The MLB Draft Lottery takes place on Dec. 9 during the Winter Meetings and the Pirates have a good shot at the first overall pick. Pittsburgh has the third best chance of landing the first overall pick in the 2026 MLB Draft at 16.81%. Only the Chicago White Sox at 27.73% and the Minnesota Twins at 22.18% have a better shot than them.

The Pittsburgh Pirates and San Francisco Giants have been connected to an All-Star trade that would land quite the return for the Pirates.