They play their home games at Lake Howell High School in the city of Winter Park, FL.

The team was founded in 2010 as the Central Florida Anarchy, starting play in the first year of the WFA.

After many seasons of struggling the Orlando Anarchy became the 2017 WFA Tier III National Conference Champions.

The Orlando Anarchy made it to the WFA Bowl Weekend in Pittsburgh, PA in 2017.

They were defeated in the Tier III Championship game by the Arkansas Wildcats.