Apr 19, 1969 | Trade | Ken Harrelson | Boston Red Sox | Cleveland Indians | Trade |
| Apr 19, 1969 | Trade | Juan Pizarro | Boston Red Sox | Cleveland Indians | Trade |
| Apr 19, 1969 | Trade | Dick Ellsworth | Boston Red Sox | Cleveland Indians | Trade |
| Apr 19, 1969 | Trade | Lee Elia | Chicago Cubs | New York Yankees | Trade |
| Apr 19, 1969 | Trade | Nate Oliver | New York Yankees | Chicago Cubs | Trade |
| Apr 17, 1969 | Released | Jerry Stephenson | Boston Red Sox | — | Release |
| Apr 17, 1969 | Signed as free agent | Jerry Stephenson | — | Seattle Pilots | Free agent signing |
| Apr 17, 1969 | Trade | Al McBean | San Diego Padres | Los Angeles Dodgers | Trade |
| Apr 17, 1969 | Trade | Tommy Dean | Los Angeles Dodgers | San Diego Padres | Trade |
| Apr 17, 1969 | Trade | Leon Everitt | Los Angeles Dodgers | San Diego Padres | Trade |
| Apr 14, 1969 | Signed as free agent | Chris Krug | — | San Diego Padres | Free agent signing |
| Apr 12, 1969 | Signed as free agent | Jack Baldschun | — | San Diego Padres | Free agent signing |
| Apr 12, 1969 | Trade | Vic Roznovsky | Baltimore Orioles | Philadelphia Phillies | Trade |
| Apr 12, 1969 | Trade | Anthony Giresi | Philadelphia Phillies | Baltimore Orioles | Trade |
| Apr 12, 1969 | Trade | John Sullivan | Philadelphia Phillies | Baltimore Orioles | Trade |
| Apr 10, 1969 | Released | Oscar Zamora | Cleveland Indians | — | Release |
| Apr 9, 1969 | Released | Steve Boros | Cincinnati Reds | — | Release |
| Apr 8, 1969 | Trade | Donn Clendenon | Houston Astros | Montreal Expos | Traded but refused to report |
| Apr 8, 1969 | Trade | Jack Billingham | Montreal Expos | Houston Astros | Added to trade |
| Apr 8, 1969 | Trade | Skip Guinn | Montreal Expos | Houston Astros | Added to trade |
| Apr 8, 1969 | Trade | Unnamed | Montreal Expos | Houston Astros | $100000 |
| Apr 7, 1969 | Signed as free agent | Dick Stuart | — | California Angels | Free agent signing |
| Apr 7, 1969 | Signed as free agent | John Wyatt | — | Oakland Athletics | Free agent signing |
| Apr 5, 1969 | Released | Bill Monbouquette | San Francisco Giants | — | Release |
| Apr 5, 1969 | Released | Russ Nixon | Chicago White Sox | — | Release |
| Apr 5, 1969 | Released | Leon Wagner | Chicago White Sox | — | Release |
| Apr 4, 1969 | Trade | Chuck Hinton | California Angels | Cleveland Indians | Trade |
| Apr 4, 1969 | Trade | Lou Johnson | Cleveland Indians | California Angels | Trade |
| Apr 3, 1969 | Released | Roy Face | Detroit Tigers | — | Release |
| Apr 3, 1969 | Released | John Wyatt | Detroit Tigers | — | Release |
| Apr 3, 1969 | Trade | Jim Hutto | St. Louis Cardinals | Philadelphia Phillies | Trade |
| Apr 3, 1969 | Trade | Jerry Buchek | St. Louis Cardinals | Philadelphia Phillies | Trade |
| Apr 3, 1969 | Trade | Bill White | Philadelphia Phillies | St. Louis Cardinals | Trade |
| Apr 2, 1969 | Released | Jack Baldschun | Cincinnati Reds | — | Release |
| Apr 1, 1969 | Trade | Steve Whitaker | Kansas City Royals | Seattle Pilots | Trade |
| Apr 1, 1969 | Trade | John Gelnar | Kansas City Royals | Seattle Pilots | Trade |
| Apr 1, 1969 | Trade | Lou Piniella | Seattle Pilots | Kansas City Royals | Trade |
| Apr 1969 | Signed as free agent | Dick Hall | — | Baltimore Orioles | Free agent signing |
