Here is a list of De Fries's best fights. For a list of De Fries's losses, refer to "Phil De Fries Losses".
On December 31, 2013 Phil De Fries faced off against Brett Rogers at age 27. He was coming in with a record of 10-3 (9), and Rogers was 32 years old and with a record of 14-5 (12). De Fries stopped Brett Rogers via submission.
On June 14, 2025 Phil De Fries met Arkadiusz Wrzosek in a heavyweight (KSW Championship) title defense fight. De Fries was 39 years old and with a record of 27-6 (21), and Wrzosek was 33 years old and with a record of 6-0 (5). De Fries stopped Arkadiusz Wrzosek via 1st-round submission and successfully defended his title.
On August 4, 2012 Phil De Fries faced off against Oli Thompson at age 26. He was coming in with a record of 9-1 (8), and Thompson was 32 years old and with a record of 9-3 (8). De Fries stopped Oli Thompson via submission.
On November 5, 2011 Phil De Fries faced off against Rob Broughton at age 25. He was coming in with a record of 8-0 (7), and Broughton was 28 years old and with a record of 15-6-1 (12). De Fries won the fight via 3-round unanimous decision.
On November 16, 2024 Phil De Fries met Darko Stošić in a heavyweight (KSW Championship) title defense fight. De Fries was 38 years old and with a record of 26-6 (20), and Stošić was 32 years old and with a record of 21-6 (16). De Fries stopped Darko Stošić via 1st-round TKO and successfully defended his title.
On February 25, 2023 Phil De Fries met Todd Duffee in a heavyweight (KSW Championship) title defense fight. De Fries was 36 years old and with a record of 23-6 (19), and Duffee was 37 years old and with a record of 9-3 (9). De Fries stopped Todd Duffee via 1st-round TKO and successfully defended his title.
On April 24, 2021 Phil De Fries met Tomasz Narkun in a heavyweight (KSW Championship) title defense fight. De Fries was 35 years old and with a record of 20-6 (16), and Narkun was 31 years old and with a record of 18-3 (17). De Fries stopped Tomasz Narkun via 2nd-round TKO and successfully defended his title.
On December 15, 2017 Phil De Fries faced off against James Thompson at age 31. He was coming in with a record of 14-6 (12), and Thompson was 38 years old and with a record of 20-16 (18). De Fries stopped James Thompson via submission.
On February 26, 2022 Phil De Fries met Darko Stošić in a heavyweight (KSW Championship) title defense fight. De Fries was 35 years old and with a record of 21-6 (17), and Stošić was 30 years old and with a record of 16-4 (11). De Fries stopped Darko Stošić via 5th-round TKO and successfully defended his title.
On October 27, 2017 Phil De Fries faced off against Anton Vyazigin at age 31. He was coming in with a record of 13-6 (11). De Fries won the fight via 3-round majority decision.