Convertible For Sale In Chicago

25 Classics Listed - We Have Sold 6052

Chicago

Convertible powered by a Inline 8 CYL. engine with a 3-Speed Manual//W Overdrive Manual transmission. Matador Maroon exterior. Beige interior.

A true American Luxury Car, This Elegant cruiser boasts the 327 in line 8 cyl and 3 speed with overdrive transmission. For its first new postwar models of 1948's the... See More

Chicago

Convertible 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

Chicago

1965 Ford Mustang

Convertible

Convertible powered by a V8 engine with an Automatic transmission. Rangoon Red exterior. Black interior.

This one Boasts a peppy V-8 mated to an automatic transmission that really makes this a fun car to drive. Its done up in the Classic Ford Ragoon Red with... See More

Chicago

1967 Pontiac Firebird

Convertible

Convertible powered by a 400 Cu V8 engine with a 5-Speed Manual transmission. Red exterior. Red interior.

Under the hood is a Pontiac 400 V8 engine, with a Holley sniper electronic fuel injection, paired to a Tremec TKO 5-speed manual transmission. It has the classic old school... See More

Chicago

Convertible powered by a 327 engine with a Powerglide transmission. Blue exterior. Black interior.

This clean Camaro recently saw a frame-on restoration including new floor sections, fresh paint, a rebuilt 2-speed automatic transmission, and a period correct 327cubic inch V8 bored. 060' over. The... See More

Chicago

1969 Ford Cobra

Replica

Convertible powered by a 351 Cubic Inch V8 engine with a 5-Speed Manual transmission. Blue/ White exterior. Black interior.

The body, made by Classic Roadsters, has been finished in a beautiful Blue Pearl Metallic with white stripes. A black vinyl interior complements it well for a very modern take... See More

New Arrival Today

1976 Triumph Spitfire

1500 Convertible

Convertible powered by a 1.5L I4 engine with a 4-Speed Manual transmission. Mimosa Yellow exterior. Black interior.

Under the low-slung hood is a 1. 5l 4-cylinder engine spinning a 4-speed manual transmission and sending power to the rear wheels. This Triumph recently had the brakes overhauled including... See More

Chicago

Convertible powered by a V8 engine with an Automatic transmission. Grey exterior. Grey interior.

This dove gray Continental has a 460 cubic inch V8 paired to a 3-speed automatic transmission under the hood. More noticeably, the roof has been completely removed, making this Mark... See More

Chicago

Convertible powered by a 5549CC V8 engine with a 4-Speed Automatic transmission. Cabernet Red exterior. Palomino interior.

Under the hood of this luxury car is a 5549cc Fuel-injected V8 that sends power to the rear wheels via a four-speed automatic transmission. While the 560SL was never quite... See More

Chicago

Convertible powered by a 5.6L V8 engine with an Automatic transmission. Silver exterior. Tan interior.

The Mercedes is the top in personal luxury motoring. In the 1980's Mercedes was the car to see and be seen in. This car spent lots of time in California... See More

Chicago

1988 Chevrolet Camaro

RS Convertible

Convertible powered by a 350 CRATE V8 engine with an Automatic transmission. Orange and Black exterior. Gray and Black interior.

Under the hood sits a rebuilt drive train that has been upgraded to a 350 cubic inch GM Performance crate engine rated at 350HP and 380 ft. /lbs. of torque... See More

Chicago

1991 Alfa Romeo Spider

Veloce Convertible

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... See More

New Arrival Today

1992 Pontiac Firebird

Convertible

Convertible powered by a 5.0 V8 engine with a 4-Speed Automatic transmission. Red exterior. Black interior.

Under the hood is a 5. 0l TPI V8 with a 4-speed automatic overdrive transmission. Being an ASC Convertible for the '92 Model year Firebird is already uncommon, with just... See More

Chicago

Convertible 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... See More

Chicago

1995 Ford Mustang

GT Convertible

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... See More

Chicago

Convertible 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... See More

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1995 Pontiac Trans Am

Convertible

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.... See More

Chicago

Convertible 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

Chicago

1999 Porsche Boxster

Convertible

Convertible powered by a 2.5 Liter FLAT-6 engine with a 5-Speed Manual transmission. Silver exterior. Red interior.

A clean CarFax history shows this sporty Convertible as having no accidents and 3 previous owners. Powering this German go-kart is a 2. 5l flat-6 engine rated at 201 horsepower.... See More

Chicago

Convertible powered by a 246 CID LS1 V8 engine with a 4L60E Automatic transmission. Maple Red Metallic exterior. Tan interior.

What can we say about this one? Well for starters its exterior is the rare Maple Red Metallic which contrast very well with its tan interior. You can really tell... See More

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2003 Chevrolet Corvette

Convertible 50th Anniversary Edition

Convertible powered by a 5.7L V8 F OHV engine with a 4-Speed Automatic with Electric Overdrive transmission. 50th Anniversary Red exterior. Shale interior.

Coated in its own special color dubbed '50th Anniversary Red,' this drop-top Corvette looks absolutely breathtaking. Get this 'Vette out in the sun and see the Xirallic aluminum-oxide flakes pop... See More

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Convertible 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

SOLD - Let Us Sell Yours

Convertible powered by a I4 engine with a 3-Speed Manual transmission. Light Green Gray Black exterior. Brown interior.

The model A was the replacement of the very popular model T and was the first Ford to use a standard set of driver controls including a conventional clutch and... See More

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1966 Ford Mustang

Convertible

Convertible powered by a V8 engine with a 5-Speed Manual transmission. Turquoise exterior. Light Blue interior.

Though badged as a 289, a strong running 302 cubic inch V8 is tucked under the hood. Adding to the 'sleeper' status, the shift knob shows a 4-speed pattern, but... See More

SOLD - Let Us Sell Yours

1996 Chevrolet Corvette

Collector Edition Convertible

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... See More

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