The Plymouth automobile was introduced at Madison Square Garden on July 7, 1928. It was Chrysler Corporation's first entry in the low-priced field, which at the time was already dominated by Chevrolet and Ford. Plymouths were initially priced higher than the competition, but offered standard features such as internal expanding hydraulic brakes that Ford and Chevrolet did not provide. Plymouths were originally sold exclusively through Chrysler dealerships, offering a low-cost alternative to the upscale Chrysler-brand cars. The logo featured a rear view of the ship Mayflower which landed at Plymouth Rock in Plymouth, Massachusetts. However, the inspiration for the Plymouth brand name came from Plymouth binder twine, produced by the Plymouth Cordage Company, also of Plymouth. The name was chosen by Joe Frazer due to the popularity of the twine among farmers.
The origins of Plymouth can be traced back to the Maxwell automobile. When Walter P. Chrysler took over control of the troubled Maxwell-Chalmers car company in the early 1920s, he inherited the Maxwell as part of the package. After he used the company's facilities to help create and launch the six-cylinder Chrysler automobile in 1924, he decided to create a lower-priced companion car. So for 1926, the Maxwell was reworked and rebadged as the low-end four-cylinder Chrysler "52" model. In 1928, the "52" was once again redesigned to create the Chrysler-Plymouth Model Q. The "Chrysler" portion of the nameplate was dropped with the introduction of the Plymouth Model U in 1929.
For much of its life, Plymouth was one of the top-selling American automobile brands; it, together with Chevrolet and Ford, was commonly referred to as the "low-priced three" marques in the American market. Plymouth almost surpassed Ford in 1940 and 1941 as the second-most popular make of automobiles in the U.S. In 1957, Virgil Exner's new Forward Look design theme, advertised by Plymouth with the tagline "Suddenly, it's 1960", produced cars with much more advanced styling than Chevrolet or Ford. The 1957 total production soared to 726,009, about 200,000 more than 1956, and the largest output yet for Plymouth. However, the 1957–1958 Forward Look models suffered from poor materials, spotty build quality, and inadequate corrosion protection; they were rust-prone and greatly damaged Chrysler's reputation.
Most Plymouth models, especially those offered from the 1970s onward, such as the Valiant, Volaré, Acclaim, Laser, Neon, and Breeze, were badge-engineered versions of Dodge or Mitsubishi models. By the 1990s, Plymouth had lost much of its identity, as its models continued to overlap in features and prices with Dodges and Eagles. In an attempt to fix this, Chrysler tried repositioning Plymouth to its traditional spot as the automaker's entry-level brand. Part of this marketing strategy included giving Plymouth its own new sailboat logo and advertisements that focused solely on value. However, this only further narrowed Plymouth's product offerings and buyer appeal, and sales continued to fall.
Chrysler considered giving Plymouth a variant of the highly successful new-for-1993 full-size LH platform, which would have been called the Accolade, but decided against it. By the late 1990s, only four vehicles were sold under the Plymouth name: the Voyager/Grand Voyager minivans, the Breeze mid-size sedan, the Neon compact car, and the Prowler sports car, which was to be the last model unique to Plymouth, though the Chrysler PT Cruiser was conceived as a concept unique to Plymouth before production commenced as a Chrysler model.
After discontinuing the Eagle brand in 1998, Chrysler was planning to expand the Plymouth line with a number of unique models before the corporation's merger with Daimler-Benz AG. The first model was the Plymouth Prowler, a hot rod-styled sports car. The PT Cruiser was to have been the second. Both models had similar front-end styling, suggesting Chrysler intended a retro styling theme for the Plymouth brand. At the time of Daimler's takeover of Chrysler, Plymouth had no models besides the Prowler not also offered in similar version by Dodge.
From a peak production of 973,000 for the 1973 model year, Plymouth rarely exceeded 200,000 cars per year after 1990. Even the Voyager sales were usually less than 50% that of Dodge Caravan. In Canada, the Plymouth name was defunct at the end of the 1999 model year. Consequently, DaimlerChrysler decided to drop the make after a limited run of 2001 models.
The last new model sold under the Plymouth marque was the second-generation Neon for 2000. The PT Cruiser was ultimately launched as a Chrysler, and the Prowler and Voyager were absorbed into that make, as well. Following the 2001 model year, the Neon was sold only as a Dodge in the US, though it remained available as a Chrysler in Canadian and other markets. The Plymouth Breeze was dropped after 2001, before Chrysler introduced their redesigned 2001 Dodge Stratus and Chrysler Sebring sedan.