| Apr 1969 | Trade | Ed Hobaugh | Pittsburgh Pirates | Chicago White Sox | Trade |
| Apr 1969 | Trade | Cotton Nash | Chicago White Sox | Pittsburgh Pirates | Trade |
| Mar 31, 1969 | Trade | Gene Brabender | Baltimore Orioles | Seattle Pilots | Trade |
| Mar 31, 1969 | Trade | Gordy Lund | Baltimore Orioles | Seattle Pilots | Trade |
| Mar 31, 1969 | Trade | Chico Salmon | Seattle Pilots | Baltimore Orioles | Trade |
| Mar 31, 1969 | Trade | Cap Peterson | Washington Senators | Cleveland Indians | Trade |
| Mar 31, 1969 | Trade | Woody Woodson | Cleveland Indians | Washington Senators | Trade |
| Mar 30, 1969 | Signed | Omar Moreno | — | Pittsburgh Pirates | Amateur free agent signing |
| Mar 30, 1969 | Trade | Jimmie Schaffer | Cincinnati Reds | Los Angeles Dodgers | Trade |
| Mar 30, 1969 | Trade | Ted Savage | Los Angeles Dodgers | Cincinnati Reds | Trade |
| Mar 28, 1969 | Trade | Ron Davis | San Diego Padres | Pittsburgh Pirates | Trade |
| Mar 28, 1969 | Trade | Bobby Klaus | San Diego Padres | Pittsburgh Pirates | Trade |
| Mar 28, 1969 | Trade | Tommie Sisk | Pittsburgh Pirates | San Diego Padres | Trade |
| Mar 28, 1969 | Trade | Chris Cannizzaro | Pittsburgh Pirates | San Diego Padres | Trade |
| Mar 25, 1969 | Trade | Dave Adlesh | St. Louis Cardinals | Atlanta Braves | Trade |
| Mar 25, 1969 | Trade | Bob Johnson | Atlanta Braves | St. Louis Cardinals | Trade |
| Mar 21, 1969 | Signed as free agent | Hank Aguirre | — | Chicago Cubs | Free agent signing |
| Mar 21, 1969 | Signed as free agent | Johnny Podres | — | San Diego Padres | Free agent signing |
| Mar 18, 1969 | Released | Jerry Zimmerman | Minnesota Twins | — | Release |
| Mar 17, 1969 | Trade | Joe Torre | Atlanta Braves | St. Louis Cardinals | Trade |
| Mar 17, 1969 | Trade | Orlando Cepeda | St. Louis Cardinals | Atlanta Braves | Trade |
| Mar 11, 1969 | Trade | Hal King | Houston Astros | Boston Red Sox | Trade |
| Mar 11, 1969 | Trade | Mark Schaeffer | Boston Red Sox | Houston Astros | Trade |
| Feb 13, 1969 | Signed as free agent | Steve Boros | — | Cincinnati Reds | Free agent signing |
| Feb 13, 1969 | Trade | Al Montreuil | Boston Red Sox | Chicago Cubs | Trade (date approximate, per the source) |
| Feb 12, 1969 | Signed | Rennie Stennett | — | Pittsburgh Pirates | Amateur free agent signing |
| Feb 5, 1969 | Trade | Unnamed | New York Mets | Seattle Pilots | $ |
| Feb 5, 1969 | Trade | Greg Goossen | New York Mets | Seattle Pilots | Trade |
| Jan 22, 1969 | Trade | Donn Clendenon | Montreal Expos | Houston Astros | Trade |
| Jan 22, 1969 | Trade | Rusty Staub | Houston Astros | Montreal Expos | Trade |
| Jan 22, 1969 | Trade | Jesus Alou | Montreal Expos | Houston Astros | Trade |
| Jan 21, 1969 | Signed | Tom Buskey | — | New York Yankees | Amateur free agent signing |
| Jan 20, 1969 | Trade | Clay Dalrymple | Philadelphia Phillies | Baltimore Orioles | Trade |
| Jan 20, 1969 | Trade | Ron Stone | Baltimore Orioles | Philadelphia Phillies | Trade |
| Jan 20, 1969 | Trade | Bill Voss | Chicago White Sox | California Angels | Trade |
| Jan 20, 1969 | Trade | Rube Rubilotta | Chicago White Sox | California Angels | Trade |
| Jan 20, 1969 | Trade | Sammy Ellis | California Angels | Chicago White Sox | Trade |
