Featured Classic Cars For Sale In Chicago

10 Classics To Choose From

Chicago

Featured Classic powered by a 235 I6 engine with a Power Glide Automatic transmission. Red/White exterior. Red/White interior.

This Red and White beauty is powered by a Corvette Engine! That's right! The smooth-running 235 cubic inch Blue Flame inline-6 cylinder engine is paired to a 2-speed Powerglide automatic... See More

Chicago

Featured Classic powered by a 292 CID V8 engine with an Automatic transmission. Red exterior. Red White interior.

An icon for everything from a sports car to a luxury coupe, and even as a forced-fed, muscle-bound stoplight warrior and NASCAR champion in the 80's and '90s. Most consider... See More

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Featured Classic powered by a 350 V8 engine with a 4-Speed Manual transmission. Blue exterior. Cream interior.

Powering this blue beauty is an L48 350 cubic inch V8 engine and 4-speed manual transmission. The odometer reads just over 14,650, and it is believed to be actual, though... See More

Chicago

Featured Classic powered by a 305 V8 engine with a Manual transmission. Red exterior. Black interior.

Under the hood is a carbureted 305 cubic inch V8 mated to a 5-speed manual transmission. This Camaro hasn't even driven 3,500 miles since new! A few changes have been... See More

Chicago

Featured Classic powered by a 3.8L V8 engine with an Automatic transmission. Champagne Metallic exterior. Sienna interior.

This Mercedes is still wearing its original Champagne Metallic over Sienna interior. The odometer shows just a touch over 72,000 miles, and a clean CarFax shows this to be accurate... See More

Chicago

Featured Classic powered by a 383 Stroker V8 engine with an Automatic transmission. Black exterior. Red interior.

Originally a Florida car, the second owner purchased the vehicle in 1989 and has owned the vehicle since. Under the hood where a 350 cubic inch V8 would normally sit... See More

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Featured Classic powered by a V8 engine with a Manual transmission. Red exterior. Red interior.

Under the hood is a potent aluminum-headed 5. 7L LT-1 V8 and 6-speed manual transmission. '93 was the 40th anniversary of the Corvette nameplate, and to commemorate the occasion a... See More

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Featured Classic powered by a 5.7L V8 engine with a 4-Speed Overdrive Automatic transmission. Light Driftwood Metallic exterior. Tan interior.

This beautiful vehicle was special-ordered by its original owner from Ray Buick in Chicago during December of 1995. The 1996 Roadmaster was the last full-sized station Wagon built by General... See More

Chicago

Featured Classic powered by a LS1 346 Cubic Inch V8 engine with a 4-Speed Automatic with Electric Overdrive transmission. White exterior. Tan interior.

Under the hood of this clean Firebird is the now legendary LS1 346 cubic inch V8 and 4L60E 4-speed automatic overdrive transmission pushing power back to a 10-bolt solid rear... See More

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Featured Classic powered by a V8 engine with an Automatic transmission. Red exterior. Tan interior.

A few things make this Corvette as special as it is, one of them being the fact that it is a CarFax verified 1-owner car with no accidents. What really... See More

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