41.46457909999999 -87.57982349999999

Classic Cars and Trucks For Sale In Chicago

Your Classic, Exotic, and Muscle Car Headquarters

Page 5 - 180 Vehicles Found

Chicago

1939 Packard Six

1700

This Blue, with Gray interior, 1939 Six is powered by a L-HEAD 245 I6 engine with a 3-Speed Manual transmission.

$20,000

2518-CHI

225 Views

1939 Packard Six

View Description

This model boasts a blue exterior paired with a gray interior and is a testament to the timeless design that Packard was renowned for. Under the hood, is the reliable L-head 245 I6 engine, paired seamlessly with a 3-speed manual transmission. This combination offers a driving experience that is enjoyable, allowing you to appreciate the journey as much as the destination.

Chicago

1979 Ford Ranchero

500

This Light Metallic Jade, with Jade Green interior, 1979 Ranchero is powered by a 302 V8 engine with a C4 Automatic transmission.

$20,000

2531-CHI

287 Views

1979 Ford Ranchero

View Description

This Ranchero boasts a striking light metallic jade exterior that is sure to turn heads wherever you go. Complementing its exterior is a harmonious jade green interior, creating a seamless and sophisticated look that is both inviting and timeless. Under the hood, the Ranchero 500 is powered by a robust 302 V8 engine, paired with a smooth C4 automatic transmission. This combination delivers a driving experience that is both powerful and effortless. The Ranchero's engineering is further enhanced by features such as power brakes and power steering, ensuring responsive handling and control at every turn. Inside, the Ranchero offers a range of amenities; the air conditioning provides a refreshing environment, while the am/fm radio keeps you entertained on every journey. The cruise control allows for relaxed long-distance drives, and the tilt steering wheel can...

Chicago

2001 Ford Mustang GT

Bullitt

This Red, with Tan interior, 2001 Mustang GT is powered by a 4.6 LTR V8 engine with an Automatic transmission.

$20,000

2632-CHI

74 Views

2001 Ford Mustang GT

View Description

With its striking red exterior paired to a leather tan interior, this Mustang captures the essence of American muscle car heritage, turning heads wherever it goes. Under the hood, the 4. 6 Liter V8 engine delivers robust power, paired with an automatic transmission for seamless driving. This combination ensures that every journey is as thrilling as it is smooth, making it ideal for both city driving and open-road adventures. The vehicle is equipped with a range of features designed to enhance your driving experience, including an am/fm radio and a CD player, allowing you to enjoy your favorite tunes on the go. Safety and convenience are at the forefront with features such as driver and passenger airbags, power brakes, and seatbelts, ensuring peace of mind on every drive. The Mustang GT Bullitt also offers power locks, power seats, and power steering,...

Advertisement

Check Out Our Selection of Custom Apparel

Perfect for car enthusiasts! Sport one of these soft-style custom t-shirts at your favorite car cruise.

Chicago

1987 Porsche 924 S

This Red, with Black/Red interior, 1987 924 S is powered by a 2.5 LTR Cylinder engine with a 5-Speed Manual transmission.

$19,500

2634-CHI

52 Views

1987 Porsche 924 S

View Description

This vehicle features a striking red exterior that complements its sporty profile, making it a standout choice for enthusiasts of vintage automobiles. Under the hood, you'll find a robust 2. 5 L Cylinder engine paired with a 5-speed manual transmission, offering a driving experience that is both engaging and rewarding. This combination ensures that every journey is infused with the thrill and precision that Porsche is renowned for. Step inside to discover a thoughtfully designed interior that features a unique black and red cloth upholstery. This color scheme not only enhances the car's sporty aesthetic but also provides a comfortable environment for both driver and passengers. The interior is equipped with an AM/FM radio, allowing you to enjoy your favorite tunes as you navigate the open road. The inclusion of power windows adds a touch of modern convenience, making it easy to adjust the cabin to your liking with minimal effort. Safety and practicality are also key components of this...

