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Classic Cars and Trucks For Sale In Chicago

Find Your Dream Classic Here

131 Vehicles Found

1966 Ford Mustang

The car's dynamic color scheme not only adorns its exterior but continues on the inside with a classic white and blue interior, creating a consistent and appealing aesthetic across the board. Beneath this Mustang's appearance lies the heart of a beast - a powerful 331 V8 engine. This engine is mated to a smooth automatic transmission, making your ride in this classic muscle car a harmonious blend of power and comfort. The 1966 Ford Mustang Fastback doesn't just boast of impressive looks and performance, it also comes equipped with features designed to enhance your driving experience. There's an AM/FM radio and a nostalgic cassette tape player to provide an awesome ride for your journeys. Safety and style aren't compromised, with seatbelts for every passenger ensuring a...

New Arrival

1966 Ford Mustang

Fastback

This White With Blue Stripes, with White/Blue interior, 1966 1st Gen Mustang is powered by a 331 V8 engine with an Automatic transmission.

$260,000

2325-CHI

39 Views

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1933 Plymouth Coupe

This vehicle is powered by a V8 engine with an Automatic transmission.

$79,000

2314-CHI

39 Views

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1970 Pontiac Bonneville

Convertible

This vehicle is powered by a 455 V8 engine with an Automatic transmission.

$46,000

2324-CHI

26 Views

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1981 Jeep Scrambler

This vehicle is powered by a 4.2 L I6 engine with a 4-Speed Manual transmission.

$40,000

2315-CHI

43 Views

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1987 Mercedes-Benz 560SL

This vehicle is powered by a 5.6 L V8 engine with an Automatic transmission.

$33,000

2321-CHI

21 Views

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1930 Ford Model A

Deluxe Roadster

This vehicle is powered by a 200.5 4 Cylinder engine with a 4-Speed Manual transmission.

$32,000

2313-CHI

36 Views

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1951 Willys CJ-Jeep

This vehicle is powered by a 289 V8 engine with a Manual transmission.

$31,000

2323-CHI

20 Views

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1975 Chevrolet Corvette

This Red, with Silver interior, 1975 C3 Corvette is powered by a 350 V8 engine with a Manual transmission.

$29,000

2317-CHI

33 Views

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Vintage Automobilia!

Check out our complete collection of vintage automobilia featuring this unique 'Racing With The Devil' sign. Easy to hang and perfect for any garage, workshop or man-cave!

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2012 BMW 650 I

This vehicle is powered by a 4.4 Liter Twin Turbo V8 engine with a 8-Speed Automatic transmission.

$28,000

2318-CHI

37 Views

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1980 Chevrolet Corvette

This Red, with Black interior, 1980 C3 Corvette is powered by a 350 V8 engine with an Automatic transmission.

$27,000

2316-CHI

44 Views

1980 Chevrolet Corvette (2316-CHI)

Experience the ease and power of a classic American sports car with this beauty. This highly coveted model comes in a striking red exterior color that contrasts its black leather interior. Underneath its sleek shell, a robust 350 V8 engine and smooth automatic transmission ensure thrilling performance and a smooth ride. This Corvette doesn't compromise on comfort or convenience. It comes fully equipped with air conditioning to keep you cool on those hot summer drives. The AM/FM radio allows you to enjoy your favorite tunes, while the power windows and power locks add an extra layer of ease and security to your journeys. Driving this Corvette is truly a luxurious experience, thanks to the opulent leather interior. The power steering and power brakes provide a responsive...

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1988 Chevrolet Camaro

RS Convertible

This Orange And Black, with Gray And Black interior, 1988 3rd Gen Camaro is powered by a 350 V8 engine with an Automatic transmission.

$24,000

2311-CHI

47 Views

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2011 Lincoln Town Car

Signature L

This vehicle is powered by a 4.6 Liter V8 engine with an Automatic transmission.

$22,000

2320-CHI

39 Views

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1969 Buick Riviera

This vehicle is powered by a 430 V8 engine with an Automatic transmission.

$22,000

2322-CHI

35 Views

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Hot Rod & Custom Garage Inc Belleville, IL

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1985 Cadillac Eldorado

Biarritz

This vehicle is powered by a 4.1 L V8 engine with an Automatic transmission.

$21,000

2326-CHI

16 Views

Chicago

1970 Dodge Charger

RT

This Rallye Green (ef6), with Black interior, 1970 2nd Gen Charger is powered by a 528 Hemi Dyers 871 Blower V8 engine with a 3-Speed Automatic transmission.

$209,000

2279-CHI

378 Views

Chicago

1937 Ford Slantback

Sedan

This vehicle is powered by a Gm ZZ4 Crate V8 engine with a 700R4 Stall Converter Automatic transmission.

