Classic Cars For Sale In Chicago

127 Vehicles For Purchase

127 Vehicles For Purchase

CHICAGO - INVENTORY

Dramatic 1931 Ford Phaeton Replica Convertible For Sale classic boasts a 3 Speed Manual and 4 Cylinder ~ This head-turner is available today for only $15,000 ~ Call Us Today! Read More...

5,363 VIEWS

4 FOLLOWERS

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CHICAGO - INVENTORY

A collector’s dream, this 1932 Chevrolet Sedan 2 Door Restomod For Sale with a heart pounding 355 CID V8 is complete with a 4 Speed Auto for $33,500 ~ Call Us Today! Read More...

1,741 VIEWS

1 FOLLOWERS

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#1576-CHI

$45,000

CHICAGO - INVENTORY

Built for the road, our Green 1936 Ford Sedan For Sale has a solid 350 CID V8 under the hood and a 3 Speed Automatic transmission ~ Call Us Today! Read More...

1,711 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

See for yourself! This sleek 1939 Ford Deluxe Vintage Air For Sale is equipped with a 350 CID V8 and a Automatic and is ready to hit the road for just $57,500 ~ Call Us Today! Read More...

2,930 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

A collector’s dream, this 1940 Chevrolet Master Deluxe Restomod For Sale with a heart pounding 5.3l LS V8 is complete with a 4 Speed Automatic for $45,000 ~ Call Us Today! Read More...

406 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

See for yourself! This sleek 1941 Crosley Station Wagon For Sale is equipped with a 4-cyl OHC and a 3 Speed Auto and is ready to hit the road for just $14,000 ~ Call Us Today! Read More...

2,280 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

Eye-catching classic! Our 1949 Lincoln Cosmopolitan Restomod For Sale complete with 350 CID V8 and 3 Speed Auto can be yours today for $46,500 ~ Call Us Today! Read More...

1,808 VIEWS

3 FOLLOWERS

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#1585-CHI

$8,000

CHICAGO - INVENTORY

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

2,238 VIEWS

0 FOLLOWERS

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CHICAGO - INVENTORY

Thrilling classic! Our 1951 Ford F1 Restored Pickup Truck For Sale complete with 239 Flathead V8 and 3 Speed Manual can be yours today for $29,500 ~ Call Us Today! Read More...

1,021 VIEWS

2 FOLLOWERS

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#1470-CHI

$19,500

CHICAGO - INVENTORY

Dazzling Black 1952 MG TD Convertible For Sale has a solid Inline 4 under the hood and a 4 Speed Manual transmission ~ Call Us Today! Read More...

3,646 VIEWS

2 FOLLOWERS

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#1703-CHI

$8,000

CHICAGO - SOLD

See for yourself! This sleek 1954 Ford Anglia For Sale is equipped with a 327 CI V8 and a TH350 and is ready to hit the road for just $8,000 ~ Call Us Today! Read More...

2,509 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

Wonderful 1955 Ford Fairlane Victoria Fordomatic For Sale classic boasts a 3 Speed Automatic and 272 CID V8 ~ This head-turner is available today for only $32,000 ~ Call Us Today! Read More...

2,846 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

A collector’s dream, this 1956 Ford Customline Restomod For Sale with a heart pounding 302 CID V8 is complete with a C6 Automatic for $77,500 ~ Call Us Today! Read More...

4,460 VIEWS

3 FOLLOWERS

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CHICAGO - INVENTORY

Wonderful Black 1956 Ford Customline Restomod For Sale ~ Purchase for $24,500, this 3 Speed Automatic transmission is the perfect complement to it’s 292 V8 engine ~ Call Us Today! Read More...

2,514 VIEWS

5 FOLLOWERS

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CHICAGO - INVENTORY

Shocking 1957 Chevrolet Bel Air Convertible For Sale classic boasts a 3 Speed Manual and 283 CID V8 ~ This head-turner is available today for only $83,000 ~ Call Us Today! Read More...

3,550 VIEWS

6 FOLLOWERS

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CHICAGO - INVENTORY

Check out this gorgeous 1957 Chevrolet Bel Air Convertible For Sale classic boasts a 2 Speed Automatic and 283 V8 ~ This head-turner is available today for only $64,500 ~ Call Us Today! Read More...

