41.46457909999999 -87.57982349999999

Classic Cars and Trucks For Sale In Chicago

Your Classic, Exotic, and Muscle Car Headquarters

Page 2 - 212 Vehicles Found

Recent Arrival

1999 Jaguar XJ8

This Alpine Metallic, with Cashmere Sable interior, 1999 XJ8 is powered by a 4.0 LTR V8 engine with an Automatic transmission.
Links To Similar Vehicles

$12,000

2448-CHI

68 Views

1999 Jaguar XJ8

View Description

This stunning sedan is finished in a striking alpine metallic exterior color, complemented by a luxurious cashmere sable leather interior. Under the hood, you'll find a powerful 4. 0L V8 engine paired with a smooth automatic transmission, offering an exceptional driving experience that Jaguar is renowned for. Step inside and be enveloped by the premium leather interior, which provides a supremely comfortable and refined environment. The interior features an array of conveniences, including air conditioning to keep you cool and comfortable on every journey. The AM/FM radio and cassette tape player offer a nostalgic touch, ensuring you can enjoy your favorite tunes with ease. Safety and security are paramount in the 1999 Jaguar XJ8. The vehicle is equipped with anti-lock brakes and an advanced anti-theft system, providing peace of mind wherever you go. Both the driver and passenger airbags, along with seatbelts, are included to enhance your safety. The XJ8 also boasts a host of...

New Arrival

1993 Mercedes-Benz 400E

This Red, with Tan interior, 1993 400E is powered by a 4.2 LTR V8 engine with a 3-Speed Automatic transmission.
Links To Similar Vehicles

$12,000

2494-CHI

19 Views

1993 Mercedes-Benz 400E

View Description

Presenting a timeless classic, the 1993 Mercedes-Benz 400E is a remarkable blend of luxury and performance, designed to offer an exceptional driving experience. This model features a striking red exterior that complements its sophisticated tan leather interior, creating an elegant and inviting atmosphere for both driver and passengers. At the heart of this vehicle lies a robust 4. 2 L V8 engine, paired with a 3-speed automatic transmission, delivering a powerful yet smooth ride that Mercedes-Benz is renowned for. The 1993 Mercedes-Benz 400E comes equipped with a range of features designed to enhance comfort and convenience. The interior boasts plush leather seating, providing an added touch of luxury, while the power seats allow for easy adjustment to achieve a comfortable driving position. The power sunroof offers an open-air feel, inviting natural light into the cabin for an uplifting driving experience. Power windows and power steering further contribute to the ease of use, ensuring that every journey is both enjoyable and effortless....

New Arrival

1991 Dodge Stealth

This Red, with Dark Gray interior, 1991 Stealth is powered by a 3 LTR V6 engine with a Manual transmission.
Links To Similar Vehicles

$11,500

2502-CHI

11 Views

1991 Dodge Stealth

View Description

Introducing the distinguished 1991 Dodge Stealth, a vehicle that epitomizes style and performance in a classic package. This remarkable car boasts an eye-catching red exterior, exuding an aura of sporty elegance that is sure to turn heads wherever your journey takes you. The dark gray cloth interior complements the vibrant exterior, offering an inviting and comfortable cabin that enhances every drive. Under the hood, you'll find a robust 3 Liter V6 engine paired with a manual transmission, delivering a driving experience that enthusiasts will appreciate. Whether cruising down the highway or navigating city streets, this combination offers a dynamic balance of power and control, making each trip an exhilarating adventure. Inside, the 1991 Dodge Stealth is equipped with a thoughtful array of features designed for both convenience and enjoyment. The air conditioning ensures a comfortable climate regardless of the season, while the AM/FM radio and cassette tape player provide entertainment options for every mood. The cloth interior adds a touch of understated luxury, enveloping passengers in supportive comfort. Drivers will appreciate the inclusion of cruise...

Advertisement

Jasmine Air Fresheners

Mr. Fresh 60-Day Freshener. These premium concentrated fresheners are perfect for your: Vehicle Home Office Boat Gym Restrooms

Call For Availability

1966 Ford Mustang

Fastback

This White With Blue Stripes, with White/Blue interior, 1966 Mustang is powered by a 331 V8 engine with an Automatic transmission.
Links To Similar Vehicles

$177,000

2325R-CHI

292 Views

1966 Ford Mustang

View Description

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 secure journey. Add a retro touch with the car's rally wheels, which not only elevate the car's look but also...

