Classic Cars For Sale In Chicago

151 Vehicles In Showroom

151 Vehicles In Showroom

Our Chicago Showroom proudly offers these amazing classic cars. Whether you are looking for a roadster or a stylish convertible, we have the car that you are looking for. Please enjoy browsing through our current inventory of 151 classic and exotic cars. When you find the one you are looking for, we are here to answer any additional questions you may have. We can assist with classic car financing and vehicle shipping to anywhere in the world. Visited us before? Please check out our growing list of new arrivals. You may also sign up here to receive a weekly email about our inventory. Classic cars are a solid investment that will surely turn heads at every corner. Do you have a classic car that you are interested in selling? One of our consignment concierge specialists will answer any questions you may have.

CHICAGO - INVENTORY

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

4,172 VIEWS

4 FOLLOWERS

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CHICAGO - INVENTORY

Astonishing classic! Our 1932 Chevrolet Sedan 2 Door Restomod For Sale complete with 355 CID V8 and 4 Speed Auto can be yours today for $35,000 ~ Call Us Today! Read More...

853 VIEWS

1 FOLLOWERS

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#1445R-CHI

$81,500

CHICAGO - CALL FOR AVAILABILITY

Marvelous Black Pearl 1934 Ford 3 Window Coupe For Sale has a solid 350 CID V8 under the hood and a Automatic transmission ~ Call Us Today! Read More...

5,832 VIEWS

3 FOLLOWERS

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#1576-CHI

$51,500

CHICAGO - INVENTORY

Fantastic 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...

1,075 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

Fabulous Red 1939 Ford Deluxe Vintage Air For Sale has a solid 350 CID V8 under the hood and a Automatic transmission ~ Call Us Today! Read More...

2,551 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

Wonderful Black 1940 Ford Deluxe Flower Car For Sale boasts a Flathead V8 engine ~ Listed at $128,000 is a real head turner ~ Call Us Today! Read More...

7,682 VIEWS

0 FOLLOWERS

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CHICAGO - CALL FOR AVAILABILITY

Sensational Maroon 1940 Ford Deluxe Convertible For Sale ~ Listed at $67,500, this 3 Speed Manual transmission is the perfect complement to it’s 221 CID V8 engine ~ Call Us Today! Read More...

2,087 VIEWS

0 FOLLOWERS

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#1441R-CHI

$45,500

CHICAGO - CALL FOR AVAILABILITY

A collector’s dream, this 1940 Ford Coupe For Sale with a heart pounding Flathead V8 is complete with a 3 Speed Manual for $45,500 ~ Call Us Today! Read More...

4,868 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

Fabulous classic! Our 1941 Crosley Station Wagon For Sale complete with 4-cyl OHC and 3 Speed Auto can be yours today for $19,500 ~ Call Us Today! Read More...

1,075 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 $51,500 ~ Call Us Today! Read More...

690 VIEWS

3 FOLLOWERS

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#1585-CHI

$12,500

CHICAGO - INVENTORY

Marvelous Red 1949 Cushman Scooter For Sale boasts a 50 CC engine ~ Listed at $12,500 is a real head turner ~ Call Us Today! Read More...

1,571 VIEWS

0 FOLLOWERS

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CHICAGO - INVENTORY

Thrilling Red 1951 Ford F1 Restored Pickup Truck For Sale has a solid 239 Flathead V8 under the hood and a 3 Speed Manual transmission ~ Call Us Today! Read More...

233 VIEWS

2 FOLLOWERS

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#1470-CHI

$19,500

CHICAGO - INVENTORY

Incredible 1952 MG TD Convertible For Sale classic boasts a 4 Speed Manual and Inline 4 ~ This head-turner is available today for only $19,500 ~ Call Us Today! Read More...

3,023 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

Grand White and Red 1955 Ford Fairlane Victoria Fordomatic For Sale ~ Listed at $33,500, this 3 Speed Automatic transmission is the perfect complement to it’s 272 CID V8 engine ~ Call Us Today! Read More...

2,081 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

Dazzling Aqua Blue and White Pearl 1956 Ford Customline Restomod For Sale ~ Purchase for $77,500, this C6 Automatic transmission is the perfect complement to it’s 302 CID V8 engine ~ Call Us Today! Read More...

