General

Here are the 10 best Chevy pickup trucks of all time

Chevrolet Silverado HD2500 (2020)

Pickups are as synonymous with American automotive history as Detroit Three muscle cars. The more than a century old segment of the pickup began when: companies like Ford and Dodge made light trucks for the masses. Today, pickup trucks remain the best-selling segment in the entire US market and have fans all over the world. Along with people like Ford and Dodge, Chevroletalso always at the forefront of pickup development, making some of the most memorable pickups of all time.


In over a hundred years of history, Chevy has created some truly iconic vehicles, living in the hearts and minds of gearboxes for generations. Many of these vehicles were their trucks, which were unbeatable when it came to power and performance, while some even raised heads with the best supercars of their time. Astonishing in both value and specs, here are 10 of the best and most iconic Chevrolet pickup trucks of all time.

RELATED: GMC Blue Chip Series: A Detailed Look at the Chevrolet Task Force

10/10 Chevrolet Half-Ton 1938

It had been nearly two decades that pickups were popular with the masses, and the segment had continued to cut down sedans. Now pickups were their own separate models and had a dedicated customer base.

So, in 1938 Chevrolet launched a brand new model called the Half-Ton. Designed and developed from the ground up as a truck, the Half-Ton ran on an extremely durable and reliable six-cylinder in-line engine with a body that looked great. With its new streamlined bodywork, the ’38 Chevy Half-Ton was an instant hit.

9/10 Chevrolet Task Force 1955

After the end of World War II, Chevrolet launched their ‘Advanced Design’ range of trucks. GM was determined to usher in a new era for pickup trucks in America, and they made their trucks innovative and reliable, and they made the Task Force trucks.

An absolutely revolutionary range of pickups, these trucks featured the most modern designs to date, and they came with a huge range of V8 engines under their hood. Although the Task Force truck series was on the market between 1955 and 1959, generations of transmissions remember the Task Force as one of the coolest trucks ever.

8/10 Chevrolet El Camino 1959

The El Camino is a legendary nameplate across America. The half-car and half-truck came on the scene in 1959, and Chevy designed it to take on Ford’s Ranchero. While the pickup truck segment had really matured, where manufacturers had specialty trucks, Chevy built the El Camino on a car chassis.

This gave the El Camino excellent road manners, and the semi-truck portion of the vehicle gave it surprising power and pulling power. The Camino turned out to be an extremely practical car. A decade later, Chevrolet even gave the El Camino an “SS” treatment, making it one of the first muscle trucks ever.

7/10 Chevrolet C-10 Fleetside 1967

Ask any old school gearhead about the best-looking Chevy pickup ever, and almost any of them will mention the ’67 Chevy C10 Fleetside. They’re not too bad either, as the truck was one of the first pickups to use metallic paint, and the bright red metallic paint was one that graced the posters of many rooms.

The second generation C10 Fleetside models looked the best and the interior certainly matched the exterior in terms of luxury, insulation, carpets and chrome parts. Not only were the second-generation C10 Fleetside trucks some of the most beautiful trucks of the time, they were also some of the most technologically advanced for their time.

RELATED: Here’s Why The 2023 Chevy Colorado Pickup Is A Game Changer

6/10 Chevrolet C30 One-Ton Dually 1973

One of the largest (and longest) trucks to ever get off a Chevrolet assembly line, the Chevrolet C30 One-Ton Dually pressed itself into customers’ minds and gearboxes by its design alone. In fact, the C30 One-Ton Dually was actually the very first Chevy Crew Cab Dually to ever hit the market.

The truck had unparalleled space and functionality, making it the go-to truck for families who wanted a heavy but practical truck in their driveway. The Dually’s rugged and rugged design started the trend for customers to consider pickups for both work and leisure, something that is more true than ever nearly half a century later.

5/10 Square body Chevrolet C/K 1973

Chevrolet introduced the C/K truck in 1973, but most people know it fondly as the ‘Square Body’. Many may not remember the C/K name, but will certainly recognize the term ‘Square Body’. Chevy produced the truck for nearly a decade and a half. After all, it was just so well designed and practical.

The ’73 Chevy C/K came in both 2WD and 4WD, and came in a wide variety of configurations. For the engines, Chevy offered six-cylinder, V8 and V8 diesel options. The robustness of the Square Body trucks proves itself by the fact that they were made into a military vehicle and that it had great overseas sales.

RELATED: Why Chevy Should Bring Back the Square Body

4/10 Chevrolet 454 SS 1990

Perhaps one of the most iconic Chevrolet pickup trucks ever made, the Chevrolet 454 SS completely rejuvenated the muscle truck market in 1990. Based on the regular Silverado, the truck came with a massive 454 V8 engine, heavy duty suspension and, most importantly, it only came in black.

What makes the 454 SS even more important is that this was the last time Chevy used the classic 454 V8 power mill. The most performance-oriented Chevy pickup truck before the turn of the century, the truck’s 7.4-liter V8 threw it from 0 to 60 in just 7.7 seconds. That was an impressive figure in 1990, and the 454 SS blended power and functionality like no other.

3/10 Chevrolet Silverado Z71 1999

When it comes to pickups, the Chevy Silverado is a household name in the 50 states. The Silverado came just before the turn of the 20th century, and Chevrolet loaded it up with all the features and specs they knew customers were asking for. It was also one of the most reliable trucks on the marketeffectively guaranteeing the success of the Chevrolet Silverado.

Over time, the Silverado only built on its strengths, as Chevy has continually updated it over the years with more space, an improved chassis and better handling. From the 1999 model years, the Z71 package stands out because it offered unparalleled towing capabilities with an even better suspension package.

RELATED: These are the most powerful V8 pickups ever made

2/10 Chevrolet Colorado ZR2 2017

The mid-sized Colorado is one of Chevrolet’s most popular and successful models, and the US market certainly loves it. While the ZR2 is synonymous with the most capable off-road machines Chevrolet has to offer today, it is only 5 years old. Chevrolet first launched the Colorado ZR2 in 2017, armed with a 3.6-liter V6 that delivered 308 horsepower and 275 lb-ft of torque.

The ZR2 proved itself a worthy off-roader in its first year alone, thanks to its compact dimensions, Multimatic DSSV shocks, a 2″ lift and electronic differential locks at the front and rear. The reliable and affordable Colorado ZR2 has really cemented itself as a tough truck in the US pickup market.

1/10 Chevrolet Silverado HD 2020

The trend set by the Chevrolet C30 One-Ton Dually in 1973 is more true today than ever. Every pickup worth its salt today combines luxury and functionality, packed with upscale amenities and features. Perhaps the perfection of this model from Chevy is the Silverado HD 2020.

A big truck, the Silverado HD is a hugely robust truck that commands an equally great presence on the road. The Chevy Silverado HD 2020 remains one of the best options today, which is suitable for the roughest construction sites as it is when cruising in luxury on the Interstate.