[10] Head coach Dirk Koetter named Stewart the fifth cornerback on the depth chart to start the regular season, behind Brent Grimes, Hargreaves, Davis, and Smith.

[11] He made his professional regular season debut in the Buccaneers' season-opener at the New Orleans Saints and recorded four solo tackles during their 48-40 victory; in this game, Hargreaves sustained a shoulder injury and was placed on injured reserve.

In Week 3, Stewart collected a season-high nine solo tackles and broke up a pass attempt during a 30-27 loss against the Pittsburgh Steelers.

[13] Stewart lost his role as a starting cornerback to Ryan Smith during his absence and remained a backup for the last four games of the season.

[17] In Week 13 against the Tennessee Titans, Stewart recorded his first career interception off a pass thrown by quarterback Ryan Tannehill during the 41–35 win.

[18] In the wild card round of the playoffs against the Steelers, Stewart led the team with 10 tackles and intercepted a pass thrown by quarterback Ben Roethlisberger in the 48–37 win.