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Classic Cars and Trucks For Sale In Chicago

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Chicago

1932 Ford Roadster

Custom

This Lemon Ice Yellow, with Saddle Tan interior, 1932 Roadster is powered by a 383 CID V8 engine with a Turbo 350 3-Speed Automatic transmission.
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$66,000

2610-CHI

584 Views

1932 Ford Roadster

View Description

This iconic Roadster captures the essence of vintage style while offering a unique flair that stands out on any road. The vibrant color is both bold and timeless, ensuring that this vehicle remains a head-turner wherever it goes. Inside, the Roadster boasts a saddle tan leather interior that exudes luxury and sophistication. The interior design maintains a classic feel while integrating modern elements, ensuring that the driver and passengers alike can appreciate the blend of traditional craftsmanship with contemporary comfort. Under the hood, this Ford Roadster is powered by a formidable 383 CI V8 engine, delivering an impressive performance that classic car enthusiasts will appreciate. Paired with a Turbo 350 3-speed automatic transmission, the driving experience is smooth and responsive, allowing for effortless cruising along scenic routes or city streets. This combination of power and precision ensures a drive that is both exhilarating and reliable. Enhancing its performance and aesthetic appeal, the Roadster is equipped with custom wheels that add a touch of personalization and style. The radial...

Chicago

1966 Chevrolet Chevelle SS

This Red, with Black interior, 1966 Chevelle SS is powered by a 396 V8 engine with a 4-Speed Manual transmission.
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$66,000

2645-CHI

69 Views

1966 Chevrolet Chevelle SS

View Description

This impressive vehicle boasts a red exterior that captures attention and admiration wherever it goes. The bold color is complemented by a sleek black interior, creating a timeless and sophisticated look that is sure to impress both enthusiasts and casual admirers alike. Under the hood, this Chevelle SS is powered by a formidable 396 V8 engine, delivering the robust performance and exhilarating driving experience that muscle car aficionados crave. Paired with a 4-speed manual transmission, this vehicle offers a hands-on, engaging drive that connects you directly with the road. It's a combination that promises to deliver the kind of power and responsiveness that made the Chevelle SS a legend in its time. Inside, the Chevelle SS features a classic vinyl interior that exudes vintage charm while providing comfort for both driver and passengers. The inclusion of seatbelts underscores a commitment to safety, while the power brakes offer enhanced...

Chicago

1963 Ford Galaxie 500

This Glacier Blue, with Medium Royal Blue interior, 1963 Galaxie 500 is powered by a 352 CID V8 engine with a CRUISE-O-MATIC Automatic transmission.
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$63,000

2573-CHI

515 Views

1963 Ford Galaxie 500

View Description

This model boasts an eye-catching glacier blue exterior, a color that not only enhances its vintage charm but also provides a striking contrast to the medium royal blue leather interior. Under the hood, this beauty is powered by a robust 352 CI V8 engine, delivering the performance and power that made this model a favorite among enthusiasts. Paired with a Cruise-O-Matic automatic transmission, driving this classic car is a smooth and enjoyable experience. The inclusion of power steering ensures effortless maneuverability, while power brakes provide reliable stopping power. Safety and practicality are also addressed with the addition of seatbelts, a forward-thinking feature for...

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Chicago

1964 Chevrolet Impala SS

This Medium Blue, with Blue interior, 1964 Impala SS is powered by a 6.0 V8 engine with an Automatic transmission.
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$63,000

2604-CHI

614 Views

1964 Chevrolet Impala SS

View Description

Sporting a striking medium blue exterior that captures the essence of its era. This timeless beauty has a harmonious blend of vintage design and powerful performance, making it a standout choice. Inside, the Impala SS features a beautifully coordinated blue interior that complements its exterior, offering a cohesive and stylish driving experience. The cabin is equipped with an AM/FM radio, allowing you to enjoy classic tunes or your favorite stations as you cruise down the boulevard. Under the hood, you'll find a robust 6. 0 V8 engine, paired with an automatic transmission, delivering a smooth and responsive driving experience. This combination ensures that you can enjoy the power and performance that the Impala SS is renowned for, with the convenience of an automatic gearbox. Adding to the driving experience are features such as power brakes and power steering, which...

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1941 Ford Sedan Delivery

This Lime Green, with Tan interior, 1941 Sedan Delivery is powered by a 350 V8 engine with a 3-Speed Automatic transmission.
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$63,000

2487R-CHI

263 Views

1941 Ford Sedan Delivery

View Description

Sporting an eye-catching lime green exterior, this classic beauty combines vintage charm with modern convenience. Inside, the sedan delivers a warm and welcoming experience with its tan interior, offering a contrast to the bold exterior. Under the hood, this Ford Sedan Delivery has been upgraded with a powerful 350 V8 engine, giving it a robust performance capability. Paired with a 3-speed automatic transmission, this setup provides a smooth and enjoyable driving experience.

