Classic Cars For Sale In Chicago

122 Vehicles For Sale

122 Vehicles For Sale

CHICAGO - INVENTORY

A collector’s dream, this Red 1931 Ford Phaeton Replica Convertible For Sale with a heart pounding 4 Cylinder is complete with a 3 Speed Manual for $14,000 ~ Read More...

6,077 VIEWS

4 FOLLOWERS

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CATEGORIES: Convertible

CHICAGO - INVENTORY

Striking Red 1932 Chevrolet Sedan 2 Door Restomod For Sale boasts a 355 CID V8 engine with 4 Speed Auto transmission ~ Listed at $33,500 is a real head turner ~ Read More...

2,389 VIEWS

2 FOLLOWERS

CATEGORIES: Restomod

#1576-CHI

$45,000

CHICAGO - INVENTORY

Fantastic Green 1936 Ford Sedan For Sale has a solid 350 CID V8 under the hood and a 3 Speed Automatic transmission ~ Read More...

2,073 VIEWS

1 FOLLOWERS

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CHICAGO - INVENTORY

Fascinating Red 1939 Ford Deluxe Vintage Air For Sale boasts a 350 CID V8 engine with Automatic transmission ~ Listed at $57,500 is a real head turner ~ Read More...

3,213 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

A collector’s dream, this Burnt Orange 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 ~ Read More...

797 VIEWS

1 FOLLOWERS

CATEGORIES: Restomod

CHICAGO - INVENTORY

See for yourself! This sleek Red 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 ~ Read More...

2,961 VIEWS

2 FOLLOWERS

CATEGORIES: Wagon

CHICAGO - INVENTORY

A collector’s dream, this Fuchsia 1949 Lincoln Cosmopolitan Restomod For Sale with a heart pounding 350 CID V8 is complete with a 3 Speed Auto for $46,500 ~ Read More...

2,586 VIEWS

4 FOLLOWERS

CATEGORIES: Restomod

#1585-CHI

$8,000

CHICAGO - INVENTORY

Magnificent Red 1949 Cushman Scooter For Sale boasts a 50 CC engine with 2 Speed Automatic transmission ~ Listed at $8,000 is a real head turner ~ Read More...

2,696 VIEWS

0 FOLLOWERS

CATEGORIES: Motorcycle

CHICAGO - INVENTORY

See for yourself! This sleek Red 1951 Ford F1 Restored Pickup Truck For Sale is equipped with a 239 Flathead V8 and a 3 Speed Manual and is ready to hit the road for just $29,500 ~ Read More...

1,549 VIEWS

2 FOLLOWERS

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CATEGORIES: Truck

#1470-CHI

$19,500

CHICAGO - INVENTORY

Fantastic Black 1952 MG TD Convertible For Sale has a solid Inline 4 under the hood and a 4 Speed Manual transmission ~ Read More...

4,027 VIEWS

2 FOLLOWERS

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CATEGORIES: Convertible

CHICAGO - INVENTORY

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...

3,318 VIEWS

2 FOLLOWERS

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CHICAGO - INVENTORY

A collector’s dream, this Aqua Blue and White Pearl 1956 Ford Customline Restomod For Sale with a heart pounding 302 CID V8 is complete with a C6 Automatic for $77,500 ~ Read More...

5,197 VIEWS

3 FOLLOWERS

CATEGORIES: Restomod

CHICAGO - INVENTORY

Wonderful classic! Our Black 1956 Ford Customline Restomod For Sale complete with 292 V8 and 3 Speed Automatic can be yours today for $24,500 ~ Read More...

3,135 VIEWS

5 FOLLOWERS

CATEGORIES: Restomod

CHICAGO - INVENTORY

Wonderful Turquoise 1957 Chevrolet Bel Air Convertible For Sale has a solid 283 CID V8 under the hood and a 3 Speed Manual transmission ~ Read More...

4,022 VIEWS

7 FOLLOWERS

CATEGORIES: Convertible

CHICAGO - NEW ARRIVAL

Built for the road, our Dark Blue 1957 Pontiac Star Chief Station Wagon For Sale ~ Buy for $16,000, this Automatic transmission is the perfect complement to it’s V8 engine ~ Read More...

598 VIEWS

0 FOLLOWERS

CATEGORIES: Wagon

CHICAGO - SOLD

A collector’s dream, this Matador Red 1957 Chevrolet Bel Air Convertible For Sale with a heart pounding 283 V8 is complete with a 2 Speed Automatic for $64,500 ~ Read More...