$120,000

2189-CHI

616 Views

Chicago

1965 Chevrolet Corvette

Convertible

This Rally Red, with Black interior, 1965 C2 Corvette is powered by a 350 CID V8 engine with a 4-Speed Manual transmission.

$109,000

2214-CHI

225 Views

Chicago

1941 Willys Coupe

This vehicle is powered by a Sm Blk (GM) With Weiand Blower V8 engine with an Automatic transmission.

$99,000

2283-CHI

161 Views

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2013 Chevrolet Corvette

Convertible Custom

This Black, with Black interior, 2013 C6 Corvette is powered by a 6.2L V8 engine with a 6-Speed Automatic transmission.

$79,000

2165-CHI

867 Views

Chicago

1969 AMC Rambler

This vehicle is powered by a 390 V8 engine with a 4-Speed Manual transmission.

$72,000

2292-CHI

140 Views

1969 AMC Rambler (2292-CHI)

Step into the realm of pure American muscle with this stunning 1969 AMC SC/Rambler. Dressed in a bold red, white, and blue exterior, this iconic vehicle delivers a powerful statement on the road. With a charcoal grey interior punctuated by a robust vinyl finish, it promises a unique blend of comfort and style. Under the hood, you'll be impressed by the powerful 390 V8 engine that delivers a robust performance every single time. This vintage powerhouse is geared up with a 4-speed manual transmission that offers complete control, ensuring a thrilling driving experience for true car enthusiasts. The 1969 AMC SC/Rambler comes equipped with bias-ply tires that are designed to handle the power and performance of this classic vehicle. The power brakes offer enhanced safety and...

Chicago

1965 Factory Five Cobra

This vehicle is powered by a 306 Small Block Ford V8 engine with a 5-Speed Manual transmission.

$67,000

2199-CHI

542 Views

Chicago

1934 Ford 3 Window

This vehicle is powered by a 350 Chevy V8 engine with a Jeg 700 R 4 Automatic transmission.

$62,000

2240-CHI

476 Views

Chicago

2010 Chevrolet Camaro

SS

This Black/Custom Flames , with Black interior, 2010 5th Gen Camaro is powered by a Procharged LS3 V8 engine with a 6-Speed Manual transmission.

$60,000

2205-CHI

297 Views

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Chicago

1965 Chevrolet Chevelle

Malibu SS

This Metallic Red, with Tan and Gold interior, 1965 1st Gen Chevelle is powered by a 502 CID Crate V8 engine with a 4-Speed Manual transmission.

$60,000

2234-CHI

619 Views

Chicago

1960 Chevrolet Brookwood

Station Wagon

This vehicle is powered by a 6.2 L LSA V8 engine with a Tremec Supermag 6-Speed Manual transmission.

$59,000

2269-CHI

263 Views

Chicago

2011 Mercedes-Benz SL 63 AMG

This vehicle is powered by a 6.2 L V8 engine with an Automatic transmission.

$59,000

2299-CHI

85 Views

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1963 Chevrolet C10

This Red, with Black And Red interior, 1963 1st Gen C10 is powered by a 350 V8 engine with a 3-Speed Automatic transmission.

$58,000

2248-CHI

174 Views

Chicago

1967 Chevrolet Nova

This Red/Blue Flames, with Blue/Red interior, 1967 2nd Gen Nova is powered by a 383 STROKER/ Dual Quads V8 engine with a 700 R4 Automatic transmission.

$57,000

2293-CHI

138 Views

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Chicago

1967 Dodge Coronet

This Spinaker White/With A Touch Of Blue Pearl, with Black/Blue interior, 1967 5th Gen Coronet is powered by a 440 V8 engine with a 3-Speed 727 Tourque Flight Automatic transmission.

$55,000

2243-CHI

264 Views

Chicago

1965 Ford Thunderbird

convertible

This Patrician Green, with Teal interior, 1965 4th Gen Thunderbird is powered by a 390 V8 engine with an Automatic transmission.

$53,000

2264-CHI

230 Views

1965 Ford Thunderbird (2264-CHI)

Introducing a classic blend of American power and luxury - the 1965 Ford Thunderbird convertible. This iconic machine is finished in a sophisticated Patrician Green exterior that beautifully complements the Teal vinyl interior, making it an eye-catching expression of timeless elegance. Under the hood, the Thunderbird houses an impressive 390 cubic inch V8 engine mated to a smooth automatic transmission, delivering both exhilarating performance and reliable cruising. This car isn't just about power, though, it is also set up for comfort and convenience with a host of features. The Thunderbird's air conditioning system ensures a pleasant and comfortable ride, no matter the weather conditions. The AM/FM radio brings entertainment to your journeys, whether you're out for a Sunday drive or cruising down the highway. For those...

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