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Classic Cars and Trucks For Sale In Chicago

Your Classic, Exotic, and Muscle Car Headquarters

214 Vehicles Found

Currently Accepting Bids at Auction

1971 Chevrolet Monte Carlo

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This Green, with Lt Green interior, 1971 Monte Carlo is powered by a 454 V8 engine with a Turbo 400 Automatic transmission.

1971 Chevrolet Monte Carlo

View Description

This iconic vehicle is presented in a striking green exterior that complements its light green interior, offering a nostalgic and eye-catching color combination that is sure to turn heads wherever you go. Under the hood lies a formidable 454 V8 engine, delivering the kind of power and performance that muscle car enthusiasts dream of. Paired with a Turbo 400 automatic transmission, this Monte Carlo ensures a smooth and exhilarating driving experience that captures the essence of 1970s automotive design. Inside, the cabin is outfitted with a vintage vinyl interior, providing both comfort and style reminiscent of its era. It is equipped with essential features that enhance your driving experience. The air conditioning system ensures a comfortable ride in all conditions, while the AM radio brings a touch of nostalgia, allowing you to enjoy classic tunes as you cruise down the road. Power steering and power brakes make handling this classic car a breeze, providing ease of operation without sacrificing the thrill of driving. The exterior is further enhanced by the inclusion of rally wheels, adding an...

Currently Accepting Bids at Auction

2000 Pontiac Firebird

Trans Am WS6

This Dark Blue, with Black/Charcoal interior, 2000 Firebird is powered by a 5.7 LTR V8 engine with a 4-Speed Automatic transmission.

2000 Pontiac Firebird

View Description

Introducing a classic blend of power and style, this 2000 Pontiac Firebird Trans Am WS6 stands as a testament to the golden era of American muscle cars. Cloaked in a striking dark blue exterior, it exudes a commanding presence that is sure to turn heads wherever you drive. The sleek lines and aerodynamic design embody the spirit of performance that Pontiac is renowned for, while the iconic WS6 package adds a touch of exclusivity and enhanced capability to this remarkable vehicle. The black and charcoal leather interior offers a refined atmosphere, complementing the car's powerful persona. Ergonomically designed power seats ensure a comfortable ride, while the leather-wrapped tilt steering wheel provides ease of handling and an extra touch of luxury. With an array of power features, including power windows, power locks, and power steering, convenience is at your fingertips, enhancing your driving experience. At the heart of this Trans Am lies a robust 5. 7 L V8 engine, paired with a smooth 4-speed automatic transmission. This powertrain promises a thrilling performance, delivering the raw power and acceleration that enthusiasts crave. For those who...

Currently Accepting Bids at Auction

1973 Volkswagen Beetle

Convertible

This Hot Coral, with White Custom interior, 1973 Beetle is powered by a 1600 CC V4 Other engine with a Manual transmission.

1973 Volkswagen Beetle

View Description

Introducing a classic icon reimagined, this 1973 Volkswagen Beetle captures the essence of automotive nostalgia with a vibrant twist. Featuring a striking hot coral exterior, this Beetle makes a bold statement on the road, turning heads wherever it goes. The exterior is complemented by wide white walls and traditional hub caps, giving it that timeless look that Volkswagen enthusiasts have cherished for decades. Step inside to experience the luxurious feel of a custom white leather interior. The craftsmanship is evident in every stitch, providing a comfortable and stylish environment that enhances every drive. The manual convertible top adds a touch of open-air freedom, allowing you to enjoy the sunshine and breeze with ease. Underneath the hood lies a 1600cc V4 engine, paired with a manual transmission that ensures a driving experience true to the spirit of the original Beetle. This combination offers a blend of performance and nostalgia that is sure...

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Currently Accepting Bids at Auction

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.

1986 Chevrolet C/K Pickup

View Description

Introducing a classic 1986 Chevrolet C/K Pickup that combines vintage charm with reliable performance. This iconic truck sports a striking red and white exterior that is sure to turn heads wherever you go. Beneath the hood lies a robust 350 V8 engine paired with an automatic transmission, offering a driving experience that is both powerful and smooth. The silver and black interior of this Chevrolet C/K Pickup provides a sleek and stylish cabin environment. Equipped with a host of features, the truck includes an AM/FM radio and a CD player, allowing you to enjoy your favorite tunes on the go. The inclusion of cruise control adds an element of convenience for long drives, providing a comfortable and relaxed journey. Functionality is key in this 1986 Chevrolet C/K Pickup, with power brakes, power locks, and power steering enhancing the driving experience. Power windows offer ease of use, while seatbelts ensure safety for all occupants. This truck...

Currently Accepting Bids at Auction

1996 Ford F-150

Eddie Bauer

This Maroon, with Tan interior, 1996 F-150 is powered by a 5.0 V8 engine with an Automatic transmission.

