Heading into the 2016 season, Jimenez looked to carry on the success from the previous season but struggled mightily in the first half, registering an ERA of 7.38 through 18 appearances. On September 5, Jimenez pitched his first complete game since 2011. After allowing a 3-run home run in the first inning to the Rays, Jimenez retired 25 of the final 26 batters he faced, including the final 17 batters of the game. It was also the Orioles' first complete game since September 3, 2014. In his very next start, Jimenez lowered his ERA to below six for the first time since May 17. He pitched seven innings of 2-run ball, earning his fourth straight quality start, and fifth straight start allowing three or fewer runs. Jimenez would finish the season with an 8–12 record and an ERA of 5.44 in 29 games, 25 starts.