Bellator 151: Warren vs. Caldwell 2016

Bellator 151: Warren vs. Caldwell took place March 4, 2016 at the WinStar World Casino in Thackerville, Oklahoma. The event aired live in prime time on Spike TV.

Bellator 195: Caldwell vs. Higo 2018

Bellator 195: Caldwell vs. Higo took place on March 2, 2018 at the WinStar World Casino in Thackerville, Oklahoma. The event aired live in prime time on Paramount Network. The event was headlined by Bantamweight champion Darrion Caldwell making the first defense of his title against Pitbull brothers' protege Leandro Higo.

Bellator 204: Caldwell vs. Lahat 2018

Bellator 204: Caldwell vs. Lahat took place on August 17, 2018 at the Sanford Pentagon in Sioux Falls, South Dakota. The event will air live in prime time on Paramount Network. The event featured Bellator Bantamweight Champion Darrion Caldwell moving up to Featherweight as he fought Noad Lahat in a non-title bout. James Gallagher competed at Bantamweight for the first time as he fought Bellator newcomer Ricky Bandejas.

Bellator 184: Dantas vs. Caldwell 2017

Bellator 184: Dantas vs. Caldwell took place on October 6, 2017 at the WinStar World Casino in Thackerville, Oklahoma. The event aired live in prime time on Spike TV.

Bellator 159: Caldwell vs. Taimanglo 2016

Bellator 159: Caldwell vs. Taimanglo was held on July 23, 2016 at the Kansas Star Arena in Mulvane, Kansas. The event aired live in prime time on Spike TV.

Bellator 167: Caldwell vs. Taimanglo 2 2016

Bellator 167 was headlined by a bantamweight fight pitting Darrion Caldwell against Joe Taimanglo. Caldwell and Taimanglo previously met in a catchweight bout at Bellator 159. Caldwell did well in the first two rounds, but was caught with a fight-ending guillotine choke nine seconds into the third round. The defeat was the first loss of Caldwell’s career and Caldwell was a 14-1 favorite entering the bout, making the upset the fourth biggest in MMA history. Taimanglo was riding a four-fight winning streak into the rematch. Caldwell came into the first bout with Taimanglo off a career-best win over Joe Warren at Bellator 151. A featherweight bout between Pat Curran and John Teixeira was also scheduled for this card. However, the fight was cancelled in early November due to an injury sustained by Curran. Teixeira instead faced Justin Lawrence.

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