Classic Cars and Trucks For Sale In Chicago

Introducing a stunning 1955 Chevrolet Bel Air that's sure to turn heads. This classic beauty sports a striking red and white exterior color scheme that compliments the car's timeless style. Inside you'll find a harmonious blend of red and tan upholstery, providing a warm, vintage aesthetic that is sure to impress. Under the hood lies a powerful 283 V8 engine, offering plenty of power to get you where you need to go. This classic Chevy is fitted with a 3-speed column shift manual transmission, offering you a more engaged and exciting driving experience. This Bel Air is equipped with an AM radio, providing you with an authentic vintage driving experience. For...

This iconic truck is not just a visual treat but also a testament to timeless design and functionality. The serene blue hue of the body is complemented beautifully by the gray cloth interior, creating a harmonious and inviting ambiance within the cabin. Under the hood, you'll find a powerful 302 V8 engine that promises a robust and reliable performance. Coupled with a 3-speed automatic transmission, this Ford F1 offers a smooth and enjoyable driving experience, for both casual cruises and longer journeys. Inside, the gray cloth interior provides a comfortable and classic driving atmosphere. Modern conveniences such as an AM/FM radio ensure you stay entertained, while seatbelts add an essential layer of safety for you and your passengers. The tilt steering wheel offers customizable comfort, making every drive a pleasure. This 1952 Ford F1 seamlessly blends vintage aesthetics with practical features, making it a...

This model boasts an exterior finished in a deep, dark green that exudes sophistication and draws admiration from every angle. Complementing its striking exterior is a luxurious tan interior, providing a rich contrast and a sense of warmth and comfort. Powering this vintage beauty is a robust V8 engine paired with an automatic transmission, ensuring a smooth and effortless driving experience. The Roadmaster is equipped with modern amenities that enhance both comfort and driving pleasure, including air conditioning to keep you cool during those warm summer drives, and an AM/FM radio to enjoy your favorite tunes on the go. The vehicle also features power brakes for enhanced stopping power, power seats for optimal seating comfort, and power steering for ease of maneuverability. The addition of power windows brings a touch of modern convenience, allowing for effortless window adjustments at your fingertips. Safety has not been overlooked, with seatbelts installed to ensure peace of mind for both driver and passengers. For those who appreciate a tailored driving experience, the tilt steering wheel provides customizable...

This classic beauty is dressed in a unique turquoise exterior, a color that simply stands out and adds a touch of retro charm. The vehicle's exterior pairs beautifully with a sophisticated blue leather interior, providing a stylish, yet comfortable environment for all your driving adventures. Under the hood, the Buick boasts a robust Nail Head 401 V8 engine coupled with an automatic transmission. This powerful combination promises an effortless, seamless drive, making each journey memorable. When it comes to features, this 1960 Buick Electra 225 is truly second to none. Enjoy the convenience of having features such as power brakes, power seats, power steering, and power windows, which provide a driving experience that combines the charm of the past with the comfort of the present. This vehicle is also equipped with seatbelts for safety, offering peace of mind while you travel. The automatic convertible top further adds to the vehicle's appeal, giving you the freedom to enjoy the open air at your own convenience. The Buick's wide white walls complete...

This model boasts a striking silver and black exterior that is sure to turn heads wherever you go. The sleek lines of this iconic sports car are complemented by its sophisticated Schottenkaro cloth interior, offering both style and comfort. Under the hood, you'll find a powerful 3. 4-liter V6 engine paired with a manual transmission, delivering an engaging driving experience that Porsche enthusiasts cherish. This 911 is equipped with a range of features designed to enhance your driving pleasure. Enjoy the convenience of an automatic convertible top, allowing you to effortlessly enjoy open-air driving at the push of a button. The car's interior is designed for both comfort and functionality. With air conditioning and heated seats, you can enjoy a comfortable ride in any weather. The telescopic and tilt steering wheel, along with power seats, ensures that drivers of all sizes can find their most comfortable driving position. For added convenience, the car features power windows, power locks, and power steering, making every journey as easy and enjoyable as possible. Safety is a priority in this 911, with features such as anti-lock brakes, traction control, and both driver and passenger airbags. Seatbelts are, of course, standard, providing peace of mind on...