On May 19, 2009, he was promoted to the Class A Advanced Frederick Keys. Widlanksy averaged .431 in the first half of the season and was named the Carolina League's Offensive Player of the Week three times, as well as the Player of the Month for August. Manager Richie Hebner said: "Everything he hits is right on the button. Even his outs are hit hard." Widlansky finished with a .340 batting average to win the Carolina League batting title. He was named the 27th-top prospect for the Baltimore Orioles.