5) Jose Bautista
This would all depend on how Bautista looks the next two years. Entering the 2019 season, he will be 38 years old and could start to slow down in the outfield. That being said, if Chicago were to sign him as a DH, he could focus solely on hitting, giving them a lethal option. Plugging him in the lineup a spot ahead of Abreu would offer him much needed protection in the lineup. If Zach Collins can stay behind the plate; Abreu can remain at first, leaving the DH spot wide open for Jose Bautista.