The event was the second that the promotion has hosted in Oklahoma City, following
UFC Fight Night: Diaz vs. Guillard in September 2009. A featherweight bout between former
UFC Lightweight and
Welterweight Champion B.J. Penn and
Dennis Siver took place at this event. The pairing was originally booked for
UFC 199. However, the bout was cancelled due to Siver being injured.
Antônio Rogério Nogueira was expected to face
Ilir Latifi at the event. However, on May 17, it was announced that Nogueira pulled out due to a neck injury. Subsequently, despite having six weeks to secure a replacement opponent, promotion officials elected to remove Latifi from the event entirely. A featherweight bout between promotional newcomers,
Jared Gordon and Michel Quiñones was expected to take place at
UFC 211. However, Gordon pulled out of the fight on the day before the event due to stomach illness and as a result, Quiñones was removed from the card. The pairing was rescheduled for this event. Promotional newcomer
Azamat Murzakanov was expected to face
Joachim Christensen at the event. However, Murzakanov was removed from the card on June 8 for undisclosed reasons and was replaced by fellow newcomer
Dominick Reyes. At the weigh-ins, former
UFC Welterweight Champion Johny Hendricks and
Jared Gordon missed the required weight for their respective fights, weighing in at 188 lb and 149 lb, respectively. They were both fined 20% of their purse which went to their respective opponents,
Tim Boetsch and Michel Quiñones. The bouts proceeded at catchweight. ==Results==