Here is a list of Caldwell's best fights. For a list of Caldwell's losses, refer to "Darrion Caldwell Losses".
On March 2, 2018 Darrion Caldwell met Leandro Higo in a bantamweight (Bellator World Championship) title defense fight. Caldwell was 30 years old and with a record of 12-1 (5), and Higo was 29 years old and with a record of 18-3 (12). Caldwell stopped Leandro Higo via 1st-round submission and successfully defended his title.
On September 25, 2015 Darrion Caldwell faced off against Shawn Bunch in a bantamweight bout at age 27. He was coming in with a record of 8-0 (4), and Bunch was 32 years old and with a record of 4-1 (1). Caldwell stopped Shawn Bunch via submission.
On January 25, 2020 Darrion Caldwell faced off against Ádám Borics in a featherweight bout at age 32. He was coming in with a record of 15-3 (7), and Borics was 26 years old and with a record of 14-0 (10). Caldwell stopped Ádám Borics via submission.
On October 6, 2017 Darrion Caldwell fought Eduardo Dantas in a bantamweight title fight for Dantas' Bellator World Championship title. Caldwell was 29 years old and with a record of 11-1 (4), and Dantas was 28 years old and with a record of 20-4 (9). Caldwell won the fight via 5-round unanimous decision and is crowned the new Bellator bantamweight champion.
On August 17, 2018 Darrion Caldwell faced off against Noad Lahat in a featherweight bout at age 30. He was coming in with a record of 13-1 (6), and Lahat was 34 years old and with a record of 12-3 (8). Caldwell stopped Noad Lahat via KO.
On May 15, 2015 Darrion Caldwell faced off against Rafael Silva in a bantamweight bout at age 27. He was coming in with a record of 7-0 (3), and Silva was 30 years old and with a record of 22-4 (17). Caldwell won the fight via 3-round unanimous decision.
On September 28, 2019 Darrion Caldwell faced off against Henry Corrales in a featherweight bout at age 31. He was coming in with a record of 14-3 (6), and Corrales was 33 years old and with a record of 17-3 (13). Caldwell won the fight via 3-round unanimous decision.
On December 3, 2016 Darrion Caldwell faced off against Joe Taimanglo in a bantamweight bout at age 28. He was coming in with a record of 10-1 (4), and Taimanglo was 32 years old and with a record of 23-6-1 (17). Caldwell won the fight via 3-round unanimous decision.
On March 14, 2014 Darrion Caldwell faced off against Lance Surma in a featherweight bout at age 26. He was coming in with a record of 4-0 (2). Caldwell stopped Lance Surma via submission.
On March 4, 2016 Darrion Caldwell faced off against Joe Warren in a bantamweight bout at age 28. He was coming in with a record of 9-0 (4), and Warren was 39 years old and with a record of 13-4 (4). Caldwell stopped Joe Warren via choke-out.