Chicago

1949 Cadillac Series 61

This Black, with Gray interior, 1949 Series 61 is powered by a 331 V8 engine with an Automatic transmission.

$19,000

2410-CHI

717 Views

1949 Cadillac Series 61

View Description

Dressed in an elegant black exterior color, this timeless beauty captures the essence of post-war luxury. Step inside to discover a beautifully maintained gray cloth interior that offers a blend of comfort and style. Under the hood lies a powerful 331 V8 engine, paired with an automatic transmission, delivering smooth and reliable performance. This Cadillac Series 61 is equipped with power brakes, ensuring confident stopping power and enhanced driving safety. The AM/FM radio and CD player allow you to enjoy your favorite tunes as you cruise down the road. The classic white wall tires add a touch of...

Chicago

1996 Ford Mustang GT

Convertible

This Ruby Red, with Gray interior, 1996 Mustang GT is powered by a 4.6 LTR V8 engine with an Automatic transmission.

$19,000

2605-CHI

322 Views

Chicago

1988 Chevrolet Corvette Grand Sport

This Granite Metallic, with Light Brown Leather interior, 1988 Corvette Grand Sport is powered by a 5.7 Tune Port V8 engine with a 700R4 Automatic transmission.

$19,000

2537-CHI

543 Views

Chicago

1995 Chevrolet Camaro Z28

Convertible

This Green/Tan Top, with Tan interior, 1995 Camaro Z28 is powered by a 5.7 LTR V8 engine with a 6-Speed Manual transmission.

$19,000

2630-CHI

215 Views

Advertisement

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!

Call For Availability

2002 Ford Thunderbird

Convertible

This Black, with Black/Gray interior, 2002 Thunderbird is powered by a 3.9 LTR V8 engine with an Automatic transmission.

$19,000

2421R-CHI

243 Views

Call For Availability

1991 Chevrolet Camaro

Convertible Z/28

This White, with Red interior, 1991 Camaro is powered by a 5 LTR V8 engine with an Automatic transmission.

$18,500

2406R-CHI

716 Views

Chicago

1997 Chevrolet Camaro Z28

30th Anniversary

This White With Orange Racing Stripes, with White interior, 1997 Camaro Z28 is powered by a 5.7 LTR OHV 16V V8 engine with a 6-Speed Manual transmission.

$17,500

2355-CHI

760 Views

Chicago

1985 Cadillac Seville

This Black, with Tan interior, 1985 Seville is powered by a 4.1 LTR V8 engine with an Automatic transmission.

$17,500

2602-CHI

230 Views

Chicago

1992 Ford F-Series

F150 Flareside

This Red, with Ivory interior, 1992 F-Series is powered by a 5.0 LTR V8 engine with an Automatic transmission.

$17,500

2403-CHI

351 Views

Advertisement

Sell Your Classic Safely And Smoothly!

Looking to sell your classic or exotic car? Let Gateway Classic Cars make the process safe and hassle free. All of our vehicles are situated in one of our 21 indoor showrooms.

Chicago

2003 Ford Thunderbird

This Gray, with Black interior, 2003 Thunderbird is powered by a 3.9 LTR V8 engine with an Automatic transmission.

$17,500

2408-CHI

255 Views

Chicago

1986 Lincoln Town Car

This Dark Gray, with Gray interior, 1986 Town Car is powered by a 5.0 V8 engine with a 3-Speed And Overdrive Automatic transmission.

$17,500

2599-CHI

186 Views

Chicago

1998 Porsche Boxster

Convertible

This Silver, with Gray interior, 1998 Boxster is powered by a 2.5 LTR I6 engine with a 5-Speed Manual transmission.

$17,500

2614-CHI

471 Views

Chicago

2004 Ford Thunderbird

Convertible

This Merlot, with Black interior, 2004 Thunderbird is powered by a 3.9 LTR V8 engine with an Automatic transmission.

$17,000

2454-CHI

393 Views

Chicago

1976 Jeep Wagoneer

This Yellow, with Black interior, 1976 Wagoneer is powered by a 360 V8 engine with a 3-Speed Automatic transmission.

