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Classic Cars For Sale In Chicago

112 Vehicles For Sale

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Please contact us at (866) 383-1416 to make an appointment if you are interested in buying or selling a vehicle.

CHICAGO - INVENTORY

Sensational Red 1993 Dodge D150 Restomod Pickup Truck For Sale ~ Listed at $19,500, this 4 Speed Auto transmission is the perfect complement to it’s 318 CID V8 engine ~ Read More...

3,228 VIEWS

2 FOLLOWERS

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CATEGORIES: TruckRestomodMopar

CHICAGO - INVENTORY

Awesome Ruby Red Metallic 1993 Chevrolet Corvette 40th Anniversary Convertible For Sale has a solid 5.7L V8 F OHV 16V under the hood and a 4A w/ Elec. OD transmission ~ Read More...

2,160 VIEWS

5 FOLLOWERS

CATEGORIES: ConvertibleSports Car

CHICAGO - INVENTORY

Astounding classic! Our Red 1993 Dodge Dakota Sport Pickup Truck For Sale complete with 3.9L V6 F OHV 12V and 4 Speed Auto can be yours today for $12,000 ~ Read More...

905 VIEWS

1 FOLLOWERS

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CATEGORIES: TruckMopar

#1803-CHI

$10,000

CHICAGO - NEW ARRIVAL

Unbelievable White 1997 Ford Thunderbird LX For Sale ~ Priced at $10,000, this 4A w/ Elec. OD transmission is the perfect complement to it’s 4.6L V8 F engine ~ Read More...

319 VIEWS

2 FOLLOWERS

CHICAGO - INVENTORY

Striking Pewter 1999 Pontiac Trans AM WS6 Convertible For Sale boasts a 346 CID V8 engine with 6 Speed Manual transmission ~ Listed at $29,500 is a real head turner ~ Read More...

2,591 VIEWS

5 FOLLOWERS

CHICAGO - INVENTORY

Dazzling Burgundy 1999 Ford F350 Super Duty Truck Custom Paint And Lift For Sale classic boasts a Automatic and 6.8L V10 ~ This head-turner is available today for only $22,500 ~ Read More...

17,348 VIEWS

1 FOLLOWERS

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CATEGORIES: Truck

CHICAGO - INVENTORY

Fabulous classic! Our Red 2001 Ford Mustang Cobra SVT Convertible For Sale complete with 4.6L V8 F DOHC 32V and 5M W/ OD can be yours today for $22,000 ~ Read More...

968 VIEWS

5 FOLLOWERS

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CATEGORIES: ConvertibleSports Car

CHICAGO - INVENTORY

Dazzling Blue 2002 Pontiac Firebird Trans Am WS6 For Sale boasts a 5.7L V8 F OHV engine with 4 Speed Automatic transmission ~ Listed at $33,500 is a real head turner ~ Read More...

4,872 VIEWS

5 FOLLOWERS

CATEGORIES: Sports CarMuscle Car

CHICAGO - INVENTORY

A collector’s dream, this Black 2002 Chevrolet Camaro Z28 SS 35th Anniversary Edition For Sale with a heart pounding 346 CID V8 is complete with a 6 Speed Manual for $18,500 ~ Read More...

2,488 VIEWS

4 FOLLOWERS

CATEGORIES: ConvertibleSports Car

CHICAGO - SOLD

Fantastic Pewter 2002 Pontiac Firebird Trans Am WS6 For Sale ~ Buy for $28,500, this 4 Speed Automatic transmission is the perfect complement to it’s 5.7L LS1 V8 engine ~ Read More...

2,971 VIEWS

2 FOLLOWERS

CATEGORIES: Sports CarMuscle Car

#1626-CHI

$29,500

CHICAGO - INVENTORY

Incredible Yellow 2003 Ford Mustang Mach I For Sale ~ Buy for $29,500, this 5 Speed Manual transmission is the perfect complement to it’s 4.6L V8 F DOHC 32V engine ~ Read More...

1,941 VIEWS

0 FOLLOWERS

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CATEGORIES: Sports Car

CHICAGO - CALL FOR AVAILABILITY

Eye-catching Black Silver 2003 BMW K1200LT With HMDE Bushtech Trailer For Sale boasts a 1200 CC engine with Other transmission ~ Listed at $8,500 is a real head turner ~ Read More...

