Bellator 221: Chandler vs. Pitbull took place on May 11, 2019 at Allstate Arena in Rosemont, Illinois. The event was aired exclusively on DAZN. The event featured a Bellator Lightweight Championship bout between the champion Michael Chandler and current Bellator Featherweight Champion Patrício Freire.

Former policeman Lenny Nero has moved into a more lucrative trade: the illegal sale of virtual reality-like recordings that allow users to experience the emotions and past experiences of others. While they typically contain tawdry incidents, Nero is shocked when he receives one showing a murder.