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Classic Cars For Sale In Chicago

67 Vehicles For Sale

#1576-CHI

$39,000

CHICAGO - INVENTORY

Awesome Green 1936 Ford Sedan For Sale boasts a 350 CID V8 engine with 3 Speed Automatic transmission ~ Listed at $39,000 is a real head turner ~ Read More...

8,533 VIEWS

4 FOLLOWERS

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#1916-CHI

$26,000

CHICAGO - INVENTORY

Striking Turquoise/ Cream 1938 Plymouth Coupe For Sale ~ Listed for only $26,000, this TH400 3 Speed automatic transmission is the perfect complement to it’s 400 Cubic Inch V8 engine ~ Read More...

495 VIEWS

1 FOLLOWERS

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#1883-CHI

$28,000

CHICAGO - INVENTORY

Fantastic Magenta/ Silver 1948 Chevrolet Coupe For Sale ~ Buy for $28,000, this 3 speed automatic transmission is the perfect complement to it’s 350 CID V8 engine ~ Read More...

2,431 VIEWS

0 FOLLOWERS

#1585-CHI

$8,000

CHICAGO - INVENTORY

Fabulous Red 1949 Cushman Scooter For Sale classic boasts a 2 Speed Automatic and 50 CC ~ This head-turner is available today for only $8,000 ~ Read More...

10,158 VIEWS

2 FOLLOWERS

CHICAGO - INVENTORY

Marvelous Gray 1956 Buick Special Troy Trepanier Car For Sale ~ Purchase for $260,000, this 4 speed automatic overdrive transmission is the perfect complement to it’s 413 Nailhead engine ~ Read More...

12,693 VIEWS

3 FOLLOWERS

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#1909-CHI

$89,000

CHICAGO - INVENTORY

Prodigious classic! Our Turquoise & Ivory 1956 Chevrolet Bel Air For Sale complete with 355 CI V8 and 4 speed automatic can be yours today for $89,000 ~ Read More...

961 VIEWS

1 FOLLOWERS

CHICAGO - INVENTORY

Wonderful Yellow and Black 1961 Volkswagen Dune Buggy Convertible For Sale ~ Listed for $17,500, this 4 Speed Manual transmission is the perfect complement to it’s 1600 cc Flat 4 engine ~ Read More...

14,100 VIEWS

4 FOLLOWERS

#1735-CHI

$72,000

CHICAGO - INVENTORY

Fantastic Red 1962 Chevrolet Corvette For Sale classic boasts a 4 Speed manual and 327 small block V8 ~ This head-turner is available today for only $72,000 ~ Read More...

16,967 VIEWS

7 FOLLOWERS

#1905-CHI

$38,000

CHICAGO - INVENTORY

A collector’s dream, this Maroon 1963 Chevrolet C10 For Sale with a heart pounding 350 V8 Small Block is complete with a 3 speed automatic for $38,000 ~ Read More...

2,864 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

See for yourself! This sleek Red 1963 Chevrolet Nova II Convertible For Sale is equipped with a 350 cu in V8 and a 4 speed manual and is ready to hit the road for just $37,000 ~ Read More...

3,326 VIEWS

5 FOLLOWERS

#1900-CHI

$39,000

CHICAGO - INVENTORY

A collector’s dream, this Turquoise 1964 Chevrolet C10 For Sale with a heart pounding V-8 Small Block is complete with a 2 speed automatic for $39,000 ~ Read More...

1,343 VIEWS

2 FOLLOWERS

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#1889-CHI

$36,000

CHICAGO - INVENTORY

See for yourself! This sleek red 1964 Ford Thunderbird For Sale is equipped with a 390 cubic inch V8 and a automatic and is ready to hit the road for just $36,000 ~ Read More...

2,229 VIEWS

1 FOLLOWERS

#1911-CHI

$19,000

CHICAGO - INVENTORY

Magnificent Rangoon Red 1965 Ford Mustang For Sale ~ Listed for only $19,000, this 3 speed manual transmission is the perfect complement to it’s 200 CI Inline 6 engine ~ Read More...

2,647 VIEWS

2 FOLLOWERS

#1913-CHI

$65,000

CHICAGO - INVENTORY

A collector’s dream, this Royal Mist Metallic 1966 Chevrolet Chevelle For Sale with a heart pounding 454 CID V8 is complete with a 4 speed manual for $65,000 ~ Read More...

5,385 VIEWS

1 FOLLOWERS

#1901-CHI

$37,000

CHICAGO - INVENTORY

A collector’s dream, this Light Blue 1966 Chevrolet El Camino For Sale with a heart pounding 383 CID V8 is complete with a 700R4 4 Speed for $37,000 ~ Read More...

2,239 VIEWS

0 FOLLOWERS

#1899-CHI

$30,000

CHICAGO - INVENTORY

Surprising Inferno Red 1971 Chevrolet C10 For Sale classic boasts a 4 speed automatic w/ overdrive and 454 CID V8 ~ This head-turner is available today for only $30,000 ~ Read More...

