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Classic Cars For Sale In Chicago

97 Vehicles For Sale

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Please contact us at (866) 383-1416 to make an appointment if you are interested in buying or selling a vehicle.

#1818-CHI

$25,000

CHICAGO - INVENTORY

Spectacular classic! Our Turquoise 1926 Buick Roadster For Sale complete with In Line 4 Cyl and 5 Speed Manual can be yours today for $25,000 ~ Read More...

4,684 VIEWS

1 FOLLOWERS

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CATEGORIES: Roadster

CHICAGO - INVENTORY

Fabulous Blue 1931 Chevrolet Independence Coupe For Sale boasts a 194cu in inline 6 engine with 3 speed manual transmission ~ Listed at $22,000 is a real head turner ~ Read More...

1,081 VIEWS

0 FOLLOWERS

CHICAGO - CALL FOR AVAILABILITY

Surprising classic! Our Red 1931 Ford Phaeton Replica Convertible For Sale complete with 4 Cylinder and 3 Speed Manual can be yours today for $15,000 ~ Read More...

12,456 VIEWS

8 FOLLOWERS

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CATEGORIES: Convertible

#1796-CHI

$18,500

CHICAGO - SOLD

Dazzling Blue 1931 Ford Model A For Sale ~ Listed at $18,500, this 3 speed manual transmission is the perfect complement to it’s In Line 4 engine ~ Read More...

1,085 VIEWS

1 FOLLOWERS

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#1576-CHI

$39,000

CHICAGO - INVENTORY

Astounding 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...

5,022 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

Surprising Burnt Orange 1940 Chevrolet Master Deluxe Restomod For Sale ~ Buy for $39,000, this 4 Speed Automatic transmission is the perfect complement to it’s 5.3l LS V8 engine ~ Read More...

4,431 VIEWS

1 FOLLOWERS

CATEGORIES: Restomod

CHICAGO - INVENTORY

Marvelous classic! Our Fuchsia 1949 Lincoln Cosmopolitan Restomod For Sale complete with 350 CID V8 and 3 Speed Auto can be yours today for $37,000 ~ Read More...

9,464 VIEWS

8 FOLLOWERS

CATEGORIES: Restomod

#1585-CHI

$8,000

CHICAGO - INVENTORY

See for yourself! This sleek Red 1949 Cushman Scooter For Sale is equipped with a 50 CC and a 2 Speed Automatic and is ready to hit the road for just $8,000 ~ Read More...

6,808 VIEWS

2 FOLLOWERS

CATEGORIES: Motorcycle

#1845-CHI

$15,000

CHICAGO - INVENTORY

Splendid Yellow 1950 Ford Custom For Sale ~ Priced at $15,000, this 3 speed automatic transmission is the perfect complement to it’s Flat Head V8 engine ~ Read More...

1,351 VIEWS

3 FOLLOWERS

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CHICAGO - INVENTORY

Astounding classic! Our Blue 1952 Chevrolet Deluxe Wagon For Sale complete with V8 350 CUIN and 3 Speed Auto can be yours today for $36,000 ~ Read More...

2,220 VIEWS

3 FOLLOWERS

CATEGORIES: Wagon

#1790-CHI

$19,000

CHICAGO - INVENTORY

Fantastic Blue 1955 Ford Customline For Sale ~ Priced at $19,000, this 2 Speed Auto transmission is the perfect complement to it’s 272 Cu In V8 Y-Bock engine ~ Read More...

3,425 VIEWS

3 FOLLOWERS

#1771R-CHI

$45,000

CHICAGO - CALL FOR AVAILABILITY

See for yourself! This sleek Red / Cream White 1955 Chevrolet Bel Air For Sale is equipped with a 265 CID V8 and a 2 Speed Auto and is ready to hit the road for just $45,000 ~ Read More...

2,711 VIEWS

2 FOLLOWERS

CHICAGO - CALL FOR AVAILABILITY

See for yourself! This sleek White and Red 1955 Ford Fairlane Victoria Fordomatic For Sale is equipped with a 272 CID V8 and a 3 Speed Automatic and is ready to hit the road for just $32,000 ~ Read More...

7,654 VIEWS

4 FOLLOWERS

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#1832-CHI

$32,000

CHICAGO - SOLD

Astounding Blue 1955 Chevrolet 3100 For Sale classic boasts a 3 speed automatic and 350 Cu in V8 ~ This head-turner is available today for only $32,000 ~ Read More...

2,111 VIEWS

1 FOLLOWERS

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CATEGORIES: Truck

#1782-CHI

$50,000

CHICAGO - INVENTORY

Daring Black Cherry Metallic 1957 Chevrolet Bel Air For Sale boasts a 350 CID V8 engine with 3 Speed Automatic transmission ~ Listed at $50,000 is a real head turner ~ Read More...

1,933 VIEWS

7 FOLLOWERS

#1835-CHI

$49,000

CHICAGO - INVENTORY

Stylish and classy, our White 1957 Chevrolet 210 For Sale boasts a 283 Cu In V8 engine with 4 speed manual transmission ~ Listed at $49,000 is a real head turner ~ Read More...

