He also played for the Green Bay Packers, Minnesota Vikings, and Kansas City Chiefs, having won Super Bowl LIV with the latter.

Breeland attended Allendale-Fairfax High School in Fairfax, South Carolina, where he played football and basketball and ran track.

[13][14] Throughout training camp, Breeland competed for a roster spot as a backup cornerback against Tracy Porter, E. J. Biggers, Chase Minnifield, and Richard Crawford.

[15] Head coach Jay Gruden named Breeland the fifth cornerback on the depth chart to start the regular season, behind DeAngelo Hall, David Amerson, Biggers, and Porter.

On September 25, 2014, Breeland started at cornerback after Hall sustained a ruptured Achilles the previous game and was subsequently placed on injured reserve.

[19] He had a breakout performance in a Week 8 win against the Dallas Cowboys: he covered starting wide receiver Dez Bryant, limiting him to only three receptions; forced DeMarco Murray to fumble, which was recovered by safety Meriweather; and broke up a pass on fourth down, sealing the Redskins' overtime victory.

[20][21] In their Week 16 game against the Philadelphia Eagles, he intercepted quarterback Mark Sanchez late in the fourth quarter to help seal the Redskins' victory.

[23] Breeland completed his rookie season with 66 combined tackles (57 solo), 14 pass deflections, two forced fumbles, and two interceptions in 16 games with 15 starts.

[24] Breeland entered training camp slated as a starting cornerback and competed against DeAngelo Hall to retain the role.

[32] Despite having a difficult time covering wide receiver Antonio Brown in their Week 1 loss to the Pittsburgh Steelers, Breeland recorded his first interception of the season against quarterback Ben Roethlisberger.

[35] Breeland recorded the first interception of the 2017 season against backup quarterback Kellen Clemens in their Week 14 loss to the Los Angeles Chargers; he ran the ball 96 yards for a touchdown.

Head coach Mike McCarthy named Breeland the fifth cornerback on the depth chart, behind Tramon Williams, Kevin King, Josh Jackson, and Jaire Alexander.

[45] Head coach Andy Reid named Breeland a starting cornerback to begin the regular season, alongside former Redskins' teammate Kendall Fuller.

[47] In Week 4 against the Detroit Lions, Breeland recovered a fumble by running back Kerryon Johnson in the end zone and returned it 100 yards for a touchdown in the 34–30 win.

[48] Additionally, in Week 14, Breeland made a game-winning pass deflection against the Patriots on fourth down; the win allowed the Chiefs to clinch the AFC West.

[51] In Super Bowl LIV against the San Francisco 49ers, Breeland recorded a team-high seven tackles and intercepted a pass by quarterback Jimmy Garoppolo during the 31–20 win.

[66] Breeland was arrested again on August 7, 2023, in Charlotte, North Carolina after police pulled him over and discovered the 2020 Mercedes Benz G550 SUV he was driving had been reported stolen in Florida.