41.46457909999999 -87.57982349999999

Classic Cars and Trucks For Sale In Chicago

Your Classic, Exotic, and Muscle Car Headquarters

171 Vehicles Found

Recent Arrival

2018 Dodge Challenger SRT Hellcat

This Black, with Black interior, 2018 Challenger SRT Hellcat is powered by a Supercharged 6.2 LTR V8 engine with a 6-Speed Tremec Trans Manual transmission.

$92,000

2547-CHI

40 Views

2018 Dodge Challenger SRT Hellcat

View Description

This vehicle commands attention with its striking black exterior, exuding an aura of authority and elegance. Step inside to discover a world of luxury, featuring a sleek black leather interior that promises both comfort and style. At the heart of this beast lies the Supercharged 6. 2 Liter V8 engine, paired with a 6-speed TREMEC manual transmission, delivering an exhilarating driving experience that is sure to thrill any automotive enthusiast. The Challenger SRT Hellcat is equipped with a comprehensive suite of features designed to enhance your driving pleasure. Enjoy the comfort of air conditioning and the convenience of power windows, power locks, and power seats, allowing you to tailor your environment to your preferences. The power sunroof offers an open-air experience, great for those days when you want to feel the wind in your hair. The vehicle's aluminum wheels and performance tires provide a seamless blend of style and function, ensuring optimal performance and handling. Stay entertained and informed with the AM/FM radio and GPS navigation system, keeping you connected and on track wherever your journey takes you. The car's anti-lock brakes,...

Recent Arrival

1930 Ford 5 window

This Laguna Blue, with Black interior, 1930 5 window is powered by a 350 V8 engine with a 3-Speed Automatic transmission.

$36,000

2551-CHI

30 Views

1930 Ford 5 window

View Description

Dressed in an eye-catching Laguna Blue exterior, this vehicle captures the essence of vintage elegance while standing out with its vibrant color. The body lines of this classic Ford are beautifully complemented by the deep, rich hue, making it a true head-turner on any road or at any car show. Under the hood, this Ford is powered by a robust 350 V8 engine, offering a blend of power and reliability that enhances the driving experience. Paired with a 3-speed automatic transmission, this setup ensures a smooth and effortless drive, allowing you to enjoy the journey with ease. Whether cruising down the highway or taking a leisurely drive through town, this vehicle offers a performance that is both spirited and refined. This 1930 Ford 5 window Coupe is more than just a car; it is a statement of style and a tribute to automotive craftsmanship. Its combination of classic design,...

New Arrival

2009 Chevrolet Corvette

This Victory Red, with Black interior, 2009 Corvette is powered by a 6.2 LTR V8 engine with a 6L80 Automatic transmission.

$36,000

2549-CHI

37 Views

2009 Chevrolet Corvette

View Description

This iconic American sports car is designed to deliver an exhilarating driving experience with its robust 6. 2 Liter V8 engine and smooth 6L80 automatic transmission, ensuring seamless power delivery and impressive performance. Step inside to discover the elegance of black leather interior that complements the car's sporty persona while offering luxurious comfort. The Corvette is equipped with modern conveniences such as air conditioning to maintain your comfort in any climate, and power windows and locks for effortless control. The power seats and tilt steering wheel are designed to provide a personalized driving experience, ensuring you ride in comfort and style. Safety and entertainment are top priorities in this Corvette. It features a comprehensive anti-theft system and anti-lock brakes, along with driver and passenger airbags, traction control, and seatbelts, all working together to enhance your safety on the road. For entertainment, the car is fitted with an AM/FM radio and CD player, along with GPS navigation to guide you on all your journeys. The Corvette's exterior is...

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!

New Arrival

2002 Ford Thunderbird

Convertible

This Red, with Red/Black interior, 2002 Thunderbird is powered by a 3.9 LTR V8 engine with a 5-Speed Automatic transmission.

$33,000

2552-CHI

7 Views

2002 Ford Thunderbird

View Description

This stunning vehicle is presented in a striking red exterior, complemented by a sophisticated red and black leather interior, creating a bold and stylish statement on the road. Under the hood, you'll find a robust 3. 9 L V8 engine paired with a smooth 5-speed automatic transmission, offering a driving experience that is both powerful and refined. Inside, the Thunderbird is equipped with a range of features designed to enhance your comfort and convenience. Enjoy your favorite tunes with the AM/FM radio and CD player, while the automatic convertible top allows you to effortlessly transition from a cozy interior to open-air freedom, making every drive a memorable experience. Cruise control ensures relaxed and easy long-distance driving, while the tilt steering wheel allows you to find a comfortable driving position. Safety and convenience are prioritized with features such as driver and passenger airbags, power brakes, and seatbelts, providing peace of mind for you and your passengers. The power package includes power locks, power seats,...

New Arrival

1973 Chevrolet Corvette

Convertible

This Red, with Black interior, 1973 Corvette is powered by a 350 V8 engine with a 3-Speed Automatic transmission.

