On 30 January 2010, Jara signed a five-year deal with Portuguese champions S.L. Benfica for a transfer fee of €5.5 million, effective for the beginning of 2010–11.[5] He scored in his second official game, a 1–2 home loss to Académica de Coimbra on 15 August,[6] and finished his first season with 43 competitive appearances (11 goals).[7]
On 24 January 2015, Jara signed for two and a half years with Olympiacos F.C. in a €1.5 million transfer fee.[11][12] His Super League Greece debut occurred on 1 February in a 2–0 away win over Veria FC. He scored his first goal two months later, in a 3–1 victory at Panthrakikos FC.[13]
Jara signed for FC Dallas of the Major League Soccer on 21 January 2020, with the deal being made effective in July.[19] On 10 January 2023, Jara and Dallas mutually agreed to terminate his contract at the club.[20]
On 11 January 2023, Jara signed a contract with Belgrano while he was a free agent.