2009 Windsor spent the 2009 af2 season with the
Rio Grande Valley Dorados after the
Arena Football League (AFL) filed for bankruptcy, catching 184 passes for 2,364 yards and 59 TDs in 15 games. He was named the Offensive Player of the Year and the Rookie of the Year.
2010 Windsor followed that success by playing the 2010 season with the
Arizona Rattlers of the AFL, where he was named the AFL's Rookie of the Year after recording 193 catches for 2,372 yards and 47 touchdowns. After the Rattlers season, Windsor was signed by the
Sacramento Mountain Lions of the
United Football League on August 22, 2010. He had 25 catches for 379 yards, good for 5th and 3rd in the league respectively, and tied for the league lead with 3 receiving touchdowns. Windsor was signed by the
Cleveland Browns to their practice squad on December 3, 2010, where he spent one week before being released. Windsor was subsequently signed by the
Buffalo Bills to their practice squad on December 30, 2010, where he finished the season.
2011 Windsor signed a futures contract with the Browns on January 19, 2011. In response to the
2011 NFL lockout, Windsor went back to the AFL and signed with the Rattlers, where he caught 156 passes for 1,830 yards and 36 touchdowns. As with the 2010 season, he was again voted to the first-team
All-Arena team. After the lockout, he returned to the Browns where he spent the 2011 preseason catching 5 receptions, 83 yards and a
touchdown. He was waived during the final round of cuts. He was re-signed to the practice squad, where he spent the first 15 weeks before being promoted to active roster on December 22, 2011. He did not dress the final two games of the season.
2012 Windsor spent the 2012 preseason with the Browns, catching 5 balls for 51 yards and a touchdown. He was released during final cuts on August 31, 2012; however, he was re-signed to the practice squad on October 10, 2012.
2013–2016 After not re-signing with the Browns, Windsor returned to the Rattlers. In 2013, Windsor was named second-team All-Arena, helping the Rattlers return to the
ArenaBowl. The Rattlers defeated the
Philadelphia Soul 48–39, with Windsor earning
ArenaBowl XXVI MVP honors with 10 receptions for 145 yards. He retired after the 2016 season.
2018 On March 31, 2018, Windsor was assigned to the AFL's
Washington Valor.
2019 Windsor was assigned to the
Baltimore Brigade of the AFL on July 19, 2019. ==Coaching career==