On January 26, 2015, the Raiders announced via Twitter that they had agreed to a contract for Woodson to return in 2015.

In the 2015 season, Woodson was moved to strong safety.
After this switch, Woodson became one of the few players in NFL history to play at all three spots in the secondary.

Prior to Week 5 against the Broncos, Woodson said that he always wanted to intercept a pass from Peyton Manning, as he had never accomplished the feat over his career.
Woodson lived up to his word and picked off Manning two times.
However, the Broncos won 16–10.

On December 21, 2015, Woodson announced that he would retire at the end of the season.
On January 3, 2016, he played in his final NFL game, a 23–17 loss to the Kansas City Chiefs.
He finished his final season with 74 total tackles, five interceptions, nine passes defensed, one forced fumble, and four fumble recoveries.

On February 12, 2016 it was announced that Woodson would be joining ESPN's Sunday NFL Countdown, replacing Keyshawn Johnson for the upcoming season.
He served in that capacity until 2018 when he moved to Fox Sports to cover college football as an analyst.
On January 26, 2015, the Raiders announced via Twitter that they had agreed to a contract for Woodson to return in 2015.
In the 2015 season, Woodson was moved to strong safety. After this switch, Woodson became one of the few players in NFL history to play at all three spots in the secondary.
Prior to Week 5 against the Broncos, Woodson said that he always wanted to intercept a pass from Peyton Manning, as he had never accomplished the feat over his career. Woodson lived up to his word and picked off Manning two times. However, the Broncos won 16–10.
On December 21, 2015, Woodson announced that he would retire at the end of the season. On January 3, 2016, he played in his final NFL game, a 23–17 loss to the Kansas City Chiefs. He finished his final season with 74 total tackles, five interceptions, nine passes defensed, one forced fumble, and four fumble recoveries.
On February 12, 2016 it was announced that Woodson would be joining ESPN's Sunday NFL Countdown, replacing Keyshawn Johnson for the upcoming season. He served in that capacity until 2018 when he moved to Fox Sports to cover college football as an analyst.
Charles Woodson