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Classic Cars For Sale In Chicago Page 3

99 Classics To Choose From

Chicago

Powered by a 4.5 V-8 V8 engine with a 4-Speed Automatic transmission. White exterior. Tan interior.

I can't boast about this one enough. It certainly shares Cadillacs eight generations of elegance. The exterior is Cadillac's elegant white with a half vinyl roof the interior boasts very nice... See More

Chicago

1991 Alfa Romeo Spider

Veloce Convertible

Powered by a I4 engine with an Automatic transmission. White exterior. Tan interior.

Talk about fun to drive, this roadster is the bomb. This peppy little sports car will get lots of attention. Its powered by Alfa's legendary fuel injected in-line 4 Cylinder and... See More

Chicago

Powered by a 5.0L V8 engine with an Automatic transmission. Red exterior. Gray interior.

1992 was the last year of the 3rd generation of F-body cars, like the Firebird and Camaro. Under the hood is a 5. 0l TPI fuel injected V8 and a 700R4... See More

Chicago

Powered by a 383 V8 engine with an Automatic transmission. Blue with Ghost Flames exterior. Gray interior.

This Camaro has undergone a thorough build, transforming it from an already potent sports car, to a triple threat: street cruiser, drag strip monster, and car show beauty queen. Under the... See More

Chicago

Powered by a 4.0 I6 engine with an Automatic transmission. White exterior. Tan interior.

The styling was allowed to mature, and the European-style headlights were finally added to give them a truly distinctive look. The long hood and the low-slung body were subtle hints at... See More

Chicago

Powered by a 5.7L LT1 V8 engine with a 4-Speed Automatic transmission. Medium Garnet Red Metallic exterior. Tan interior.

The Fleetwood is packing a healthy 5. 7L LT1 V8 and 4-speed automatic overdrive transmission with just a hair over 41k miles, as confirmed by a CarFax. The Medium Garnet Red... See More

Chicago

Powered by a 3.9 V8 engine with a 4-Speed Automatic transmission. White exterior. Tan interior.

This clean example is powered by the 4. 0l V8 and 4-speed automatic overdrive transmission. The vehicle was ordered new at Land Rover Hinsdale, and has been with the same owner... See More

Chicago

1995 Ford Mustang

GT Convertible

Powered by a 5.0 Liter High Output V8 engine with a 5-Speed Manual transmission. Green exterior. Tan and Black interior.

Under the hood is a peppy 5. 0l pushrod Ford V8 engine paired to a 5-speed manual transmission. Power is sent to an 8. 8' rear axle carrying 3. 35 gears... See More

Chicago

Powered by a I6 engine with an Automatic transmission. Black exterior. Black interior.

The pride of ownership really shows through with this Benz. Its stunning exterior is gleaming black with the interior of black leather with heated seats make driving this Benz a real... See More

Chicago

Powered by a 5.7L LT1 V8 engine with a 4-Speed Overdrive Automatic transmission. Black exterior. Gray interior.

The 94-96 Impala SS was a sort of 'last hurrah' for the B-body full size body on frame chassis. It featured a lowered ride height, slightly stiffer suspension, and the torque... See More

New Arrival

Powered by a LT-4 V8 engine with a 6-Speed Manuel Manual transmission. Maroon exterior. Black interior.

The last year of the legendary C-4 line up, to say they saved the greatest for last would be the understatement of the year. What makes this extra special is the... See More

Chicago

1996 Chevrolet Corvette

Collector Edition Convertible

Powered by a LT4 5.7L 330HP V8 engine with a 6-Speed Manual transmission. Sebring Silver exterior. Light Gray interior.

Many later C4s are powered by the potent LT1 V8, though this silver Chevy is packing the more powerful, and less common, LT4 displacing 5. 7l and making a very respectable... See More

Chicago

Powered by a L31 5.7L V8 engine with a 700R4 4-Speed Automatic transmission. Black exterior. Burgundy interior.

Under the hood is a torque 5. 7L V8 paired to a 4-speed automatic overdrive transmission. This sporty 4x4 utility vehicle has been babied since day 1, and it shows. The... See More

Chicago

Powered by a 5.7L LT1 V8 engine with a 4-Speed Overdrive Automatic transmission. Red exterior. Black interior.

