[2] Benassi was a member of both Inter U18 and U19 team in 2011–12 season, winning the Primavera league and European title – NextGen Series.

[4] Benassi made his senior debut for Inter 22 November 2012 against Russian side Rubin Kazan in the starting XI.

On 1 July 2014, it was officially announced that Benassi was sold to Torino under a co-ownership agreement, as part of the transfer that brought Danilo D'Ambrosio to Inter in January.

He scored again on 8 March after entering as a substitute for Alessandro Gazzi, marking the final goal in a 3–2 defeat at the Stadio Friuli against Udinese.

During a 2–1 win over Palermo on 27 September 2015, Benassi scored with a volley reminiscent of Marco van Basten's strike in the final of Euro 88.

[19] However, due to various injuries, he missed the entire season, making only one appearance on the team's substitutes bench on 20 February 2021 for the Serie A game against Genoa.

From 10–12 March 2014, he was called up by the head coach of the senior national team, Cesare Prandelli, as part of an evaluate of young players ahead of the 2014 World Cup.

[27] On 7 October, he was called up again, this time by Gian Piero Ventura, as a replacement for the injured Riccardo Montolivo for the 2018 FIFA World Cup qualifier against Macedonia.

[37] In addition, he is both a skilled tackler and physically strong with good vision and technique, as well as an ability to time and make late attacking runs from behind into the box.