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Classic Cars and Trucks For Sale In Chicago
Find Your Dream Classic Here
131 Vehicles Found
1966 Ford Mustang
The car's dynamic color scheme not only adorns its exterior but continues on the inside with a classic white and blue interior, creating a consistent and appealing aesthetic across the board. Beneath this Mustang's appearance lies the heart of a beast - a powerful 331 V8 engine. This engine is mated to a smooth automatic transmission, making your ride in this classic muscle car a harmonious blend of power and comfort. The 1966 Ford Mustang Fastback doesn't just boast of impressive looks and performance, it also comes equipped with features designed to enhance your driving experience. There's an AM/FM radio and a nostalgic cassette tape player to provide an awesome ride for your journeys. Safety and style aren't compromised, with seatbelts for every passenger ensuring a...
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1966 Ford Mustang
Fastback
This White With Blue Stripes, with White/Blue interior, 1966 1st Gen Mustang is powered by a 331 V8 engine with an Automatic transmission.
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1933 Plymouth Coupe
This vehicle is powered by a V8 engine with an Automatic transmission.
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1970 Pontiac Bonneville
Convertible
This vehicle is powered by a 455 V8 engine with an Automatic transmission.
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Each week Gateway Classic Cars features their newest inventory . Click the image above to see the latest classic and exotic vehicles available.
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1981 Jeep Scrambler
This vehicle is powered by a 4.2 L I6 engine with a 4-Speed Manual transmission.
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1957 Chevrolet Sedan Delivery
This vehicle is powered by a V8 engine with an Automatic transmission.
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1940 Buick Special
This vehicle is powered by a Inline 8 Other engine with a Manual transmission.
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1987 Mercedes-Benz 560SL
This vehicle is powered by a 5.6 L V8 engine with an Automatic transmission.
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1972 Oldsmobile Cutlass Supreme
Convertible
This vehicle is powered by a 350 V8 engine with an Automatic transmission.
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Vintage Automobilia!
Check out our complete collection of vintage automobilia featuring this unique 'Racing With The Devil' sign. Easy to hang and perfect for any garage, workshop or man-cave!
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1930 Ford Model A
Deluxe Roadster
This vehicle is powered by a 200.5 4 Cylinder engine with a 4-Speed Manual transmission.
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1951 Willys CJ-Jeep
This vehicle is powered by a 289 V8 engine with a Manual transmission.
1951 Willys CJ-Jeep (2323-CHI)
Step into the glory of the past with this stunning piece of automotive history. Coated in a vibrant yellow exterior that instantly catches the eye, paired with a classic black interior that promises comfort and style. Under the hood, this Willys CJ-Jeep houses a powerful 289 V8 engine that remains synonymous with superior performance and durability. The manual transmission further enhances the driving experience, giving you complete control over the formidable power this vehicle offers. Moving onto in-vehicle entertainment, this Jeep is well-equipped to enhance your driving pleasure. It comes with an AM/FM radio and CD player, so you can play your favorite tunes and enjoy music whenever you hit the road. Recognizing the importance of safety, the Willys CJ-Jeep also comes with seatbelts. This feature...
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1975 Chevrolet Corvette
This Red, with Silver interior, 1975 C3 Corvette is powered by a 350 V8 engine with a Manual transmission.
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2012 BMW 650 I
This vehicle is powered by a 4.4 Liter Twin Turbo V8 engine with a 8-Speed Automatic transmission.
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1980 Chevrolet Corvette
This Red, with Black interior, 1980 C3 Corvette is powered by a 350 V8 engine with an Automatic transmission.
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Corvette or Crypto?
An investment that will turn heads as you drive by! Look no further than our top quality classic cars. With thousands of classic cars, your dream ride is only a few clicks away!
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1988 Chevrolet Camaro
RS Convertible
This Orange And Black, with Gray And Black interior, 1988 3rd Gen Camaro is powered by a 350 V8 engine with an Automatic transmission.
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1977 Chevrolet El Camino
This Gray, with Chevy Silver Metallic #13 interior, 1977 4th Gen El Camino is powered by a 305 V8 engine with a 350 Turbo Automatic transmission.
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1975 Buick Electra
225 V8 Coupe
This vehicle is powered by a 455 CID V8 engine with an Automatic transmission.
