Widlansky was drafted by the Baltimore Orioles in the 11th round of the 2007 MLB first-year player draft. With the Aberdeen IronBirds of the New York–Penn League, he broke the team record for most RBIs in a single month in July 2008, and was chosen to play in the 2008 New York–Penn League All-Star Game. In 2009 at Class A Advanced Frederick Keys he was named the Carolina League's Offensive Player of the Week three times, and the Player of the Month for August. Widlansky won the Carolina League batting title with a .340 batting average, and was named the Orioles' 27th-top prospect.