Born in La Spezia, Liguria, Cesarini started his senior career at Serie D club Sarzanese, a minor team in the Province of La Spezia. He was the member of Serie D representative team[3] for 2010 Torneo di Viareggio. However Cesarini, along with Daniele Bernasconi were no longer eligible after they had signed by professional teams that month.[4]
On 20 January 2010 he was signed by Spezia,[5] where he finished as the runner-up of the four division. The signing of Cesarini had cost Spezia €45,000.[6] On 10 July 2010 Cesarini signed a new 4-year contract.[7] On 29 August 2011 he was loaned to Viareggio.[8] Cesarini only played once for Spezia in 2011–12 season in the first round of the cup,[9] which Spezia was the champion of the third division as well as the champion of the Lega Pro cup.
Cesarini was not assigned any shirt number for 2012–13 Serie B.[10][11] On 31 August 2012 Cesarini was loaned to Sorrento.[12][13] On 31 January 2013 Cesarini and Alessandro Di Dio were signed by Prato.,[14] with Petar Kostadinović moved to opposite direction in temporary deal via Nocerina. Cesarini was released by Spezia on 28 August 2013.[15] Cesarini was already linked to Savona on 24 July.[16] Cesarini was also not assigned any shirt number for Spezia in 2013–14 Serie B.[17][18]
On 26 August 2013 Ligurian club Savona announced the signing of Cesarini[1] on loan from Parma. The club also borrowed several players from Parma, namely Alessio Aracu, Cristiano Spirito, Manuel La Rosa,[19] Giordano Maccarone,[20] Matteo Gaudiano,[20] Alberto Ricter,[20] Gioele Sterlicchio,[20] Alberto Giuliatto,[21] Alberto Galuppo[21] and Gabriele Puccio,[21] On 30 January 2014 Savona acquired half of the registration rights of Cesarini from Parma.[22] In the same window Savona also signed half of the rights of Raffaele Rosato.[23]
In summer 2014 Cesarini was signed by Pavia.
On 18 August 2016 Cesarini signed a contract with Reggiana.[24]
On 7 September 2020 he joined Pistoiese on a 2-year contract.[25] On 1 February 2021, he was loaned to Piacenza.[26]
On 21 July 2021, he signed with Piacenza.[27]