Efter at have tabte 3 kampe i træk offentliggjorde Pettis i juni 2016 sine intentioner om at gå ned i fjervægt i sin næste kamp.<ref>{{cite web|url=http://www.mmafighting.com/2016/6/8/11882606/anthony-pettis-dropping-to-featherweight-hopes-for-august-debut|title=Anthony Pettis dropping to featherweight, hopes for August debut|publisher=mmafighting.com|author=Hunter A. Homistek|date=2016-06-08|access-date=2016-06-08}}</ref> Pettis kæmpede mod [[Charles Oliveira]] i sin fjervægts-debut den 27. august, 2016 på [[UFC on Fox 21]].<ref>{{cite web|url=http://www.sherdog.com/news/news/Anthony-Pettis-to-Make-145Pound-Debut-vs-Charles-Oliveira-at-UFC-on-Fox-21-106465|title=Anthony Pettis to make 145-pound debut vs. Charles Oliveira at UFC on Fox 21|publisher=sherdog.com|author=Tristen Critchfield|date=2016-06-15|access-date=2016-06-15}}</ref> Pettis vandt kampen via guillotine choke i 3. omgang.<ref>{{cite web|url=http://www.foxsports.com/ufc/story/anthony-pettis-submits-charles-oliveira-in-featherweight-debut-082716|title=Anthony Pettis submits Charles Oliveira in featherweight debut|publisher=foxsports.com|author=Damon Martin|date=2016-08-27|access-date=2016-08-27}}</ref>
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