We haven't seen a back-to-back Cy Young winner since -- OK, it wasn't that long ago -- Jacob deGrom won the National League honors in 2018 and 2019. Max Scherzer also went back to back in 2016-17 while Clayton Kershaw did so in 2013-14 (making it three of four for him). This means there was a nine-year run where three pitchers won a combined seven of the annual awards.
That was all, however, on the National League side. In the American League, there hasn't been a back-to-back winner since Pedro Martínez in 1999 and 2000.
Tigers ace Tarik Skubal is looking to become a back-to-back AL Cy Young winner this season, but recently he's illustrated quite well how hard that is to pull this off.
In his first three starts in August, Skubal had a 4.82 ERA. He was his dominant self on Aug.