2,892 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

Awesome classic! Our Metallic Blue 1973 Chevrolet Corvette Stingray For Sale complete with 454 CID V8 and 4 speed manual can be yours today for $32,000 ~ Read More...

1,920 VIEWS

2 FOLLOWERS

CHICAGO - INVENTORY

Wonderful Red 1974 Triumph TR6 Convertible For Sale classic boasts a 4 speed manual and 2.5 L Straight 6 ~ This head-turner is available today for only $20,000 ~ Read More...

3,383 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

A collector’s dream, this Silver 1976 Mercedes-Benz 450SL Convertible For Sale with a heart pounding 4.5L V8 is complete with a 3 speed automatic for $26,000 ~ Read More...

5,653 VIEWS

5 FOLLOWERS

#1906-CHI

$14,500

CHICAGO - INVENTORY

A collector’s dream, this Burgundy 1976 MG MGB For Sale with a heart pounding 4 cylinder is complete with a 4 speed manual for $14,500 ~ Read More...

1,218 VIEWS

1 FOLLOWERS

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#1587-CHI

$15,500

CHICAGO - INVENTORY

Wonderful Yellow 1979 Chevrolet Corvette For Sale ~ Purchase for $15,500, this 3 Speed Automatic transmission is the perfect complement to it’s 350 CID V8 engine ~ Read More...

10,384 VIEWS

8 FOLLOWERS

#1477-CHI

$9,000

CHICAGO - INVENTORY

A collector’s dream, this Orange 1979 MG MGB For Sale with a heart pounding Inline 4 Cylinder is complete with a 4 Speed Manual for $9,000 ~ Read More...

9,362 VIEWS

5 FOLLOWERS

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CHICAGO - INVENTORY

Stylish and classy, our classic! Our White 1980 Chevrolet Camaro Berlinetta For Sale complete with 305 cu in V8 and TH350 3 speed automatic can be yours today for $15,500 ~ Read More...

3,942 VIEWS

0 FOLLOWERS

#1840-CHI

$18,000

CHICAGO - INVENTORY

Awesome red 1985 Porsche 944 coupe For Sale boasts a 2.5L I4 F SOHC 8V engine with 5 speed manual transmission ~ Listed at $18,000 is a real head turner ~ Read More...

5,853 VIEWS

2 FOLLOWERS

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#1785-CHI

$9,000

CHICAGO - INVENTORY

See for yourself! This sleek White 1987 BMW 325 E For Sale is equipped with a 2.7L I6 F SOHC and a Automatic and is ready to hit the road for just $9,000 ~ Read More...

8,910 VIEWS

4 FOLLOWERS

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#1886-CHI

$20,500

CHICAGO - INVENTORY

Unbelievable Turquoise 1987 Chevrolet R10 For Sale ~ Listed for $20,500, this 4 speed automatic transmission is the perfect complement to it’s 5.0L V8 F OHV 16V engine ~ Read More...

2,108 VIEWS

0 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Grand Blue 1987 Pontiac Grand Prix LE For Sale classic boasts a 3 speed automatic and 5.0L V8 4BL ~ This head-turner is available today for only $14,500 ~ Read More...

7,172 VIEWS

2 FOLLOWERS

CHICAGO - INVENTORY

See for yourself! This sleek Guards Red 1988 Porsche 911 Carrera Convertible For Sale is equipped with a 3.2L H6 F and a 5 manual and is ready to hit the road for just $65,000 ~ Read More...

769 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

Breathtaking Gray 1989 Buick Reatta Vintage Touch Screen For Sale classic boasts a 4 Speed automatic With Electric OD and 3.8L V6 F OHV ~ This head-turner is available today for only $9,000 ~ Read More...

9,555 VIEWS

3 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Unbelievable Regatta Blue/ Gray 1989 Ford Mustang GT Convertible For Sale boasts a 5.0L V8 F OHV engine with 4 speed automatic transmission ~ Listed at $24,000 is a real head turner ~ Read More...

2,663 VIEWS

5 FOLLOWERS

Gateway Classic Cars of Chicago is proud to present some of the finest classic, exotic and vintage cars that have ever hit the road. Since 1999, we have been the premier classic car company in the US. We currently have 67 classics and exotics for sale today. Don’t take our word for it! Please check out what our amazing customers have to share about Gateway Classic Cars. From the iconic Ford Mustang to the awe inspiring Chevrolet Corvette and everything in between, we have the classic car for you. Financing is available for all qualified buyers. Contact one of our inventory specialists today!

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Our vehicles are published on several websites including ~ Autotrader Classics ~ Hemmings ~ ClassicCars ~ Carsforsale ~ AllCollectorCars ~ eBay ~ Facebook ~ YouTube

2,721 Classic and Exotics For Sale Today
Our vehicles were viewed 7,787,648 times in Jun 2021

Gateway Classic Cars
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