Here is a list of Della Maddalena's best fights. For a list of Della Maddalena's losses, refer to "Jack Della Maddalena Losses".
On May 10, 2025 Jack Della Maddalena fought Belal Muhammad in a welterweight title fight for Muhammad's UFC Championship title. Della Maddalena was 28 years old and with a record of 18-2 (14), and Muhammad was 36 years old and with a record of 24-3 (6). Della Maddalena won the fight via 5-round unanimous decision and is crowned the new UFC welterweight champion.
On June 11, 2022 Jack Della Maddalena faced off against Ramazan Emeev in a welterweight bout at age 25. He was coming in with a record of 12-2 (11), and Emeev was 35 years old and with a record of 20-5 (10). Della Maddalena stopped Ramazan Emeev via TKO.
On November 19, 2022 Jack Della Maddalena faced off against Danny Roberts in a welterweight bout at age 26. He was coming in with a record of 13-2 (12), and Roberts was 35 years old and with a record of 18-6 (12). Della Maddalena stopped Danny Roberts via TKO.
On February 12, 2023 Jack Della Maddalena faced off against Randy Brown in a welterweight bout at age 26. He was coming in with a record of 14-2 (13), and Brown was 32 years old and with a record of 16-4 (11). Della Maddalena stopped Randy Brown via submission.
On March 9, 2024 Jack Della Maddalena faced off against Gilbert Burns in a welterweight bout at age 27. He was coming in with a record of 17-2 (14), and Burns was 37 years old and with a record of 22-6 (14). Della Maddalena stopped Gilbert Burns via KO.
On January 22, 2022 Jack Della Maddalena faced off against Pete Rodriguez in a welterweight bout at age 25. He was coming in with a record of 11-2 (10). Della Maddalena stopped Pete Rodriguez via TKO.
On July 15, 2023 Jack Della Maddalena faced off against Bassil Hafez in a welterweight bout at age 26. He was coming in with a record of 15-2 (13). Della Maddalena won the fight via 3-round split decision.
On September 16, 2023 Jack Della Maddalena faced off against Kevin Holland in a welterweight bout at age 27. He was coming in with a record of 16-2 (13), and Holland was 30 years old and with a record of 25-9 (21). Della Maddalena won the fight via 3-round split decision.
On October 4, 2019 Jack Della Maddalena faced off against Kevin Jousset in a welterweight bout at age 23. He was coming in with a record of 7-2 (7), and Jousset was 26 years old and with a record of 2-0 (2). Della Maddalena stopped Kevin Jousset via TKO.