1,175 VIEWS

3 FOLLOWERS

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#1804-CHI

$81,000

CHICAGO - INVENTORY

Fantastic Red 1961 Chevrolet Corvette For Sale has a solid 283 Cu IN V8 under the hood and a 4 Speed Manual transmission ~ Read More...

2,780 VIEWS

0 FOLLOWERS

CATEGORIES: Sports Car

CHICAGO - INVENTORY

Thrilling classic! Our Yellow and Black 1961 Volkswagen Dune Buggy Convertible For Sale complete with 1600 cc Flat 4 and 4 Speed Manual can be yours today for $19,000 ~ Read More...

7,019 VIEWS

2 FOLLOWERS

CATEGORIES: Convertible

#1735-CHI

$76,000

CHICAGO - INVENTORY

See for yourself! This sleek Red 1962 Chevrolet Corvette For Sale is equipped with a 327 small block V8 and a 4 Speed and is ready to hit the road for just $76,000 ~ Read More...

10,423 VIEWS

7 FOLLOWERS

CHICAGO - CALL FOR AVAILABILITY

Fascinating Black 1962 Pontiac Catalina Bubble Top For Sale has a solid 389 CID V-8 under the hood and a 4 Speed Manual transmission ~ Read More...

7,945 VIEWS

3 FOLLOWERS

CHICAGO - INVENTORY

Spectacular classic! Our Red 1963 Chevrolet C10 Pickup Truck For Sale complete with 350 CU IV8 and 3 Speed Auto can be yours today for $43,000 ~ Read More...

1,985 VIEWS

1 FOLLOWERS

QUICK VIEW

CATEGORIES: Truck

#1761-CHI

$25,000

CHICAGO - INVENTORY

Wonderful Off White 1963 Pontiac Grand Prix For Sale has a solid 389 CI V8 under the hood and a 3 Speed Automatic transmission ~ Read More...

4,791 VIEWS

1 FOLLOWERS

#1758-CHI

$32,000

CHICAGO - SOLD

A collector’s dream, this Wimbleton White Pearl 1963 Ford Galaxie For Sale with a heart pounding 427 CID V8 is complete with a 3 Speed Automatic for $32,000 ~ Read More...

6,753 VIEWS

4 FOLLOWERS

CHICAGO - INVENTORY

Sensational Yellow 1964 Chevrolet Corvette Convertible For Sale has a solid 327 CID V8 under the hood and a 4 Speed Manual transmission ~ Read More...

8,278 VIEWS

8 FOLLOWERS

CATEGORIES: ConvertibleSports Car

#1795-CHI

$32,000

CHICAGO - INVENTORY

Fabulous Red 1964 Chevrolet Malibu For Sale classic boasts a 4 Speed Manual and 327 CID V8 ~ This head-turner is available today for only $32,000 ~ Read More...

3,926 VIEWS

3 FOLLOWERS

#1843-CHI

$15,000

CHICAGO - INVENTORY

Built for the road, our Blue 1964 Ford Thunderbird For Sale classic boasts a 3 speed automatic and 390 CU In V8 ~ This head-turner is available today for only $15,000 ~ Read More...

4,231 VIEWS

2 FOLLOWERS

#1826-CHI

$28,000

CHICAGO - INVENTORY

Dramatic classic! Our Dark Red 1965 Oldsmobile Starfire For Sale complete with V8 425 CID and 3 Speed Auto can be yours today for $28,000 ~ Read More...

2,033 VIEWS

0 FOLLOWERS

#1805-CHI

$24,500

CHICAGO - SOLD

See for yourself! This sleek Black 1965 Ford Mustang For Sale is equipped with a 351 W V8 and a 3 Speed Auto and is ready to hit the road for just $24,500 ~ Read More...

8,743 VIEWS

7 FOLLOWERS

CATEGORIES: Sports Car

CHICAGO - INVENTORY

Wonderful White 1966 Buick Riviera 425 CI V8 Wildcat For Sale has a solid 425 CID V8 under the hood and a 3 Speed Automatic transmission ~ Read More...

11,043 VIEWS

10 FOLLOWERS

QUICK VIEW

#1811-CHI

$18,500

CHICAGO - SOLD

Stylish and classy, our Wimbledon White 1966 Ford Mustang For Sale has a solid 302 CID V8 under the hood and a AOD 4 Speed automatic overdrive transmission ~ Read More...

9,838 VIEWS

3 FOLLOWERS

CATEGORIES: Sports Car

Turning the key and feeling the engine roar to life is what motivates classic car buyers all over the world. At Gateway Classic Cars of Chicago we have 97 amazing vehicles which are sure to take your breath away. Whether it’s a hot rod or maybe something from the roaring 20’s, Gateway Classic Cars has the classic or exotic car for you. Contact one of our inventory specialists today! Financing available for all qualified buyers.

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

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Gateway Classic Cars
1237 Central Park Dr. O'Fallon, IL. 62269 | 618.271.3000 | 800.231.3616

3,027 Classic and Exotics For Sale Today

Our vehicles were viewed 9,124,669 times in Dec 2020