Early years and wartime beginnings (1941-1944)
The Oshawa Executive Airport opened in June 1941 under the British Commonwealth Air Training Plan as No. 20 Elementary Flying Training School, Royal Canadian Flying Clubs Association (R.C.A.F.) Station Oshawa. Civilian instructors from the Oshawa, Kingston, and Brant-Norfolk flying clubs trained student flyers using Tiger Moth aircraft. This school was part of Canada's contribution to the war effort, training approximately 73,000 Canadians during World War II. The school closed in December 1944, and the airfield was handed over to the Department of Transport. The Town of Oshawa took control of the facility in 1947.

Post-war transition and municipal management (1945-1947)
After World War II, the airport served as a storage base and clearing house for the War Assets Corporation and the Royal Canadian Flying Clubs Association. RCAF closed the airport in the spring of 1945, transferring its operation to the Department of Transport. During this time, the Oshawa branch of the Royal Canadian Flying Clubs Association was formed, and the airport became a hub for civil aviation activities. In 1947, the City of Oshawa officially took over management of the airport.

Community and commercial evolution (1948-Present)
Over the decades, the Oshawa Executive Airport has evolved to meet the changing needs of the community and the aviation industry. As a home to various commercial operations, including aircraft maintenance and restoration services. The airport became a focal point for local aviation enthusiasts, hosting Air Cadet training and community events. The airport's significance grew with the northward spread of suburbs and increased commercial activities, particularly in automobile manufacturing. The airport has continued to thrive as a vital transportation hub.

Preserving history and current operations
Today, the Oshawa Executive Airport is divided into the North and South Fields, housing various aviation services including:
- flight training
- air ambulance
- passenger charter services
- freight services
- aerial police operations, and
- aircraft maintenance
The South Field retains its historical significance with original buildings from the 1940s, now home to the Ontario Regiment R.C.A.C. Regimental Museum, which operates popular Tank Saturdays and Tank Ride Programs.
Oshawa Executive Airport remains a vital part of Oshawa’s infrastructure, blending historical legacy with modern functionality. Visit Airmen’s Park, featuring a war surplus Sabre aircraft and items commemorating the Airport's past.