1996 Ford F-150

View Description

Introducing the 1996 Ford F150 Eddie Bauer, a classic pickup that embodies the blend of rugged capability and refined comfort. This particular model boasts a striking maroon exterior that exudes a timeless appeal, while the tan cloth interior offers a warm and inviting atmosphere, making every drive a pleasurable experience. Under the hood, the F150 Eddie Bauer is equipped with a robust 5. 0 V8 engine, paired with an automatic transmission, delivering a smooth and powerful ride. This combination ensures that whether you're cruising on the highway or tackling more demanding tasks, this truck is more than capable of meeting your needs. Designed with convenience and comfort in mind, this Ford F150 comes with a range of desirable features. The air conditioning ensures a comfortable cabin environment, regardless of the weather outside. The aluminum wheels not only add a touch of style but also contribute to the vehicle's performance and efficiency. For music lovers, the AM/FM radio and CD player provide entertainment options to enhance your journeys. Safety and ease of use are also paramount in this vehicle. It includes driver airbags...

Currently Accepting Bids at Auction

2006 Lexus LS 430

This Silver, with Gray interior, 2006 LS 430 is powered by a 4.3 LTR V8 engine with a 6-Speed Automatic transmission.

Recent Arrival

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.

$102,000

2484-CHI

73 Views

Recent Arrival

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

71 Views

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Each week Gateway Classic Cars features their newest inventory . Click the image above to see the latest classic and exotic vehicles available.

Recent Arrival

1962 Chevrolet Impala

Convertible

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

$89,000

2490-CHI

70 Views

Recent Arrival

1969 Ford Mustang Mach 1

This Candy Apple , with Black interior, 1969 Mustang Mach 1 is powered by a 351 V8 engine with a 4-Speed Manual transmission.

$76,000

2479-CHI

122 Views

Recent Arrival

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.

$70,000

2487-CHI

52 Views

New Arrival

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

36 Views

Recent Arrival

1972 Chevrolet Corvette Stingray

Convertible

This Yellow, with Saddle interior, 1972 Corvette Stingray is powered by a 350 V8 engine with a 3-Speed Automatic transmission.

$46,000

2495-CHI

73 Views

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Recent Arrival

1999 Plymouth Prowler

Convertible

This Prowler Purple Metallic, with Dark Charcoal Grey interior, 1999 Prowler is powered by a 3.5 LTR V6 engine with an Automatic transmission.

$40,000

2477-CHI

65 Views

Recent Arrival

1968 Pontiac LeMans

Convertible

This Red, with Black interior, 1968 LeMans is powered by a 350 V8 engine with a 3-Speed Automatic transmission.

$40,000

2503-CHI

29 Views

New Arrival

1968 Chevrolet Camaro

This Yellow, with Black interior, 1968 Camaro is powered by a 350 V8 engine with a 3-Speed Automatic transmission.

$40,000

2506-CHI

49 Views

Recent Arrival

1970 Ford Mustang

Convertible Conv

This Green/Silver, with Black interior, 1970 Mustang is powered by a 347 V8 engine with a Tremec 5-Speed Manual transmission.

$39,000

2476-CHI

67 Views

New Arrival

1968 Plymouth Sport Fury

Convertible

This Lime Metallic, with Green ( Avocado) interior, 1968 Sport Fury is powered by a 383 V8 engine with a 4-Speed Manual transmission.

$33,000

2497-CHI

53 Views

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Recent Arrival

1967 Ford Mustang

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

$31,000

2501-CHI

48 Views

Recent Arrival

1998 Chevrolet Camaro Z28

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

$29,000

2499-CHI

38 Views

Recent Arrival

1956 Volkswagen Beetle

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

$27,000

2483-CHI

46 Views

New Arrival

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.

$27,000

2504-CHI

35 Views

Recent Arrival

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.

$27,000

2498-CHI

53 Views

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Recent Arrival

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.

$24,000

2493-CHI

50 Views

Recent Arrival

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

35 Views

New Arrival

1969 Ford XL

Convertible

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

$21,000

2508-CHI

21 Views

Recent Arrival

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.

$19,500

2482-CHI

43 Views

Recent Arrival

1976 Lincoln Continental

This Silver, with Dark Red interior, 1976 Continental is powered by a 460 V8 engine with a 3-Speed Automatic transmission.

$17,000

2481-CHI

81 Views

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Recent Arrival

2008 Mercury Grand Marquis

This Silver, with Gray interior, 2008 Grand Marquis is powered by a 4.6 LTR V8 engine with a 3-Speed/OVERDRIVE Automatic transmission.

$16,500

2424-CHI

57 Views

Recent Arrival

1986 Chevrolet Corvette

Convertible

This Red, with Red interior, 1986 Corvette is powered by a 5.7 LTR V8 engine with a 4-Speed Automatic transmission.

$14,500

2500-CHI

35 Views

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