2,196 VIEWS

5 FOLLOWERS

CATEGORIES: Convertible

#1672-CHI

$29,500

CHICAGO - SOLD

Thrilling Gold 1957 Oldsmobile Super 88 For Sale classic boasts a 3 Speed Auto and 371 Cid V8 ~ This head-turner is available today for only $29,500 ~ Read More...

2,066 VIEWS

1 FOLLOWERS

CHICAGO - INVENTORY

A collector’s dream, this White 1961 Ford Thunderbird Hardtop For Sale with a heart pounding 390 CID V8 is complete with a 3 Speed Auto for $18,500 ~ Read More...

2,881 VIEWS

2 FOLLOWERS

CHICAGO - INVENTORY

Surprising Black 1962 Pontiac Catalina Bubble Top Mickey Thompson Big Block For Sale boasts a 389 CID V-8 engine with 4 Speed Manual transmission ~ Listed at $87,000 is a real head turner ~ Read More...

3,470 VIEWS

2 FOLLOWERS

#1735-CHI

$77,500

CHICAGO - INVENTORY

Awesome Red 1962 Chevrolet Corvette For Sale has a solid 327 small block V8 under the hood and a 4 Speed transmission ~ Read More...

3,609 VIEWS

5 FOLLOWERS

CHICAGO - INVENTORY

Grand Blue 1963 Chevrolet Nova II Dart Block Race For Sale has a solid 350 CID V8 Dart Block under the hood and a TH400 Auto transmission ~ Read More...

3,315 VIEWS

1 FOLLOWERS

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CATEGORIES: Race CarMuscle Car

#1488-CHI

$23,000

CHICAGO - INVENTORY

Magnificent White 1963 Buick Riviera For Sale classic boasts a 3 Speed Automatic and 401 CID V8 Nailhead ~ This head-turner is available today for only $23,000 ~ Read More...

11,664 VIEWS

9 FOLLOWERS

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#1691-CHI

$21,000

CHICAGO - INVENTORY

Daring Champagne 1963 Ford Galaxie For Sale has a solid 302 CID under the hood and a Automatic transmission ~ Read More...

5,281 VIEWS

6 FOLLOWERS

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CHICAGO - NEW ARRIVAL

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

1,454 VIEWS

0 FOLLOWERS

CATEGORIES: ConvertibleSports Car

CHICAGO - INVENTORY

Wonderful Black 1964 Pontiac GTO V-8 Big Block For Sale boasts a V-8 engine with 4 Speed Manual transmission ~ Listed at $51,500 is a real head turner ~ Read More...

3,517 VIEWS

1 FOLLOWERS

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Sell My Classic/Exotic Car

CHICAGO - INVENTORY

Wonderful Red 1964 Chevrolet Malibu Convertible For Sale classic boasts a 4 Speed Manual and 327 CI V8 ~ This head-turner is available today for only $33,500 ~ Read More...

1,675 VIEWS

4 FOLLOWERS

CATEGORIES: Convertible

CHICAGO - INVENTORY

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

2,846 VIEWS

3 FOLLOWERS

CATEGORIES: Convertible

CHICAGO - INVENTORY

Fascinating Charcoal 1965 Shelby Cobra Factory-Five Racing For Sale boasts a 302 CID V8 engine with 5 Speed Manual transmission ~ Listed at $49,000 is a real head turner ~ Read More...

3,200 VIEWS

4 FOLLOWERS

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CHICAGO - INVENTORY

Wonderful classic! Our Yellow 1965 Ford Mustang 1964.5 Convertible For Sale complete with 289 CI V8 and 3 Speed Auto can be yours today for $32,000 ~ Read More...

2,087 VIEWS

4 FOLLOWERS

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CATEGORIES: ConvertibleSports Car

#1666-CHI

$26,500

CHICAGO - INVENTORY

A collector’s dream, this Black 1965 Chevrolet Chevelle For Sale with a heart pounding 350 CID V8 is complete with a 3 Speed Automatic for $26,500 ~ Read More...

2,034 VIEWS

2 FOLLOWERS

CATEGORIES: Muscle Car

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 122 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.

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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

3,590 Classic and Exotics For Sale Today

Our vehicles were viewed 2,785,398 times in Mar 2020