'96 was the last year of the C4 Corvette, and has proven itself to be a staple in the history of the Corvette. Powered by a healthy 5. 7L LT1 engine... See More

Chicago

Powered by a 5.7 V8 engine with an Automatic transmission. Tan exterior. Tan interior.

Under the hood is a 5. 7l V8 engine and 4-speed automatic overdrive transmission. This full-size 2wd pickup is the extended cab configuration, giving plenty of space for adjusting the drivers... See More

Chicago

1998 Pontiac Firebird

Formula 400

Powered by a 346 Cubic Inch Modified LS1 V8 engine with a LEVEL-4 4L60E Automatic transmission. Black exterior. Gray interior.

In 1998 Pontiac only produced 1,900 Formula without the WS6 package, making this one rare bird! A clean Carfax shows no accidents, and only 2 owners. The original owner has put... See More

Chicago

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 axle.... See More

Chicago

1999 Chevrolet Monte Carlo

Z34 Jeff Gordon Pepsi Star Wars

Powered by a 3800 V6 engine with an Automatic transmission. Blue exterior. Black interior.

This IS the droid you are looking for! A long time ago, in a galaxy far far away, Pepsi partnered with Meijer and Jeff Gordon to build this street going version... See More

Chicago

1999 Ford F350

Super Duty Truck

Powered by a 6.8L V10 engine with an Automatic transmission. Burgundy exterior. Gray interior.

Having been around since 1948, the F-series trucks from Ford have a lot of history. '99 marked a fairly significant change, as the 'Super Duty' line of trucks was introduced. This... See More

Chicago

Powered by a 6.0L V8 engine with a 4-Speed Overdrive Automatic transmission. Yellow exterior. Wheat interior.

This large and in charge yellow monster is actually a pleasure to drive, but it screams get out of my way. It was produced at the AM General Plant under contract... See More

Chicago

2006 Dodge Ram

SRT-10 Night Runner

Powered by a 8.3L V10 engine with a 6-Speed Manual transmission. Black exterior. Gray/Black interior.

This regular-cab rocket is rated at 500 horsepower from the factory, and this example has had some slick upgrades fitted to increase power even further! a BBK throttle body was fitted... See More

Chicago

2007 Ford Mustang

Shelby GT

Powered by a 4.6 L V 8 V8 engine with a 5-Speed Manual transmission. Black exterior. Black interior.

The 2007 Ford Mustang Shelby GT. In 2007 Ford shipped this car from the Flat Rock Michigan assembly plant to the Shelby facility in Las Vegas for the special Shelby treatment.... See More

Chicago

Powered by a Supercharged V8 engine with a 5-Speed Automatic transmission. Black exterior. Black interior.

With a starting MSRP of almost $81k when new, this Jaguar boasts a 4. 2l supercharged V8 making 400 horsepower sent through a 6-speed manual transmission to the rear wheels. A... See More

Chicago

Powered by a L-6 engine with an Automatic transmission. Midnight Blue Metallic exterior. Sand Beige interior.

the Cayman came from the factory with a 3. 4l flat-six engine. Unfortunately, there was a failure internally around 40,000 miles, and the engine was needing to be rebuilt. Rather than... See More

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Powered by a 355 CID V8 engine with a 4-Speed Automatic transmission. Turquoise and Ivory exterior. Turquoise interior.

A classy Turquoise over Ivory paint scheme gives these beautiful body lines a timeless look. Under the hood, a 355 cubic inch V8 paired to a TH-200-R4 4-speed automatic overdrive transmission... See More

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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 we... See More

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Powered by a 5.7 Tuned Port V8 engine with a 4-Speed Manual transmission. Smoke Silver exterior. Blue interior.

A slick coat of Smoke Silver paint is laid out over this 4th generation of the Corvette nameplate. Under the hood of this Corvette is a healthy 350 cubic inch V8... See More

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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 run... See More

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1995 Pontiac Trans Am

Convertible

Powered by a LT1 V8 engine with a 4L60E Automatic transmission. Arctic White exterior. Dark Maple Red Leather interior.

Finished in Arctic White over Dark Maple Red Leather luxury leather seats, this rare color combination was produced less than 199 times in 1995! Power is made by a 5. 7l... See More

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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 makes... See More

Classic Cars For Sale In Chicago

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Rel. November 18, 2022