14 Vintage Trucks That Prove Old-School Cool Still Turns Heads

In an age of sleek, streamlined cars, there’s an undeniable charm to the bold lines and raw power of vintage trucks. These rugged classics aren’t just vehicles; they’re a glimpse into the past and a celebration of enduring design that still commands admiration on today’s roads.

Here are 14 classic trucks that haven’t just survived the years—they’ve become icons that continue to capture the hearts of enthusiasts and casual onlookers alike.

1. 1966-1977 Ford Bronco

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » Chevrolet C10 1965 dp439147490
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The early Ford Bronco remains an icon of American off-roading culture. Designed to compete with Jeep’s CJ-5 and International Harvester’s Scout, this compact SUV quickly became a favorite among outdoor enthusiasts and urban dwellers. With its boxy design and robust V8 engine options, the first-generation Bronco offered a perfect blend of ruggedness and versatility. 

Its coil-sprung solid front axle provided a smoother ride than its leaf-sprung competitors, making it a comfortable daily driver and capable off-road machine.

2. 1973-1987 Chevrolet C/K Pickup

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » yellow 1973 chevrolet ck truck ss2515920173
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Chevrolet’s third-generation C/K pickup trucks are a testament to the enduring appeal of classic American workhorses. These trucks were available in various configurations, from basic work trucks to luxurious Silverado models, catering to diverse customer needs.

With their square body styling and robust powertrains, including the legendary small-block V8 engines, these C/K pickups have become highly sought-after by collectors and enthusiasts. Their popularity is reflected in the rising market values, with clean, solid drivers commanding a median price of $7,400.

3. 1945-1949 Willys CJ-2A

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » Jeep 1941 Willys ss400486279
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The Willys CJ-2A holds a special place in automotive history as the civilian version of the iconic Willys MB military jeep. This no-frills vehicle, including the entire Jeep lineage, set the blueprint for recreational four-wheel drive vehicles for decades.

Powered by the sturdy 60-hp “Go-Devil” engine and weighing just 2,100 pounds, the CJ-2A was both agile and capable. Its versatility shone through its ability to serve as both a workhorse on farms and a fun off-road vehicle for weekend adventures. 

Today, well-maintained examples of the CJ-2A are highly prized by collectors, with models in average condition valued at around $8,800.

4. 1967-1972 Chevrolet C10

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » Chevrolet C10 1965 dp439147490
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The second-generation Chevrolet C10 pickup trucks are regarded as the most stylish and collectible classic trucks. Their clean lines and muscular stances have made them popular for restoration projects and custom builds. These trucks had various engine options, from inline-sixes to big-block V8s, catering to various performance needs. 

The C10’s popularity in the classic truck market has led to a thriving aftermarket industry, making it relatively easy to find parts and upgrades for these vintage beauties.

5. 1953-1956 Ford F-100

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » 1956 Ford F 100 ss2247541903
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The second-generation Ford F-100 pickup trucks are often considered the epitome of classic truck design. Their rounded fenders, wraparound windshield, and integrated front fenders created a sleek, modern look that still turns heads. These trucks were powered by various engines, including the famous Y-block V8, which provided ample power for both work and play. 

The F-100’s timeless design and robust construction have made it a favorite among collectors and custom builders. Well-restored examples command premium prices in the classic truck market.

6. 1946-1949 Dodge Power Wagon

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » Dodge Power Wagon ss1555009172
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The Dodge Power Wagon was one of the first mass-produced 4×4 trucks designed for civilians. Based on Dodge’s military trucks from World War II, it brought rugged capability to the civilian market.

With its imposing presence and go-anywhere attitude, the Power Wagon quickly gained a reputation as an unstoppable workhorse. While its 230 cubic-inch inline-six engine is not particularly powerful by today’s standards, it provides ample torque for tackling tough jobs and challenging terrain. 

Today, collectors highly prize these trucks, with prices ranging from $11,000 to $63,000, depending on condition.

7. 1967-1972 Ford F-100

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » 1972 Ford F100 Ranger ss2505356069
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The fifth-generation Ford F-100 pickup trucks marked a significant step forward in comfort and style. These trucks featured a more modern design with a wider cab, improved visibility, and enhanced interior amenities.

Available with a range of engines, including the robust 360 and 390 cubic-inch V8s, these F-100s offered plenty of power for both work and play. Their combination of classic good looks and reliable performance has made them popular choices among vintage truck enthusiasts for restoration projects and daily drivers.