Chicago

1937 Ford Slantback

Sedan Street Rod

This Ppg 6228 Orange Crush, with White interior, 1937 Slantback is powered by a Gm ZZ4 Crate V8 engine with a 700R4 Stall Converter Automatic transmission.
Links To Similar Vehicles

$120,000

2189-CHI

775 Views

1937 Ford Slantback

View Description

Painted in a vibrant PPG 6228 Orange Crush exterior color, this head-turning vehicle boasts a white leather interior that exudes sophistication and style. Beneath the hood lies a robust GM ZZ4 crate V8 engine, ensuring a powerful and exhilarating ride every time you hit the road. The 700r4 Stall Converter automatic transmission promises smooth and responsive shifting, making every drive an effortless pleasure. This 1937 Ford Slantback Sedan is equipped with a host of features designed to enhance your driving experience. Enjoy the comfort of air conditioning on warm days, and glide smoothly over the pavement with the aid of aluminum wheels and performance tires. Stay entertained on the go with an AM/FM radio, and never lose your way thanks to the integrated GPS navigation system. The custom wheels add a unique flair to this already distinguished vehicle, while the power brakes, power locks, power steering, and power windows provide modern convenience and control. The interior of this classic car is nothing short of luxurious, featuring supple white leather...

Chicago

1965 Chevrolet Corvette

Convertible

This Rally Red, with Black interior, 1965 Corvette is powered by a 350 CID V8 engine with a 4-Speed Manual transmission.
Links To Similar Vehicles

$109,000

2214-CHI

294 Views

Chicago

1954 Chevrolet Corvette

This White, with Red interior, 1954 Corvette is powered by a I6 engine with an Automatic transmission.
Links To Similar Vehicles

$102,000

2381-CHI

111 Views

Chicago

1937 Ford replica

Coupe

This Burnt Orange/ Black, with Cream interior, 1937 replica is powered by a ZZ4 350 Crate V8 engine with a 4-Speed Automatic transmission.
Links To Similar Vehicles

$99,000

2441-CHI

66 Views

Advertisement

Baby Powder Air Freshener

Mr. Fresh 60-Day Freshener. These premium concentrated fresheners are perfect for your: Vehicle Home Office Boat Gym Restroom

Call For Availability

1941 Willys Coupe

This Red, with Red/White interior, 1941 Coupe is powered by a Sm Blk ( GM ) With Weiand Blower V8 engine with an Automatic transmission.
Links To Similar Vehicles

$88,000

2283R-CHI

290 Views

Chicago

1938 LaSalle Series 50

4 Door Convertible

This Beige/ Black Convertible Top, with Red interior, 1938 Series 50 is powered by a Flat Head V8 engine with a 3-Speed On Column Manual transmission.
Links To Similar Vehicles

$83,000

2346-CHI

88 Views

Chicago

1950 Ford Deluxe / Super Deluxe

Convertible

This Maroon Pearl, with Black/Tan interior, 1950 Deluxe / Super Deluxe is powered by a Olds 350 V8 engine with an Automatic transmission.
Links To Similar Vehicles

$83,000

2442-CHI

55 Views

Call For Availability

1974 Dodge Challenger

440

This Sciaena Poly Red , with Black interior, 1974 Challenger is powered by a 440 V8 engine with a Manual transmission.
Links To Similar Vehicles

$81,000

2369R-CHI

251 Views

Chicago

2021 Chevrolet Corvette Stingray

2LT

This Dark Shadow Gray Metallic, with Jet Black/Adrenaline Red interior, 2021 Corvette Stingray is powered by a 6.2 LTR V8 engine with a 8-Speed Dual Clutch Automatic transmission.
Links To Similar Vehicles

$80,000

2368-CHI

110 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

1933 Plymouth Coupe

This Black, with Burgundy interior, 1933 Coupe is powered by a V8 engine with an Automatic transmission.
Links To Similar Vehicles

$79,000

2314-CHI

192 Views

Call For Availability

2010 Ford Mustang Shelby GT500

Convertible

This Blue With Red, with Black With Red interior, 2010 Mustang Shelby GT500 is powered by a Supercharged 5.4 LTR V8 engine with a 6-Speed Manual transmission.
Links To Similar Vehicles

$72,000

2375R-CHI

67 Views

Call For Availability

1960 Pontiac Bonneville

convertible

This Off White, with Dark,light Blue And White interior, 1960 Bonneville is powered by a V8 engine with an Automatic transmission.
Links To Similar Vehicles

