The region of just over 422,000 grew alongside Detroit - nicknamed Motor City for its role as an auto manufacturing hub - turning the region into an important centre for North American automobile production.
Ford first established its presence in Windsor in 1896, while the first Stellantis (then Chrysler) factory arrived in 1928, with dozens of factories and suppliers springing up around the city and surrounding region in the ensuing decades.
Much of the manufacturing has since left the city, though it still boasts two Ford engine factories and a Stellantis assembly plant, which employ thousands.
Workers on both sides of the border have built iconic vehicles over the decades, most recently models like the Dodge Charger and the Ford F-150.
Some 24,000 people work directly in the automotive industry in Windsor-Essex, while an estimated 120,000 other jobs depend on the sector.
A drive through the neighbourhood around the Ford factory feels like a trip back in time, showcasing classic bungalows from the last century. Many have seen better days, though each boasts a verandah and small front yard. Large murals celebrating the city's automotive history punctuate the scenery.