2,375 VIEWS

2 FOLLOWERS

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CATEGORIES: Motorcycle

#1736-CHI

$21,500

CHICAGO - SOLD

A collector’s dream, this Black 2003 Mercury Marauder For Sale with a heart pounding 4.6L V8 F DOHC is complete with a 4 Speed Auto for $21,500 ~ Read More...

5,797 VIEWS

3 FOLLOWERS

#1764-CHI

$29,500

CHICAGO - INVENTORY

Fantastic Dark Shadow Grey 2004 Ford Mustang Mach I For Sale classic boasts a 5 Speed Manual With Overdrive and 4.6L V8 F DOHC 32V ~ This head-turner is available today for only $29,500 ~ Read More...

673 VIEWS

0 FOLLOWERS

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CATEGORIES: Sports Car

CHICAGO - INVENTORY

Fantastic Black 2005 Chevrolet SSR Pickup Truck For Sale has a solid 6.0l LS2 V8 under the hood and a 4 Speed Auto transmission ~ Read More...

2,000 VIEWS

2 FOLLOWERS

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CATEGORIES: Truck

CHICAGO - SOLD

Built for the road, our Black 2005 Dodge Ram SRT10 Pickup Truck For Sale classic boasts a 4 Speed Automatic and 8.3L V10 ~ This head-turner is available today for only $33,500 ~ Read More...

1,059 VIEWS

1 FOLLOWERS

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CATEGORIES: TruckMopar

CHICAGO - INVENTORY

Spectacular Charcoal 2006 Harley Davidson FLSTNI Softail Deluxe For Sale has a solid 1450 CCM Vtwin air Cooled under the hood and a 5 Speed transmission ~ Read More...

1,842 VIEWS

0 FOLLOWERS

CATEGORIES: Motorcycle

#1791-CHI

$14,000

CHICAGO - NEW ARRIVAL

Splendid classic! Our Orange 2007 Ford Mustang GT For Sale complete with 4.6L V8 F SOHC and 5M can be yours today for $14,000 ~ Read More...

371 VIEWS

2 FOLLOWERS

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CATEGORIES: Sports Car

#1750-CHI

$24,000

CHICAGO - INVENTORY

Astounding classic! Our Black 2009 Ford Mustang GT For Sale complete with 4.6L V8 and 5 Speed Manual can be yours today for $24,000 ~ Read More...

2,079 VIEWS

4 FOLLOWERS

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CATEGORIES: Sports Car

#1780-CHI

$25,500

CHICAGO - INVENTORY

Thrilling Red 2012 Chevrolet Camaro 2SS For Sale ~ Listed at $25,500, this 6 Speed Manual transmission is the perfect complement to it’s 6.2L V8 F OHV 16V engine ~ Read More...

443 VIEWS

0 FOLLOWERS

CATEGORIES: Sports Car

CHICAGO - CALL FOR AVAILABILITY

Astounding Carbon Flash Metallic 2012 Chevrolet Camaro SS Callaway 45th Anniversary Edition For Sale classic boasts a Automatic and 6.2L V8 F OHV 16V ~ This head-turner is available today for only $42,000 ~ Read More...

2,208 VIEWS

2 FOLLOWERS

CATEGORIES: Sports Car

CHICAGO - INVENTORY

A collector’s dream, this Red 2015 Chevrolet Camaro 2SS Convertible For Sale with a heart pounding 6.2L V8 F OHV 16V is complete with a 6 Speed Automatic for $29,500 ~ Read More...

909 VIEWS

1 FOLLOWERS

CATEGORIES: ConvertibleSports Car

Gateway Classic Cars of Chicago is proud to present some of the finest classic, exotic and vintage cars that have ever hit the road. Since 1999, we have been the premier classic car company in the US. We currently have 112 classics and exotics for sale today. Don’t take our word for it! Please check out what our amazing customers have to share about Gateway Classic Cars. From the iconic Ford Mustang to the awe inspiring Chevrolet Corvette and everything in between, we have the classic car for you. Financing is available for all qualified buyers. Contact one of our inventory specialists today!

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Our vehicles are published on several websites including ~ Autotrader Classics ~ Hemmings ~ ClassicCars ~ Carsforsale ~ AllCollectorCars ~ eBay ~ Facebook ~ YouTube

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Gateway Classic Cars
1237 Central Park Dr. O'Fallon, IL. 62269 | 618.271.3000 | 800.231.3616

3,321 Classic and Exotics For Sale Today

Our vehicles were viewed 5,047,492 times in Jul 2020