Official Facebook page for the City of Maywood, California
The land on which Maywood now stands had been populated by Native American tribes for centuries. The area that would later become Maywood was deeded in 1781 by the Spanish monarchy to Spanish War veteran Manuel Nieto. When the settlement of Pueblo de Nuestra Senora de Los Angeles was recorded, it included the cow pasture (now Maywood) that eventually turned into a rancho.

In 1919, May Wood, a popular young woman who worked for the real estate corporation developing the 2,300 acres (9.3 km2) ranch into home tracts, agreed to lend her name to the property. The development of Maywood later survived a bitter challenge to dissolve the prospective city in early 1924.

On September 2, 1924, Maywood's citizens voted to incorporate and about 300 people turned out for the dedication, including Miss May Wood. By 1924, the population of Maywood had reached 1,000. The city featured homes, stores and a movie theater. In the 1930s, gamblers were successfully removed from the city. Maywood Parks and Recreation built Maywood Park, had its beginnings in the 1930s, when a large meadow was turned into the present day baseball field. The Golden State Baseball Association made Maywood Park its home in the early 1950s.

The Chrysler Corporation had an auto assembly plant in Maywood from the 1920s until its closing in July 1971. It was located at 5800 Eastern Avenue at Slauson, and was generally referred to as the "Los Angeles" Plant. When the city of Commerce was incorporated in 1961, that corner was annexed as were several in the surrounding area.

Maywood Assembly was a Ford Motor Company assembly plant also located in Maywood, that operated from 1948 until 1957. The address was 5801 S. Eastern Avenue, and it was across the street from the Chrysler Assembly factory, and exclusively built Lincoln and Mercury vehicles. The factory was closed and demolished when operations at Maywood and Long Beach were combined into a new factory in Pico Rivera in 1958.

Lockheed Hudson Mk IIIA (T9422) at the North Atlantic Aviation Museum Willys-Overland built its California factory in Maywood, California, in 1929 at the current location of 6201 Randolph Street. Over 900 people were employed at the new $1.5 million assembly plant. Willys-Overland became the second automobile manufacturer to build a major plant in the city.

After the United States entered World War II, automobile production for civilians was phased out and in November 1941, automobile assembly at Maywood was stopped. A great many automobile plants were retooled to manufacture war machinery and for three years during the war, the Lockheed Aircraft Corporation rented the plant building from Willys-Overland for that purpose. Equipment was installed for the manufacture of sub-assemblies for Hudson Bombers until the war ended.

Willys-Overland began to manufacture the first Jeeps (CJ-2As) for civilians in 1945. As the demand for Jeeps increased, the reconditioning of the plant back to automobile assembly began early in 1947 and by November, Willys was building "West Coast" CJ-2As. By the end of November, 108 Jeeps had been assembled.[20] Jeep Trucks and Station Wagons were incorporated into the West Coast Division's "final assemblies" production lines in 1948. The Maywood plant produced the entire CJ-3A model production duration and about 5% of all CJ-3As were assembled in California. In 1952, Willys-Overland introduced a new post-war model car, the Aero, and they were assembled in both Maywood and Toledo. The entire plant was shut down in 1954.