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2011 Lincoln Town Car
Signature L
This vehicle is powered by a 4.6 Liter V8 engine with an Automatic transmission.
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1969 Buick Riviera
This vehicle is powered by a 430 V8 engine with an Automatic transmission.
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Calling All Car Clubs!
Our Featured Car Club Program helps car clubs raise their visibility in the market along with money for their organization. Contact us to learn more today!
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1985 Cadillac Eldorado
Biarritz
This vehicle is powered by a 4.1 L V8 engine with an Automatic transmission.
Chicago
1970 Dodge Charger
RT
This Rallye Green (ef6), with Black interior, 1970 2nd Gen Charger is powered by a 528 Hemi Dyers 871 Blower V8 engine with a 3-Speed Automatic transmission.
1970 Dodge Charger (2279-CHI)
Experience the thrill of driving with this 1970 Dodge Charger R/T, a classic American muscle car that is sure to turn heads wherever you go. This beauty is dressed in a striking Rallye Green (EF6) exterior, a color that instantly commands attention and showcases its iconic design. Under its hood, the Charger R/T houses a beast - a 528 Hemi dyers 871 Blower V8 engine. This robust engine is paired with a 3-Speed automatic transmission that promises smooth gear changes and a powerful performance every time. Whether you're cruising down open highways or navigating tight city streets, this Charger R/T delivers an invigorating and exhilarating driving experience. Step inside the Charger R/T and be greeted by an all-black vinyl interior, an ode to the timeless styling...
Chicago
1937 Ford Slantback
Sedan
This vehicle is powered by a Gm ZZ4 Crate V8 engine with a 700R4 Stall Converter Automatic transmission.
Chicago
1965 Chevrolet Corvette
Convertible
This Rally Red, with Black interior, 1965 C2 Corvette is powered by a 350 CID V8 engine with a 4-Speed Manual transmission.
Chicago
1941 Willys Coupe
This vehicle is powered by a Sm Blk (GM) With Weiand Blower V8 engine with an Automatic transmission.
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2013 Chevrolet Corvette
Convertible Custom
This Black, with Black interior, 2013 C6 Corvette is powered by a 6.2L V8 engine with a 6-Speed Automatic transmission.
Chicago
1969 AMC Rambler
This vehicle is powered by a 390 V8 engine with a 4-Speed Manual transmission.
Chicago
1965 Factory Five Cobra
This vehicle is powered by a 306 Small Block Ford V8 engine with a 5-Speed Manual transmission.
Chicago
1934 Ford 3 Window
This vehicle is powered by a 350 Chevy V8 engine with a Jeg 700 R 4 Automatic transmission.
Chicago
2010 Chevrolet Camaro
SS
This Black/Custom Flames , with Black interior, 2010 5th Gen Camaro is powered by a Procharged LS3 V8 engine with a 6-Speed Manual transmission.
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Hot Rod & Custom Garage Inc Belleville, IL
Pre-Purchase Inspections • Repairs & Upgrades
For 30 years we have been "Getting it back on the road"
Call 618-792-2790
Chicago
1965 Chevrolet Chevelle
Malibu SS
This Metallic Red, with Tan and Gold interior, 1965 1st Gen Chevelle is powered by a 502 CID Crate V8 engine with a 4-Speed Manual transmission.
Chicago
1960 Chevrolet Brookwood
Station Wagon
This vehicle is powered by a 6.2 L LSA V8 engine with a Tremec Supermag 6-Speed Manual transmission.
1960 Chevrolet Brookwood (2269-CHI)
Introducing the 1960 Chevrolet Brookwood Station Wagon, when classic beauty and vintage charm meet modern performance. This Brookwood is dressed in a striking burgundy/silver exterior color scheme, providing a stylish yet timeless aesthetic that never goes out of fashion. Underneath the hood lies a 6. 2 L LSA V8 engine that offers superior performance and reliability, coupled with a Tremec Supermag 6-speed manual transmission for a smooth and engaging driving experience. This blend of classic design and contemporary engineering provides a driving sensation that's equally suited for cruising down the highway or making a grand entrance at a car show. Step inside, and you're welcomed by a stunning black/grey leather interior, offering a luxurious feel and a visual treat. The well-appointed cabin is clean and comfortable,...