1,862 VIEWS

4 FOLLOWERS

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#1672-CHI

$29,500

CHICAGO - INVENTORY

See for yourself! This sleek 1957 Oldsmobile Super 88 For Sale is equipped with a 371 Cid V8 and a 3 Speed Auto and is ready to hit the road for just $29,500 ~ Call Us Today! Read More...

1,645 VIEWS

1 FOLLOWERS

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CHICAGO - SOLD

Splendid classic! Our 1957 Ford Thunderbird Convertible For Sale complete with 312 CID V8 and Automatic can be yours today for $31,000 ~ Call Us Today! Read More...

8,998 VIEWS

6 FOLLOWERS

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CHICAGO - INVENTORY

Breathtaking White 1961 Ford Thunderbird Hardtop For Sale has a solid 390 CID V8 under the hood and a 3 Speed Auto transmission ~ Call Us Today! Read More...

2,286 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

Remarkable classic! Our 1962 Pontiac Catalina Bubble Top Mickey Thompson Big Block For Sale complete with 389 CID V-8 and 4 Speed Manual can be yours today for $87,000 ~ Call Us Today! Read More...

2,933 VIEWS

2 FOLLOWERS

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#1735-CHI

$77,500

CHICAGO - INVENTORY

Magnificent Red 1962 Chevrolet Corvette For Sale ~ Purchase for $77,500, this 4 Speed transmission is the perfect complement to it’s 327 small block V8 engine ~ Call Us Today! Read More...

2,539 VIEWS

3 FOLLOWERS

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CHICAGO - INVENTORY

Grand 1963 Chevrolet Nova II Dart Block Race For Sale classic boasts a TH400 Auto and 350 CID V8 Dart Block ~ This head-turner is available today for only $25,000 ~ Call Us Today! Read More...

2,184 VIEWS

0 FOLLOWERS

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#1488-CHI

$23,000

CHICAGO - INVENTORY

Wonderful White 1963 Buick Riviera For Sale has a solid 401 CID V8 Nailhead under the hood and a 3 Speed Automatic transmission ~ Call Us Today! Read More...

10,655 VIEWS

9 FOLLOWERS

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#1691-CHI

$21,000

CHICAGO - INVENTORY

Marvelous Champagne 1963 Ford Galaxie For Sale boasts a 302 CID engine ~ Listed at $21,000 is a real head turner ~ Call Us Today! Read More...

3,855 VIEWS

6 FOLLOWERS

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CHICAGO - INVENTORY

Dazzling classic! Our 1964 Pontiac GTO V-8 Big Block For Sale complete with V-8 and 4 Speed Manual can be yours today for $51,500 ~ Call Us Today! Read More...

2,820 VIEWS

1 FOLLOWERS

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Sell My Classic/Exotic Car

CHICAGO - INVENTORY

Spectacular Red 1964 Chevrolet Malibu Convertible For Sale boasts a 327 CI V8 engine ~ Listed at $33,500 is a real head turner ~ Call Us Today! Read More...

1,138 VIEWS

4 FOLLOWERS

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CHICAGO - INVENTORY

Astounding classic! Our 1964 Chevrolet Corvair monza convertible For Sale complete with 110 Flat 6 and 4 Speed Manual can be yours today for $14,000 ~ Call Us Today! Read More...

2,234 VIEWS

3 FOLLOWERS

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CHICAGO - INVENTORY

Awesome 1965 Shelby Cobra Factory-Five Racing For Sale classic boasts a 5 Speed Manual and 302 CID V8 ~ This head-turner is available today for only $49,000 ~ Call Us Today! Read More...

2,488 VIEWS

4 FOLLOWERS

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CHICAGO - INVENTORY

Prodigious Yellow 1965 Ford Mustang 1964.5 Convertible For Sale boasts a 289 CI V8 engine ~ Listed at $32,000 is a real head turner ~ Call Us Today! Read More...

1,602 VIEWS

4 FOLLOWERS

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#1666-CHI

$29,000

CHICAGO - INVENTORY

Dazzling Black 1965 Chevrolet Chevelle For Sale has a solid 350 CID V8 under the hood and a 3 Speed Automatic transmission ~ Call Us Today! Read More...

944 VIEWS

2 FOLLOWERS

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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 127 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

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

3,563 Classic and Exotics For Sale Today

Our vehicles were viewed 3,249,902 times in Jan 2020