Jack Della Maddalena has three losses against three opponents on his MMA record. For a list of Della Maddalena's best fights, refer to "Best fights of Jack Della Maddalena".
On November 15, 2025 Jack Della Maddalena met Islam Makhachev in a welterweight (UFC Championship) title defense fight. Della Maddalena was 29 years old and with a record of 18-3 (14), and Makhachev was 34 years old and with a record of 27-1 (18). Della Maddalena lost the fight via 5-round unanimous decision and lost the title.
On May 28, 2016 Jack Della Maddalena faced off against Darcy Vendy in a middleweight bout at age 19. He was coming in with a record of 0-2 (0). Della Maddalena lost the fight via 1st-round submission.
On March 12, 2016 Jack Della Maddalena faced off against Aldin Bates in a welterweight bout at age 19. He was coming in with a record of 0-1 (0). Della Maddalena lost the fight via 3rd-round TKO.
