In 2009, Ross worked on three movies. He played Julie in the drama According to Greta, had a small part in the crime drama Black Water Transit, and finally scored a leading role in the crime drama Life Is Hot in Cracktown.
In 2010, Ross landed a role in the sequel of 90210. He portrayed Charlie Selby, who was the object of Annie Wilson’s affection. Evan appeared in nine episodes of the series. The same year, the actor had the starring part in the movie Case 219. He also performed in the independent movie about a Muslim African American family after 9-11, Mooz-lum. The movie earned a variety of awards at film festivals. The critics approved Ross’s work. He was nominated for Black Reel Award as "Best Actor".
In 2011, Evan tried himself as a musician and released a single “Yes Me”. He also worked on the movie The Family Tree, which wasn’t commercially successful. However, the leading role in the thriller 96 Minutes, where Evans played together with Brittany Show, brought him an award at SXSW Film Festival for "Breakthrough Performance".
In 2013, in the TV biographical film CrazySexyCool: The TLC Story about TLC band, Evan had the role of the music producer Dallas Austin.
In 2014, Ross worked on five movies. The international fame finally came to the actor for the role of Messalla in the adventure film The Hunger Games: Mockingjay — Part 1. Fans started inviting Evan Ross to their private events, but he rarely attended due to a busy filming schedule. That year was highly important for Evan. He married Ashlee Simpson. They had a daughter a year later.
In 2015, the second part of The Hunger Games: Mockingjay premiered. Ross continued getting great reviews for his role of Messalla.
In 2018, Ross’ fans are awaiting the movie Buckout Road, where he plays Aaron Powell. At the same time, Evan is working on the movie HeadShop.