In 2008, the team was replaced by to teams, the DSL Cubs 1 and DSL Cubs 2. The Cubs had previously sent players to the 1991 DSL Royals/Cubs, 1992 DSL Royals/Cubs/Rockies, 1993 DSL Cubs/Rangers, and 1994-1996 DSL Cubs/Padres.
In 2013, the Cubs replaced the DSL Cubs 2 with the VSL Cubs. Thus, the DSL Cubs 1 were renamed the DSL Cubs. The Cubs pulled out of the VSL in 2016 (causing the league to shut down) and went back to sponsoring DSL Cubs 1 and DSL Cubs2.
|Year||Record||Manager||Playoffs||Hitting Coach||Pitching Coach||Coach|
|2005||27-40||Franklin Font||Juan Cabreja|
|2006||25-46||Franklin Font||Juan Cabreja|
|2013||50-21||Yudith Ozorio||Lost in 2nd round||Oscar Bernard|
|2014||42-28||Juan Cabreja||Yudith Ozorio||Oscar Bernard|
|2015||43-29||Juan Cabreja||Claudio Almonte||Armando Gabino||Jose Cueto, Yovanny Rosario, Antonio Valerio|