3,423 VIEWS

3 FOLLOWERS

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CHICAGO - INVENTORY

Sensational Black 1956 Ford Customline Restomod For Sale has a solid 292 V8 under the hood and a 3 Speed Automatic transmission ~ Call Us Today! Read More...

1,612 VIEWS

4 FOLLOWERS

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CHICAGO - INVENTORY

Stylish and classy, our Turquoise 1957 Chevrolet Bel Air Convertible For Sale ~ Listed at $89,000, this 3 Speed Manual transmission is the perfect complement to it’s 283 CID V8 engine ~ Call Us Today! Read More...

2,849 VIEWS

5 FOLLOWERS

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CHICAGO - INVENTORY

Stylish and classy, our Matador Red 1957 Chevrolet Bel Air Convertible For Sale has a solid 283 V8 under the hood and a 2 Speed Automatic transmission ~ Call Us Today! Read More...

1,220 VIEWS

3 FOLLOWERS

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#1672-CHI

$32,000

CHICAGO - NEW ARRIVAL

Splendid Gold 1957 Oldsmobile Super 88 For Sale has a solid 371 Cid V8 under the hood and a 3 Speed Auto transmission ~ Call Us Today! Read More...

354 VIEWS

0 FOLLOWERS

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CHICAGO - INVENTORY

See for yourself! This sleek 1957 Ford Thunderbird Convertible For Sale is equipped with a 312 CID V8 and a Automatic and is ready to hit the road for just $31,000 ~ Call Us Today! Read More...

8,400 VIEWS

7 FOLLOWERS

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#1547R-CHI

$56,500

CHICAGO - CALL FOR AVAILABILITY

Amazing classic! Our 1957 Chevrolet Bel Air For Sale complete with 350 CID V8 and Automatic can be yours today for $56,500 ~ Call Us Today! Read More...

3,985 VIEWS

3 FOLLOWERS

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CHICAGO - INVENTORY

Splendid 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...

1,521 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

A collector’s dream, this 1962 Pontiac Catalina Bubble Top Mickey Thompson Big Block For Sale with a heart pounding 389 CID V-8 is complete with a 4 Speed Manual for $87,000 ~ Call Us Today! Read More...

1,649 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

See for yourself! This sleek 1963 Chevrolet Nova II Dart Block Race For Sale is equipped with a 350 CID V8 Dart Block and a TH400 Auto and is ready to hit the road for just $25,500 ~ Call Us Today! Read More...

1,102 VIEWS

0 FOLLOWERS

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#1488-CHI

$23,000

CHICAGO - INVENTORY

Fascinating White 1963 Buick Riviera For Sale ~ Priced at $23,000, this 3 Speed Automatic transmission is the perfect complement to it’s 401 CID V8 Nailhead engine ~ Call Us Today! Read More...

8,951 VIEWS

9 FOLLOWERS

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#1691-CHI

$21,000

CHICAGO - INVENTORY

Fantastic 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...

1,573 VIEWS

3 FOLLOWERS

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CHICAGO - INVENTORY

Prodigious Black 1964 Pontiac GTO V-8 Big Block For Sale ~ Listed at $51,500, this 4 Speed Manual transmission is the perfect complement to it’s V-8 engine ~ Call Us Today! Read More...

1,539 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

Fantastic 1964 Chevrolet Malibu Convertible For Sale classic boasts a 4 Speed Manual and 327 CI V8 ~ This head-turner is available today for only $35,000 ~ Call Us Today! Read More...

444 VIEWS

4 FOLLOWERS

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CHICAGO - INVENTORY

Grand Burgundy 1964 Chevrolet Corvair monza convertible For Sale has a solid 110 Flat 6 under the hood and a 4 Speed Manual transmission ~ Call Us Today! Read More...

1,434 VIEWS

2 FOLLOWERS

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#1686-CHI

$49,000

CHICAGO - INVENTORY

Astonishing Charcoal 1965 Shelby Cobra For Sale ~ Listed for only $49,000, this 5 Speed Manual transmission is the perfect complement to it’s 302 CID V8 engine ~ Call Us Today! Read More...

1,421 VIEWS

3 FOLLOWERS

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

© Copyright 2019, Gateway Classic Cars | All Rights Reserved

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

3,629 Classic and Exotics For Sale Today

Our vehicles were viewed 3,176,555 times in Nov 2019