On August 31, 2019, Wingard made the Jaguars final 53-man roster.[8] In week 13 against the Tampa Bay Buccaneers, Wingard recorded a strip sack on Jameis Winston that he recovered in the 28–11 loss. This was Wingard's first career sack in the NFL.[9]
2020 season
Wingard was placed on the reserve/COVID-19 list by the Jaguars on August 2, 2020,[10] and was activated from the list two days later.[11] In Week 1 of the 2020 season against the Indianapolis Colts, Wingard recorded his first career interception off a pass thrown by Philip Rivers during the 27–20 win.[12] He was placed on injured reserve on October 12, 2020, with an abdominal strain.[13] He was activated on November 14, 2020.[14]
In Week 17 against the Indianapolis Colts, Wingard recorded his second career interception off a pass thrown by Philip Rivers during the 28–14 loss.[15]
2021 season
In the 2021 season, Wingard had one sack, 88 tackles, one interception, and one pass defended.[16]
2022 season
On March 15, 2022, the Jaguars placed a restricted free agent tender on Wingard.[17] He appeared in all 17 games and started three. He recorded 37 total tackles, one interception, one pass defended, and one forced fumble.[18]
2023 season
On March 15, 2023, Wingard signed a three-year, $9.6 million contract extension with the Jaguars.[19] He caught an interception against the Pittsburgh Steelers in Week 8.[20] In the 2023 season, Wingard had 45 tackles, one interception, two passes defended, and one forced fumble.[21]
2024 season
On August 27, 2024, Wingard was placed on injured reserve to begin the season.[22] He was activated on November 9.[23]
