41.46457909999999 -87.57982349999999

Classic Cars and Trucks For Sale In Chicago

Your Classic, Exotic, and Muscle Car Headquarters

Page 4 - 177 Vehicles Found

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.

$25,000

2466-CHI

240 Views

1962 Buick Wildcat

View Description

Featuring a white exterior complimented by an off-white interior, this Wildcat has a sophisticated and inviting feel. Style and comfort were combined in this Wildcat providing a nice ride for both driver and passengers. Under the hood lies the heart of this magnificent Machine, a powerful 401 V8 engine that offers an exhilarating driving experience. Paired with a 2-speed automatic transmission, the Wildcat delivers a ride that is both responsive and smooth, making every journey a pleasure. The air conditioning system ensures a pleasant atmosphere within the car, allowing you to enjoy every drive regardless of the weather outside. The inclusion of an AM radio provides a nostalgic touch, connecting you to the past as you tune...

Chicago

1953 Ford Customline

This Seafoam Green, with Green White interior, 1953 Customline is powered by a Flathead V8 engine with an Automatic transmission.

$25,000

2471-CHI

115 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...

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.

$25,000

2499-CHI

132 Views

1998 Chevrolet Camaro Z28

View Description

Under the hood lies a robust 5. 7-liter V8 engine, paired with a manual transmission, offering an exhilarating driving experience that true enthusiasts will appreciate. This Camaro Z28 is not just about power; it's also about delivering a balanced ride with its traction control system. Step inside, and you'll find a comfortable gray cloth interior that complements the dynamic exterior. The cabin is thoughtfully equipped with features designed to enhance your driving experience. Enjoy the convenience of power windows, power locks, and power steering, making every drive effortless. The tilt steering wheel allows for personalized comfort, while cruise control provides ease during long journeys. Entertainment is at your fingertips with the integrated AM/FM radio and CD player, ensuring you have your favorite tunes accompanying you on every ride. The climate is easily managed with air conditioning, keeping the cabin comfortable no matter the weather outside. Safety is a priority with features such as seatbelts and a passenger airbag,...

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

1968 Ford F100

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

$25,000

2515-CHI

139 Views

1968 Ford F100

View Description

This F100 features a striking red exterior paired with a vibrant red interior that captures the essence of its era. This truck stands out with its bold color, complementing its rugged and timeless design. Under the hood, you'll find a robust 240cid inline-six engine, known for its reliability. Paired with a manual transmission, this setup offers an engaging and authentic driving experience that enthusiasts of vintage vehicles truly appreciate. The vinyl seats are both durable and stylish, providing a comfortable ride for both driver and passengers. This F100 comes equipped with seatbelts, ensuring an added layer of safety for all occupants during every journey. Rolling on radial...

Chicago

1997 BMW M3

This Gray, with Black interior, 1997 M3 is powered by a E-36 I6 engine with a Manual transmission.

$24,000

2532-CHI

52 Views

1997 BMW M3

View Description

This particular M3 has been owned by one family and has had the pleasure of being passed from father to son twice in its automotive life. This M3 comes with 3 original keys, a wallet key, original owner's manual and has only been serviced by BMW dealerships. Under the hood, you'll find the renowned E-36 I6 engine, paired with a manual transmission that promises a driving experience that is both engaging and responsive. This combination has long been celebrated for its balance of power and precision, making each journey a memorable one. Step inside to discover a cabin that exudes sophistication and comfort. The black leather interior provides a luxurious touch, ensuring that both driver and passengers enjoy every ride in style. Safety and convenience are paramount in this BMW M3. The inclusion of anti-lock brakes and dual airbags for...

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.

$24,000

2518-CHI

70 Views

Chicago

1956 Plymouth Belvedere

This Powder/Midnight Blue, with Blk/Wht interior, 1956 Belvedere is powered by a 277 V8 engine with an Automatic transmission.

$24,000

2525-CHI

106 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.

$24,000

2317R-CHI

286 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

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.

$23,000

2498-CHI

172 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.

$23,000

2195R-CHI

365 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.

$23,000

2222R-CHI

252 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.

$22,500

2493-CHI

141 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.

$22,500

2319-CHI

217 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

2000 Chevrolet Corvette

Convertible

This Gray, with Silver interior, 2000 Corvette is powered by a 5.7 LTR V8 engine with a 4L60E Automatic transmission.

$22,000

2489-CHI

101 Views

Chicago

1983 Pontiac Firebird

Trans Am

This Black, with Tan interior, 1983 Firebird is powered by a 355 V8 engine with a Turbo 5 Manual transmission.

$22,000

2520-CHI

107 Views

Call For Availability

2012 BMW 650i

This White, with Tan interior, 2012 650i is powered by a 4.4 LTR Twin Turbo V8 engine with a 8-Speed Automatic transmission.

$22,000

2318R-CHI

293 Views

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.

$22,000

2386R-CHI

121 Views

Chicago

2002 Ford Thunderbird

Convertible

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

$21,500

2416-CHI

114 Views

Advertisement

Caffeine and Chrome

Classic Cars. Coffee. Pastries. What could be any better? Visit participating showrooms March 29, 2025, all are welcome!!

Call For Availability

2003 Ford Mustang mach 1

This Red, with Dark Gray interior, 2003 Mustang mach 1 is powered by a 4.6 LTR V8 engine with a 5-Speed Manual transmission.

$21,500

2512R-CHI

139 Views

Chicago

2003 Ford Thunderbird

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

$21,000

2408-CHI

87 Views

Chicago

1978 Chevrolet Corvette

This Black, with Black interior, 1978 Corvette is powered by a 350 V8 engine with a 3-Speed Automatic transmission.

$21,000

2422-CHI

256 Views

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.

$21,000

2421-CHI

105 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.

$21,000

2470-CHI

155 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.

Chicago

1969 Ford Galaxie 500XL

Convertible

This Red, with Red/Maroon interior, 1969 Galaxie 500XL is powered by a 429 V8 engine with a C6 Automatic transmission.

$21,000

2508-CHI

207 Views

Chicago

1991 Chevrolet Camaro Z28

Convertible

This White, with Red interior, 1991 Camaro Z28 is powered by a 5 LTR V8 engine with an Automatic transmission.

$20,500

2406-CHI

168 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.

$20,500

2460-CHI

148 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.

$20,000

2355-CHI

227 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.

$20,000

2403-CHI

151 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

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.

$20,000

2462-CHI

148 Views

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.

$19,500

2391-CHI

98 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

$5K
$417K
$5K
$108K
$211K
$314K
$417K
$ K
$ K

Year Range

1903
2024
1903
1933
1963
1993
2024

Transmission

Colors

[ All | None ]

Settings

Vehicle Card Size
Alert