In the 2008 season, Bryant appeared in all 16 games of the Buccaneers' 9–7 season. In Week 3, against the Chicago Bears, he had a game-winning 21-yard field goal in overtime of the 27–24 victory. In Week 4, against the Green Bay Packers, Bryant earned his fourth career NFC Special Teams Player of the Week nomination. In the 30–21 victory, he converted three field goal attempts and three extra point attempts. On the season, he converted 35-of-36 extra point attempts and 32-of-38 field goal attempts. For the first time in his NFL career, he finished in the top five players in total scoring (fourth place with 131 points).