John W. Rogers Sr. (September 3, 1918 – January 21, 2014) was an American attorney and military aviator. He served as a Cook County, Illinois Juvenile Court judge, attorney, U.S. Army Air Force/U.S. Air Force officer and combat fighter pilot with the 332nd Fighter Group's 99th Pursuit Squadron, best known as the Tuskegee Airmen or "Red Tails". He was one of the 1007 documented Tuskegee Airmen Pilots. He was the father of John W. Rogers Jr. (born March 31, 1958), an investor.