Offseason
- October 27, 1998: Craig Grebeck was signed as a Free Agent with the Toronto Blue Jays.
- December 23, 1998: Rob Butler signed as a Free Agent with the Toronto Blue Jays.
- February 18, 1999 – The Blue Jays traded Roger Clemens to the New York Yankees in exchange for former Blue Jay David Wells and second baseman Homer Bush.
- March 14, 1999: Norberto Martin was signed as a Free Agent with the Toronto Blue Jays.
- March 17, 1999: Felipe Crespo was released by the Toronto Blue Jays.
Read more about this topic: 1999 Toronto Blue Jays Season