41.46457909999999 -87.57982349999999

Classic Cars and Trucks For Sale In Chicago

Your Classic, Exotic, and Muscle Car Headquarters

Page 4 - 211 Vehicles Found

Chicago

1967 Ford Mustang

This Red, with Red/White interior, 1967 Mustang is powered by a 289 V8 engine with a 3-Speed Automatic transmission.
Links To Similar Vehicles

$31,000

2501-CHI

126 Views

1967 Ford Mustang

View Description

This timeless beauty boasts a stunning red exterior that captures the essence of the muscle car era. Complementing its vibrant exterior is a striking red and white interior, exuding a sense of style and nostalgia that is sure to turn heads wherever it goes. Under the hood, this Mustang is powered by a robust 289 V8 engine, delivering a driving experience that is both powerful and exhilarating. Paired with a 3-speed automatic transmission, this vehicle offers smooth and effortless handling, making it a joy to drive on both city streets and open highways. Enhancing its classic appeal are the stylish aluminum wheels, which add a touch of modern flair to its vintage look. Inside, the car is equipped with an AM/FM radio and a CD player, offering entertainment options that cater to both classic car enthusiasts and those who enjoy a modern listening experience. Seatbelts provide an added layer of safety, ensuring...

Call For Availability

2010 Dodge Challenger SRT8

This Black, with Black interior, 2010 Challenger SRT8 is powered by a 6.1 LTR V8 engine with an Automatic transmission.
Links To Similar Vehicles

$31,000

2302R-CHI

451 Views

2010 Dodge Challenger SRT8

View Description

Introducing the 2010 Dodge Challenger SRT8, an embodiment of power, performance, and style. With its sleek black exterior and refined black interior, this vehicle exudes an air of sophistication and strength. At the heart of this vehicle is a robust 6. 1 Liter V8 engine, paired with an automatic transmission, ensuring a smooth and exhilarating ride. The powerful engine promises steadfast performance and the automatic transmission offers ease of handling, making every journey an adventure. This model is not just about power and looks, it also boasts an array of standard features aimed at enhancing your comfort, convenience, and security. The integrated air conditioning ensures a pleasant atmosphere inside the cabin at all times. With an AM/FM radio and CD Player, enjoy your favorite music on the go. The cruise control feature lets you maintain a steady speed on the highway, providing a more relaxed driving experience. Power features, such as power brakes, power locks, power seats, and power steering, add to the convenience and ease...

Chicago

1953 Ford Customline

This Seafoam Green, with Green White interior, 1953 Customline is powered by a Flathead V8 engine with a 2-Speed Automatic transmission.
Links To Similar Vehicles

$30,000

2471-CHI

79 Views

1953 Ford Customline

View Description

Introducing a classic gem from the golden age of American automobiles: the stunning 1953 Ford Customline. This beautiful vehicle is distinguished by its elegant seafoam green exterior, a color that captures the essence of mid-century style and sophistication. Its iconic design is accentuated by the classic white wall tires, providing a timeless look that is sure to turn heads wherever you go. Step inside and you'll be greeted by a harmonious green and white interior that complements the exterior's charm. The cabin reflects the era's attention to detail, offering a delightful environment that promises comfort and style. The thoughtfully designed interior layout ensures that every journey is as enjoyable as it is memorable. Under the hood, this vintage masterpiece is powered by the renowned Flathead V8 engine. Known for its reliability and performance, this engine provides a smooth and enjoyable driving experience that is further enhanced by the 2-speed automatic transmission. Together, the engine and transmission deliver a ride that...

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

1951 Willys CJ

This Yellow, with Black interior, 1951 CJ is powered by a 289 V8 engine with a Manual transmission.
Links To Similar Vehicles

$29,000

2323-CHI

134 Views

1951 Willys CJ

View Description

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 adds an extra layer of protection for you and your passengers, making every...

Chicago

1972 Chevrolet Pick Up

This Burnt Orange/Tan, with Tan/ Burnt Orange interior, 1972 Pick Up is powered by a 402 V8 engine with a 3-Speed Automatic transmission.
Links To Similar Vehicles

$29,000

2455-CHI

182 Views

1972 Chevrolet Pick Up

View Description

Introducing a stunning 1972 Chevrolet pickup that embodies the classic spirit of American automotive design. This vintage vehicle boasts an eye-catching burnt orange and tan exterior that radiates a timeless charm and makes a bold statement on the road. Its striking color scheme is beautifully complemented by a matching tan and burnt orange interior, creating a cohesive and stylish look that is sure to turn heads wherever you go. Under the hood, you'll find a robust 402 V8 engine, delivering the power and performance that Chevrolet enthusiasts have come to admire. Paired with a smooth 3-speed automatic transmission, this pickup offers a driving experience that is both powerful and effortless, making it a joy to drive whether you're cruising down the highway or navigating city streets. Inside, the pickup is equipped with a range of features designed to enhance your driving comfort and convenience. The air conditioning system ensures a pleasant and cool environment, while the am/fm radio and CD player provide entertainment options to suit your every mood. With power brakes and power steering, maneuvering this classic vehicle is both easy and enjoyable, offering an added layer of comfort to your driving...

Chicago

1970 Chevrolet Impala

This Dark Green, with Dark Green interior, 1970 Impala is powered by a 350 V8 engine with a Turbo 350 Automatic transmission.
Links To Similar Vehicles

$29,000

2443-CHI

194 Views

Chicago

1986 Chevrolet C/K Pickup

This Red/White, with Silver/Black interior, 1986 C/K Pickup is powered by a 350 V8 engine with an Automatic transmission.
Links To Similar Vehicles

$29,000

2510-CHI

92 Views

Chicago

1969 Lincoln Mark III

This Red, with Maroon interior, 1969 Mark III is powered by a 460 CID V8 engine with a 3-Speed C6 Automatic transmission.
Links To Similar Vehicles

$29,000

2404-CHI

238 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!

