The final Chrysler Windsor sold in the United States was produced in 1961, but production in Canada continued until 1966.

The Canadian 1961 to 1966 Windsor model was for all intents and purposes the equivalent of the Chrysler Newport in the United States.

The Windsor was almost identical to the more luxurious Chrysler New Yorker in terms of size, interior and standard features except that it was only available with the Chrysler Straight Six that originally started the company in 1925, which offered customers a luxurious car with a more modest and economic engine.

As the years progressed and technology and manufacturing costs improved, the Windsor offered items that were initially optional as standard equipment while maintaining a market position lower in the Chrysler product hierarchy.

As the Royal nameplate was discontinued for the 1951 model year the Windsor became Chrysler's six cylinder coupe until 1955 when the Poly V8 was introduced.

[7] The front grille introduced a wider, simplified grille shared with all Chrysler products and the Royal and Royal Windsor shared an independent front suspension, 11" brakes, and a "X girder" truss type chassis with the other Series C-25 products.

[2] Fog lights and bumper crash bars were optional, while the grille appearance remained unchanged.

While the underlying technology was based on the pre-WWII vehicles when production ended in 1942, the exterior styling for the front fenders and grille were all new.

As a result, the Windsor made up 62.9% of the company's sales, listing the six-passenger sedan at US$1,711 ($23,347 in 2023 dollars [4]) before optional equipment.

[9] The Town & Country station wagon became its own model line but the six-cylinder engine used the Windsor wheelbase as before.

The Windsor Traveler nameplate returned and consisted of a full-length roof rack installed as standard equipment.

[9] New this year was a padded dashboard with sponge rubber for safety while the Windsor continued to offer only a six cylinder engine which was shared with DeSoto, Dodge and Plymouth products.

[17] 1951, the Royal was dropped, and the Windsor became Chrysler's entry-level car, while still higher in standard equipment and interior treatment above DeSoto, Dodge and Plymouth.

[9] The costly egg crate-style grille was deleted in favor of painted metal and two broad chrome strips.

[23] In 1955, all Chrysler cars were completely restyled with styling by Virgil Exner, sharing some visual similarities with the all-new Imperial which became its own division.

This time with taller tailfins with vertical taillights, thinner C-pillars, and a wraparound front bumper.

Unfortunately for Chrysler, 1957 cars were plagued with quality problems, such as breaking torsion bar suspensions and rust.

[9] Canadian Windsors still used the longer, 126-inch (3,200 mm) chassis and was essentially a rebadged Saratoga (LC2-M), a model which was not sold in Canada this year.

On the Windsor, standard equipment included a cigarette lighter, map lights, and new for 1961, a safety padded dash.