Milton Caraglio

Rosario Central

Caraglio started his football career at Rosario Central youth, being promoted to the first team in 2007. He made his professional on 17 March against San Lorenzo de Almagro in a 1–0 home defeat and scored his first goal against Huracán during the 2008 Apertura. In the following two seasons, the striker scored seven goals in 29 games. In July 2010, Caraglio joined West Ham United on trial, making his debut on 28 July when he played for 64 minutes in a 2–0 win against MK Dons. However, he failed to pass the stringent medical that West Ham put him through and he returned to Argentina.

New England Revolution

On 2 August 2011, Caraglio completed a move to Major League Soccer side New England Revolution as the team's first ever designated player. Per MLS Soccer Players Union documentation, Caraglio's 2011 base salary was $54,000, though, under Designated Player rules, the Revolution's salary cap would be charged roughly $200,000 for their use of the spot. It is likely that the fees associated with his loan deal / transfer fee pushed his over-all compensation into qualification for Designated Player rule, which does allow for transfer fees to be built into a salary cap hit that can extend over several seasons. Caraglio made his league debut on August 6, 2011, against Chivas USA in front of 11,523 fans at Gillette Stadium. The Revolution would lose 3–2, their 5th straight loss to Chivas, conceding a brace to Alejandro Moreno and an additional goal…

As of match played 28 April 2023.

In May 2009, Caraglio was called by coach Diego Maradona for a national team formed exclusively with Argentine-based players, to play a friendly against Panama. However, a knee injury forced him to leave the squad, and Esteban Fuertes was chosen as his substitute in his stead.

Cruz Azul

Copa MX: Apertura 2018 Supercopa MX: 2019 Leagues Cup: 2019