$71,000

2338R-CHI

194 Views

Chicago

1968 Pontiac GTO

Convertible

This Red, with Off White interior, 1968 GTO is powered by a 400 V8 engine with a 3-Speed Automatic transmission.
Links To Similar Vehicles

$70,000

2415-CHI

83 Views

Chicago

1969 Chevrolet Chevelle

This Gold, with Black interior, 1969 Chevelle is powered by a 454 V8 engine with a 3-Speed Automatic transmission.
Links To Similar Vehicles

$66,000

2456-CHI

99 Views

Advertisement

Cool Breeze Air Fresheners

Mr. Fresh 60-Day Freshener. These premium concentrated fresheners are perfect for your: Vehicle Home Office Boat Gym Restrooms

Call For Availability

1969 AMC Rambler

This Red/White/Blue, with Charcoal Grey interior, 1969 Rambler is powered by a 390 V8 engine with a 4-Speed Manual transmission.
Links To Similar Vehicles

$65,000

2292R-CHI

280 Views

Chicago

1969 Buick Gran Sport

This Copper Mist, with Black interior, 1969 Gran Sport is powered by a 455 V8 engine with a 3-Speed Automatic transmission.
Links To Similar Vehicles

$63,000

2419-CHI

128 Views

Chicago

1934 Ford 3 Window

This Yellow, with Tan interior, 1934 3 Window is powered by a 350 Chevy V8 engine with a Jeg 700 R 4 Automatic transmission.
Links To Similar Vehicles

$62,000

2240-CHI

654 Views

Chicago

1965 Chevrolet Chevelle SS Malibu

This Metallic Red, with Tan and Gold interior, 1965 Chevelle SS Malibu is powered by a 502 CID Crate V8 engine with a 4-Speed Manual transmission.
Links To Similar Vehicles

$59,000

2234-CHI

830 Views

Chicago

1971 Chevrolet Nova

This Orange, with Orange/White interior, 1971 Nova is powered by a 4.8 V8 engine with an Automatic transmission.
Links To Similar Vehicles

$59,000

2388-CHI

113 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

2010 Chevrolet Camaro SS

This Black/Custom Flames , with Black interior, 2010 Camaro SS is powered by a Procharged LS3 V8 engine with a 6-Speed Manual transmission.
Links To Similar Vehicles

$58,000

2205-CHI

365 Views

Chicago

1967 Chevrolet Nova

This Red/Blue Flames, with Blue/Red interior, 1967 Nova is powered by a 383 STROKER/ Dual Quads V8 engine with a 700 R4 Automatic transmission.
Links To Similar Vehicles

$57,000

2293-CHI

302 Views

Chicago

1969 Chevrolet Camaro

This Purple, with Black interior, 1969 Camaro is powered by a 572 Steve Morris V8 11:1 Compression engine with an Automatic Turbo 400 transmission.
Links To Similar Vehicles

$57,000

2405-CHI

172 Views

Chicago

1969 Dodge D Series

D300 1 Ton Car Hauler

This Green, with Dark Green interior, 1969 D Series is powered by a 383 CID V8 engine with a Loadflite 3-Speed Automatic transmission.
Links To Similar Vehicles

$56,000

2387-CHI

172 Views

Call For Availability

1960 Chevrolet Brookwood

Station Wagon

This Burgandy/ Silver, with Black/Grey interior, 1960 Brookwood is powered by a 6.2 LTR LSA V8 engine with a Tremec Supermag 6-Speed Manual transmission.
Links To Similar Vehicles

$55,000

2269R-CHI

399 Views

Advertisement

Black Gold Air Fresheners

Mr. Fresh 60-Day Freshener. These premium concentrated fresheners are perfect for your: Vehicle Home Office Boat Gym Restrooms

Call For Availability

1932 Ford Roadster

Convertible

This Blue, with White/Blue interior, 1932 Roadster is powered by a 331 V8 engine with a 5-Speed Manual transmission.
Links To Similar Vehicles

$55,000

2364R-CHI

141 Views

Call For Availability

1967 Dodge Coronet

This Spinaker White/With A Touch Of Blue Pearl, with Black/Blue interior, 1967 Coronet is powered by a 440 V8 engine with a 3-Speed 727 Tourque Flight Automatic transmission.
Links To Similar Vehicles

$53,000

2243R-CHI

454 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