$17,000

2548-CHI

256 Views

Advertisement

Join Our New Arrivals Newsletter!

Stay up to date each week with the newest additions to our inventory. Click here to sign up now!

Call For Availability

1929 Ford Model A

This Brown, with Gray interior, 1929 Model A is powered by a 4 Cylinder engine with a Manual transmission.

$17,000

2418R-CHI

306 Views

Call For Availability

2007 Mercedes-Benz SL 550

Convertible

This Silver, with Black interior, 2007 SL 550 is powered by a 5.5 LTR V8 engine with a 7-Speed Automatic transmission.

$17,000

2462R-CHI

387 Views

Chicago

1956 Nash Metropolitan

This Solitaire Blue With White , with White interior, 1956 Metropolitan is powered by a 1800 CC 4 Cylinder engine with a 3-Speed Manual transmission.

$16,500

2571-CHI

99 Views

Chicago

1990 Ford Mustang

Convertible

This White/Red Stripe, with White/Red interior, 1990 Mustang is powered by a 5.0 LTR V8 engine with an Automatic transmission.

$16,500

2641-CHI

39 Views

Chicago

2002 Lexus SC 430

Convertible

This Dark Blue, with Grey interior, 2002 SC 430 is powered by a 4.3 LTR V8 engine with a 5-Speed Automatic transmission.

$16,500

2651-CHI

39 Views

Advertisement

Vehicle Enthusiast Gift

The perfect gift for any gearhead! Surprise that special person in your life with a gift card for Gateway Classic Collectibles. Multiple Denominations Available

Chicago

1990 Mazda MX-5 Miata

Convertible

This Red, with Gray interior, 1990 MX-5 Miata is powered by a 1.6 LTR 4 Cylinder engine with a 5-Speed Manual transmission.

$16,000

2391-CHI

223 Views

Chicago

1994 Ford Thunderbird

LX V Edition

This Deep Jewel Metallic Green, with Mocha Tan interior, 1994 Thunderbird is powered by a 5.6 LTR SOHC V8 engine with an Automatic transmission.

$16,000

2449-CHI

532 Views

Call For Availability

1993 Subaru Vivio

Clover 4 Four Cylinder

This Green, with Multi Color interior, 1993 Vivio is powered by a 4 Cyl engine with an Automatic transmission.

$16,000

2432R-CHI

231 Views

Call For Availability

1996 Mitsuoka Galue

This Gray, with Gray interior, 1996 Galue is powered by a RB20E I6 engine with an Automatic transmission.

$16,000

2439R-CHI

342 Views

Call For Availability

1988 Pontiac Fiero

GT

This Red, with Grey interior, 1988 Fiero is powered by a 2.8 LTR V6 engine with a 5-Speed Manual transmission.

$16,000

2482R-CHI

369 Views

Advertisement

Classic Vehicle Protection Plans

Whether you own a cherished vintage automobile or a regularly driven classic, our coverage is tailored to help safeguard your investment and keep it in excellent condition.

Chicago

1988 Chevrolet Corvette

This Red/Black Stripes, with Red/Black interior, 1988 Corvette is powered by a 5.7 LTR V8 engine with an Automatic transmission.

$15,500

2363-CHI

236 Views

Chicago

1996 Chevrolet Camaro

Convertible Z/28

This Plum, with Black interior, 1996 Camaro is powered by a 5.7 LTR V8 engine with a 3-Speed And Overdrive Automatic transmission.

$15,500

2446-CHI

300 Views

Contact Us

Chicago Showroom

Please provide a first name.
Please provide a last name.
Please provide an email address.
Please provide a subject.
Please provide a message.
WARNING: Please do not upload private or confidential documents or files using this form.
Drag and drop here to upload
Allowed file types: JPG, PNG, GIF, PDF (max size: 10 MB)
You must agree before submitting.

Price Range

$ K
$ K

Year Range

Transmission

Colors

[ All | None ]

Settings

Vehicle Card Size
Alert