$33,000

2553-CHI

10 Views

1973 Chevrolet Corvette

View Description

This Corvette is adorned with a striking red exterior that captures attention and admiration wherever it goes. Its timeless design is complemented by a sleek black interior, offering a sophisticated contrast that enhances its allure. Under the hood, this Corvette is powered by a robust 350 V8 engine, providing a driving experience that is both exhilarating and smooth. Paired with a 3-speed automatic transmission, this vehicle offers a seamless blend of power and convenience, making it a pleasure to drive on both city streets and open highways. The 1973 Corvette Convertible is equipped with an AM/FM radio, allowing occupants to enjoy their favorite tunes while cruising. The manual convertible top provides an opportunity to enjoy open-air driving, adding a sense of freedom and adventure to every journey. This 1973 Chevrolet Corvette Convertible is a remarkable...

New Arrival

2015 Ford Mustang GT

This Ingot Silver, with Black interior, 2015 Mustang GT is powered by a 5.0 V8 engine with a 6-Speed Automatic transmission.

$33,000

2554-CHI

13 Views

Recent Arrival

1976 Jeep Wagoneer

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

$27,000

2548-CHI

26 Views

Recent Arrival

1994 Mitsubishi 3000GT

This Red, with Grey/Black interior, 1994 3000GT is powered by a 3.0 LTR V6 engine with a 3-Speed/ Overdrive Automatic transmission.

$24,000

2545-CHI

26 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

New Arrival

2004 Mercury Grand Marquis

GS

This Arizona Beige , with Medium Parchment Beige interior, 2004 Grand Marquis is powered by a 4.6 LTR V8 engine with a 3-Speed Automatic transmission.

$13,500

2550-CHI

24 Views

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.

$172,000

2325R-CHI

477 Views

Chicago

1970 Dodge Charger RT

This Sub Lime Green, with Black interior, 1970 Charger RT is powered by a V8 528 HEMI, 581 DYER'S Blower engine with a 3-Speed Automatic transmission.

$155,000

2398-CHI

245 Views

Chicago

1970 Oldsmobile 442

Convertible

This White /Black Stripes, with Black interior, 1970 442 is powered by a 455 V8 engine with a 4-Speed Manual transmission.

$98,000

2484-CHI

302 Views

Chicago

1954 Chevrolet Corvette

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

$95,000

2381-CHI

247 Views

Advertisement

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.

$95,000

2441-CHI

178 Views

Chicago

1946 Ford Convertible

This Boyd Red, with Tan interior, 1946 Convertible is powered by a 420 CID EFI V8 engine with a 700-R4 Automatic transmission.

$95,000

2534-CHI

72 Views

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.

$94,000

2189-CHI

916 Views

Chicago

1964 Buick Riviera

This Marlin Blue, with Blue interior, 1964 Riviera is powered by a 425 Wildcat V8 engine with a 3-Speed Automatic transmission.

$89,000

2445-CHI

215 Views

Chicago

1962 Chevrolet Impala

Convertible

This Maroon , with Black interior, 1962 Impala is powered by a 409 V8 engine with a 4-Speed Manual transmission.

$85,000

2490-CHI

212 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

1963 Chevrolet Impala

This Tiel Green, with White interior, 1963 Impala is powered by a 409 V8 engine with a 4-Speed Manual transmission.

$75,000

2473-CHI

313 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.

$75,000

2346-CHI

154 Views

Call For Availability

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.

$75,000

2368R-CHI

232 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.

$75,000

2369R-CHI

444 Views

Chicago

1933 Plymouth Coupe

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

$71,000

2314-CHI

312 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

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.

$69,000

2442-CHI

130 Views

Call For Availability

1941 Ford Sedan Delivery

This Lime Green, with Tan interior, 1941 Sedan Delivery is powered by a 350 V8 engine with a 3-Speed Automatic transmission.

$69,000

2487R-CHI

123 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.

$67,000

2375R-CHI

132 Views

Chicago

1978 Pontiac Firebird Trans-Am

This Gold, with Camel interior, 1978 Firebird Trans-Am is powered by a 455 V8 engine with a 4-Speed Manual transmission.

$66,000

2491-CHI

135 Views

Chicago

1970 Dodge Challenger

Convertible

This Burnt Orange , with Burnt Orange interior, 1970 Challenger is powered by a 318 V8 engine with a 704 Automatic transmission.

$66,000

2496-CHI

171 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

2010 Ford F-150 SVT Raptor

This Molten Orange, with Black And Molten Orange interior, 2010 F-150 SVT Raptor is powered by a 5.4 LTR V8 engine with a 6-Speed Automatic transmission.

$60,000

2480-CHI

187 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.

$57,000

2419-CHI

276 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
2023
1903
1933
1963
1993
2023

Transmission

Colors

[ All | None ]

Settings

Vehicle Card Size
Alert