| Jan 16, 1969 | Signed as free agent | Dyar Miller | — | Baltimore Orioles | Free agent signing |
| Jan 15, 1969 | Trade | Manny Jimenez | Pittsburgh Pirates | Chicago Cubs | Trade |
| Jan 15, 1969 | Trade | Ron Campbell | Chicago Cubs | Pittsburgh Pirates | Trade |
| Jan 15, 1969 | Trade | Chuck Hartenstein | Chicago Cubs | Pittsburgh Pirates | Trade |
| Jan 9, 1969 | Trade | Kenneth Myette | Chicago Cubs | Cincinnati Reds | Trade |
| Jan 9, 1969 | Trade | Bill Plummer | Chicago Cubs | Cincinnati Reds | Trade |
| Jan 9, 1969 | Trade | Clarence Jones | Chicago Cubs | Cincinnati Reds | Trade |
| Jan 9, 1969 | Trade | Ted Abernathy | Cincinnati Reds | Chicago Cubs | Trade |
| before the 1969 season | Signed | Norm Angelini | — | Kansas City Royals | Amateur free agent signing |
| before the 1969 season | Signed | Dave Augustine | — | Pittsburgh Pirates | Amateur free agent signing |
| before the 1969 season | Signed | Steve Barber | — | Minnesota Twins | Amateur free agent signing |
| before the 1969 season | Signed | Tommy Cruz | — | St. Louis Cardinals | Amateur free agent signing |
| before the 1969 season | Signed | Pat Darcy | — | Houston Astros | Amateur free agent signing |
| before the 1969 season | Signed | Jesus de la Rosa | — | Houston Astros | Amateur free agent signing |
| before the 1969 season | Signed | Miguel Fuentes | — | Seattle Pilots | Amateur free agent signing |
| before the 1969 season | Signed | Pedro Garcia | — | Seattle Pilots | Amateur free agent signing |
| before the 1969 season | Released | Bill Heath | Los Angeles Dodgers | — | Release |
| before the 1969 season | Signed as free agent | Bill Heath | — | Chicago Cubs | Free agent signing |
| before the 1969 season | Signed | Chuck Hockenbery | — | California Angels | Amateur free agent signing |
| before the 1969 season | Signed | Mike Johnson | — | Cincinnati Reds | Amateur free agent signing |
| before the 1969 season | Signed | Gene Locklear | — | Cincinnati Reds | Amateur free agent signing |
| before the 1969 season | Signed | Tom Norton | — | Minnesota Twins | Amateur free agent signing |
| before the 1969 season | Signed | Billy Parker | — | California Angels | Amateur free agent signing |
| before the 1969 season | Signed | Mike Poepping | — | Minnesota Twins | Amateur free agent signing |
| before the 1969 season | Signed | Dick Pole | — | Boston Red Sox | Amateur free agent signing |
| before the 1969 season | Signed | Carlos Velazquez | — | Seattle Pilots | Amateur free agent signing |
| before the 1969 season | Signed as free agent | Floyd Weaver | — | San Francisco Giants | Free agent signing |
| before the 1969 season | Signed as free agent | Jack Whillock | — | Detroit Tigers | Free agent signing |
| before the 1969 season | Signed | Terry Wilshusen | — | Baltimore Orioles | Amateur free agent signing |
Every row is mapped onto the same trade / signing / release vocabulary the modern feed uses, with the era’s own type description kept on each row. Club names are the names of the day (the Boston Braves years, the Brooklyn Dodgers years), and each links to the franchise it is today. Some dates are only partially known or flagged approximate by the source; they are shown exactly as published, never completed to a fake precise day.