Chicago

1932 Ford Coupe

This Red/W Flames, with Black interior, 1932 Coupe is powered by a 350 V8 engine with an Automatic transmission.
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$59,000

2631-CHI

234 Views

Chicago

1933 Plymouth Coupe

This Black, with Burgundy interior, 1933 Coupe is powered by a V8 engine with an Automatic transmission.
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$58,000

2314-CHI

718 Views

Chicago

1950 Ford Deluxe / Super Deluxe

Convertible

This Maroon Pearl, with Black/Tan interior, 1950 Deluxe / Super Deluxe is powered by a Olds 350 V8 engine with an Automatic transmission.
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$57,000

2442-CHI

363 Views

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Chicago

1968 Chevrolet Chevelle SS

This Red, with Black interior, 1968 Chevelle SS is powered by a 454 V8 engine with a 5-Speed Manual transmission.
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$53,000

2583-CHI

540 Views

Chicago

1937 Ford Club Coupe

This Black, with Tan interior, 1937 Club Coupe is powered by a 350 V8 engine with a 3-Speed Automatic transmission.
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$53,000

2561-CHI

294 Views

Chicago

1969 Dodge D Series

D300 1 Ton Car Hauler

This Green, with Dark Green interior, 1969 D Series is powered by a 383 CID V8 engine with a Loadflite 3-Speed Automatic transmission.
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$51,000

2387-CHI

471 Views

Chicago

1960 Pontiac Catalina

This Shellstone Ivory, with Coronado Red interior, 1960 Catalina is powered by a 389 TRI-POWER V8 engine with a 3-Speed On The Column Manual transmission.
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$51,000

2626-CHI

406 Views

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1967 Chevrolet Nova

This Red/Blue Flames, with Blue/Red interior, 1967 Nova is powered by a 383 STROKER/ Dual Quads V8 engine with a 700 R4 Automatic transmission.
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$51,000

2293R-CHI

743 Views

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1967 Chevrolet Nova

This Red, with Black interior, 1967 Nova is powered by a 383 V8 engine with a Th 350 Automatic transmission.
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$46,000

2474R-CHI

532 Views

Chicago

1971 Chevrolet Nova

This Orange, with Orange/White interior, 1971 Nova is powered by a 4.8 V8 engine with an Automatic transmission.
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$45,000

2388-CHI

655 Views

Chicago

2019 Ford Mustang GT

This Green/Black Stripe, with Black interior, 2019 Mustang GT is powered by a 5.0 Supercharged V8 engine with a 10-Speed 10 R 80 Automatic transmission.
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$45,000

2569-CHI

213 Views

Chicago

1971 Buick Skylark

This Red, with Black interior, 1971 Skylark is powered by a V8 engine with an Automatic transmission.
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$44,000

2662-CHI

49 Views

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1980 Chevrolet C10

Custom

This Black, with Black/Silver interior, 1980 C10 is powered by a 350 V8 engine with an Automatic transmission.
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$43,000

2596R-CHI

133 Views

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Chicago

2007 Ford Mustang GT

Saleen Parnelli Jones

This Grabber Orange, with Black/Grabber Orange interior, 2007 Mustang GT is powered by a 4.6 LTR V8 engine with a 5-Speed Manual transmission.
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$42,000

2514-CHI

673 Views

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1999 Porsche 911

Convertible

This Silver/Black, with Schottenkaro interior, 1999 911 is powered by a 3.4 LTR V6 V6 engine with a Manual Manual transmission.
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$40,000

2457R-CHI

640 Views

Chicago

1935 Dodge Coupe

This Red/Tan, with Red/Tan interior, 1935 Coupe is powered by a 305 TPI V8 engine with a 350 Turbo Automatic transmission.
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$39,000

2468-CHI

204 Views

Chicago

1966 Ford Fairlane 500

Club Coupe

This Green, with Green interior, 1966 Fairlane 500 is powered by a 289 V8 engine with a 3-Speed Automatic transmission.
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$39,000

2637-CHI

54 Views

Chicago

1970 Oldsmobile Cutlass

This Yellow, with Black interior, 1970 Cutlass is powered by a 455 V8 engine with a 3-Speed Automatic transmission.
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$38,000

2598-CHI

248 Views

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Chicago

2013 Ford Mustang Boss

This Yellow/ Black Stripe, with Black interior, 2013 Mustang Boss is powered by a 5.0 LTR V8 engine with a 6-Speed Manual transmission.
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$38,000

2592-CHI

402 Views

Chicago

1950 Chevrolet 3100

This Black Matte, with Dark Gray interior, 1950 3100 is powered by a 235 I6 engine with a 3 On The Tree Manual transmission.
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$38,000

2616-CHI

364 Views

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2007 Ford Mustang Shelby

Convertible GT-Hertz

This Black/Gold, with Black interior, 2007 Mustang Shelby is powered by a 4.6 LTR V8 engine with a 5-Speed Automatic transmission.
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$38,000

2591R-CHI

463 Views

Chicago

1974 EXCALIBUR Phaeton

This Bamboo Cream And Maroon, with Maroon interior, 1974 Phaeton is powered by a V8 engine with an Automatic transmission.
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$37,000

2578-CHI

115 Views

Chicago

1968 Ford Torino

GT Fastback

This Brittany Blue, with Blue interior, 1968 Torino is powered by a 289 CID V8 engine with a Select Shift Cruise Automatic transmission.
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$37,000

2629-CHI

250 Views

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Chicago

1949 Chevrolet 3600

This Blue, with Tan interior, 1949 3600 is powered by a I6 engine with a Manual transmission.
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$37,000

2648-CHI

53 Views

Chicago

1966 Chevrolet El Camino

This Blue, with Dark Metallic Blue With Flames interior, 1966 El Camino is powered by a 350 CID V8 engine with a 350 3-Speed Automatic transmission.
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$37,000

2650-CHI

46 Views

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