8. 1959 Cadillac De Ville
No list of best Cadillac models can go without the legendary 1959 Cadillac. This car represents great things about the brand. It was a classic American car and a landmark in design and technology. First, the design of the 1959 model year saw Cadillac’s most noticeable feature. They were big chrome fins that went to ridiculous heights.
In fact, they were exactly 98 inches high. Also, Cadillac updated the technology of the mechanical layout with an improved suspension and components. And then they added a 6.4-liter V8 engine with up to 320 HP. In 1959, Cadillac sold 142,000 of them, which is respectable by today’s standards.
And they sold several models, including the Eldorado and Fleetwood limousine. Cadillac even offered a naked chassis with engines for commercial use like ambulances and hearses. Thanks to its timeless design and amazing power and quality, 1959 is one of the best years in Cadillac history. And the Cadillac De Ville is one of the landmark American cars of all time.