5: 1969 Chevelle SS
With the GTO gaining considerable notoriety and the Mustang hot on the heels of GM, the company had to give Chevy a fighting chance as well. The Chevelle got its own version of the SS package. If the car looks familiar, that is because it shares its body with the GTO and the Cutlass. But the three cars were marketed toward different consumer segments.
The GTO was built for performance, while the Cutlass built on a luxury reputation, and the Chevelle was all-American. The car had a lot going for it and the SS is distinct for its split headlights and oval taillights. To this day, the Chevelle SS is one of the most popular versions of the GM muscle car trio. A common modification these days has been to cram a modern LS V8 engine into it. The value on the Chevelle SS is going up substantially.