Chicago

1998 Chevrolet Camaro Z28

This Red, with Gray interior, 1998 Camaro Z28 is powered by a 5.7 V8 engine with a Manual transmission.
Links To Similar Vehicles

$29,000

2499-CHI

94 Views

Chicago

1956 Volkswagen Beetle

This Black, with Orange interior, 1956 Beetle is powered by a 4 Cyl Other engine with a 4-Speed Manual transmission.
Links To Similar Vehicles

$27,000

2483-CHI

114 Views

Chicago

1976 Triumph TR6

This Yellow, with Black interior, 1976 TR6 is powered by a I6 engine with a 4-Speed Manual transmission.
Links To Similar Vehicles

$27,000

2409-CHI

99 Views

Chicago

1996 Chevrolet Corvette

Convertible

This White, with Red interior, 1996 Corvette is powered by a 350 LT1 V8 engine with a 4L60E Automatic transmission.
Links To Similar Vehicles

$27,000

2470-CHI

126 Views

Chicago

1962 Ford Galaxie 500

This Sandstone Beige/White Corinthian, with 2 Tone interior, 1962 Galaxie 500 is powered by a 390 V8 engine with a Manual transmission.
Links To Similar Vehicles

$27,000

2504-CHI

116 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!

Chicago

1968 Ford F100

This Red, with Red interior, 1968 F100 is powered by a 240 CID I6 engine with a Manual transmission.
Links To Similar Vehicles

$27,000

2515-CHI

93 Views

Chicago

1973 Ford Mustang Mach 1

This Silver, with Black interior, 1973 Mustang Mach 1 is powered by a 351 V8 engine with a 4-Speed Manual transmission.
Links To Similar Vehicles

$26,000

2227-CHI

1,176 Views

Chicago

1962 Buick Wildcat

This White, with Off White interior, 1962 Wildcat is powered by a 401 V8 engine with a 2-Speed Automatic transmission.
Links To Similar Vehicles

$26,000

2466-CHI

197 Views

Chicago

1991 Ford F150

Lariat

This Red, with Red interior, 1991 F150 is powered by a 5.0 LTR V8 engine with a 5-Speed Automatic transmission.
Links To Similar Vehicles

$25,000

2486-CHI

81 Views

Chicago

1993 Chevrolet Corvette

Convertible 40th anniversary

This Ruby Red, with Ruby Red interior, 1993 Corvette is powered by a 350 LT1 V8 engine with an Automatic transmission.
Links To Similar Vehicles

$24,000

2301-CHI

232 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

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.
Links To Similar Vehicles

$24,000

2421-CHI

76 Views

Call For Availability

2002 Ford Thunderbird

This Black, with Black interior, 2002 Thunderbird is powered by a 3.9 LTR 32V V8 engine with a 5-Speed Automatic transmission.
Links To Similar Vehicles

$24,000

2222R-CHI

231 Views

Call For Availability

1975 Chevrolet Corvette

This Red, with Silver interior, 1975 Corvette is powered by a 350 V8 engine with a Manual transmission.
Links To Similar Vehicles

$24,000

2317R-CHI

248 Views

Chicago

1977 Chevrolet Corvette

L82

This Blue Irid (26), with Light Gray interior, 1977 Corvette is powered by a 350 V8 engine with a Manual transmission.
Links To Similar Vehicles

$23,000

2498-CHI

128 Views

Call For Availability

1980 Chevrolet El Camino

This Cream With Black Racing Strips, with Black Leather With Houndstooth In The Middle interior, 1980 El Camino is powered by a 305 CID engine with a 4-Speed Automatic Overdrive 200R4 transmission.
Links To Similar Vehicles

$23,000

2195R-CHI

346 Views

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.

Call For Availability

1976 GMC Sprint

This Brown/Beige 2 Tone, with Brown/Beige 2 Tone interior, 1976 Sprint is powered by a 350 V8 engine with a 3-Speed Automatic transmission.
Links To Similar Vehicles

$23,000

2386R-CHI

107 Views

Chicago

1974 Volkswagen Camper Van

This Tiel 2 Tone, with Gray interior, 1974 Camper Van is powered by a 1800 CC Other engine with a 4-Speed Manual transmission.
Links To Similar Vehicles

$22,500

2493-CHI

109 Views

Chicago

1988 Ford Mustang

Convertible ASC McLaren

This Red, with Gray interior, 1988 Mustang is powered by a 5.0 LTR V8 engine with an Automatic transmission.
Links To Similar Vehicles

$22,500

2319-CHI

181 Views

Chicago

1975 Buick Electra

225 V8 Coupe

This Dark Green, with Green interior, 1975 Electra is powered by a 455 CID V8 engine with an Automatic transmission.
Links To Similar Vehicles

$22,000

2333-CHI

360 Views

Chicago

1953 Chevrolet 3100

Pickup

This Red, with Gray interior, 1953 3100 is powered by a V8 engine with an Automatic transmission.
Links To Similar Vehicles

$22,000

2351-CHI

306 Views

Advertisement

Caffeine and Chrome 2025

Join us on the last Saturday of each month for our Caffeine and Chrome show! Bring your classic and you family to our showrooms-enjoy the music, the pastries and the fun! 9am-12pm

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.
Links To Similar Vehicles

$22,000

2355-CHI

193 Views

Chicago

2008 Saturn Sky

Convertible

This Blue Stone, with Black/Tan Leather interior, 2008 Sky is powered by a 2 LTR Turbo 4 Cylinder engine with an Automatic transmission.
Links To Similar Vehicles

$22,000

2460-CHI

107 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