On 15 July 2014, it was announced that Brillante decided to join Italian Serie A club Fiorentina.[5] He made his debut for La Viola against Roma in their 2014–15 Serie A opener at the Stadio Olimpico. He was subbed after 35 minutes.
Loan to Empoli
Joshua Brillante went on loan to Empoli whom are also in the Serie A during the January 2015 mid season transfer period.[6]
Loan to Como
Initially starting the 2015–16 season on loan from Fiorentina to Empoli, Joshua Brillante signed a new loan deal on 28 August 2015 with Como of the Serie B for the remainder of the season.[7]
Joshua Brillante made his debut for Como on 12 September 2015 away to Livorno.
Sydney FC
On 12 July 2016 Brillante returned to the A-League, joining Sydney FC on a three-year deal.[8][9] He scored his first domestic league goal against the Brisbane Roar on 19 November that year. He scored his second goal of the season against Perth Glory in the semi-final.
Melbourne City
At the end of his contract with Sydney FC, Brillante was in talks to extend, but in the end was signed by Melbourne City, reportedly on a multi-year season contract.[10]
Xanthi
In September 2020, Brillante left Melbourne City to join Greek club Xanthi under the coaching of Tony Popovic.[11][12]
Melbourne Victory
In July 2021, Brillante returned to his home country to play for the Melbourne Victory also under coach Tony Popovic.[13] He was named captain ahead of the 2021/22 season despite not having played a competitive game for the team.[14] After 50 league games for the club and despite having a year remaining on his contract, Brillante mutually terminated his contract with the club.[15]
Western Sydney Wanderers
Shortly thereafter, on 9 July 2023, he signed a 2-year contract with Western Sydney Wanderers, becoming the sixth A-League Men club he will have represented.[16]