8. 1973-1979 Ford F-Series

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » Ford F100 ranger 1979 ss2418806957
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The sixth-generation Ford F-Series trucks, particularly the F-250 “Highboy” models, have gained a cult following among truck enthusiasts. These trucks earned their nickname due to their tall stance, heavy-duty suspension, and large tires.

Powered by robust V8 engines and equipped with durable drivetrains, these trucks were built to handle tough jobs. The “Highboy” F-250s, produced until mid-1977, are particularly sought after for their unique appearance and off-road capabilities. 

With average condition models valued at around $6,300, these trucks offer an affordable entry point into classic truck ownership.

9. 1967-1972 GMC C/K Series

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » GMC C Series 1972 ss1161250498
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While often overshadowed by their Chevrolet counterparts, this era’s GMC C/K series trucks offer the same rugged capability and classic styling. These trucks were mechanically identical to the Chevrolet models but featured unique GMC styling cues.

Available with a range of inline-six and V8 engines, including the powerful 396 cubic-inch big-block V8, these trucks could be configured for everything from light-duty work to heavy hauling. Their clean, timeless design has made them popular choices among classic truck enthusiasts for restoration and customization projects.

10. 1961-1975 International Harvester Travelall

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The International Harvester Travelall was a pioneering full-size SUV that predated more famous models like the Chevrolet Suburban. 

What set the Travelall apart was its use of four full-size doors, making it more practical for family use than many of its contemporaries. Powered by a range of inline-six and V8 engines, the Travelall offered ample power for both on and off-road use. Its spacious interior and robust construction made it popular for work and recreational use. 

Today, well-preserved Travelalls are sought after by collectors for their unique place in automotive history and their rugged, no-nonsense design.

11. 1978-1987 Chevrolet El Camino

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While not a traditional truck, the Chevrolet El Camino’s unique car-truck hybrid design earns it a place on this list. Based on the Chevrolet Malibu platform, the fifth-generation El Camino combined a car’s comfort with a pickup truck’s utility.

Available with a range of engines, including potent V8 options, the El Camino offered performance to match its stylish looks. Its unique design and versatility have made it a cult classic, with models in average condition valued at around $8,200. 

As prices continue to rise, now may be the perfect time to add one of these distinctive vehicles to your collection.

12. 1963-1971 Jeep Gladiator

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » Jeep Gladiator 1970 ss2314214349
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The Jeep Gladiator, later known as the J-series, was Jeep’s entry into the full-size pickup market. Based on the luxurious Wagoneer SUV, the Gladiator combined Jeep’s legendary off-road capability with the practicality of a pickup truck.

Initially offered with an inline-six engine, later models could be equipped with powerful V8 options. The Gladiator’s rugged good looks and versatile capabilities have made it a favorite among Jeep enthusiasts and classic truck collectors.

Its appearance in popular media, such as the movie “Twister,” has only added to its iconic status.

13. 1957-1960 Ford F-Series

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » 1960 Ford F 100 Loba ss2519443043
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The third-generation Ford F-Series trucks are often considered Ford’s first truly modern pickup trucks. Compared to their predecessors, these trucks featured a wider cab, improved visibility, and a more car-like driving experience.

Available with a range of inline-six and V8 engines, including the new 332 cubic-inch V8 for 1958, these trucks offered improved performance and capability.Their classic styling, with distinctive side sculpting and a bold grille design, has made them highly sought after by collectors. 

With average condition models valued at around $9,900, these trucks represent the upper end of affordable classic truck ownership.

14. 1989 Dodge Shelby Dakota

14 Vintage Trucks That Prove Old-School Cool Still Turns Heads » 1989 Dodge Dakota Sport Convertible ss2246348613
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Rounding out our list is a more modern classic, the Dodge Shelby Dakota. This limited-production performance truck was a collaboration between Dodge and legendary car designer Carroll Shelby, resulting in a unique and potent midsize pickup.

Powered by a 5.2-liter V8 engine producing 175 horsepower, the Shelby Dakota offered muscle car-like performance in a practical pickup package. With only 1,475 units produced, these trucks are rare finds today. 

Their combination of performance, practicality, and rarity makes them highly desirable among collectors of both trucks and Shelby vehicles.

Nancy Maffia » nancy
Nancy Maffia
Author & Editor | + posts

Nancy received a bachelor’s in biology from Elmira College and a master’s degree in horticulture and communications from the University of Kentucky. Worked in plant taxonomy at the University of Florida and the L. H. Bailey Hortorium at Cornell University, and wrote and edited gardening books at Rodale Press in Emmaus, PA. Her interests are plant identification, gardening, hiking, and reading.