Inventory - Chicago

150 Vehicle(s) In Showroom

year ( ascending )

150 Vehicle(s) In Showroom

year ( ascending )

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 150 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!

#1526-CHI

$16,000

CHICAGO - INVENTORY

Check out this gorgeous Red 1931 Ford Phaeton Replica. Purchase for $16,000, this 3 Speed Manual transmission is the perfect complement to it’s 4 Cylinder engine. Read More...

3,010 VIEWS

3 FOLLOWERS

QUICK VIEW

#1562-CHI

$37,500

CHICAGO - INVENTORY

Built for the road, our Silver/Blue 1932 Chevrolet Pickup. Priced at $37,500, this 4 Speed Automati transmission is the perfect complement to it’s 350 CID V8 LT1 engine. Read More...

3,937 VIEWS

4 FOLLOWERS

QUICK VIEW

#1565-CHI

$36,500

CHICAGO - INVENTORY

Stylish and classy, our Red 1932 Chevrolet Sedan with only 0 miles has a solid 355 CID V8 under the hood and a 4 Speed Automatic transmission. Read More...

2,725 VIEWS

7 FOLLOWERS

QUICK VIEW

#1445R-CHI

$81,500

CHICAGO - CALL FOR AVAILABILITY

Spectacular Black Pearl 1934 Ford 3 Window Coupe boasts a 350 CID V8 engine. Listed at $81,500 with only 1,587 miles is a real head turner. Read More...

4,892 VIEWS

2 FOLLOWERS

QUICK VIEW

#1469-CHI

$22,000

CHICAGO - INVENTORY

Built for the road, our Blue 1937 Plymouth Coupe with only 52,235 miles has a solid 3.1L Inline 6 under the hood and a 3 Speed Manual transmission. Read More...

4,267 VIEWS

2 FOLLOWERS

QUICK VIEW

#1481-CHI

$57,500

CHICAGO - INVENTORY

Spectacular Red 1939 Ford Deluxe. Listed for only $57,500, this Automatic transmission is the perfect complement to it’s 350 CID V8 engine. Read More...

2,027 VIEWS

2 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Built for the road, our Black 1940 Ford Deluxe Flower Car boasts a Flathead V8 engine. Listed at $128,000 with only 21,896 miles is a real head turner. Read More...

6,701 VIEWS

0 FOLLOWERS

QUICK VIEW

#1407-CHI

$67,500

CHICAGO - INVENTORY

Built for the road, our Maroon 1940 Ford Deluxe with only 11,157 miles has a solid 221 CID V8 under the hood and a 3 Speed Manual transmission. Read More...

1,743 VIEWS

0 FOLLOWERS

QUICK VIEW

#1441R-CHI

$45,500

CHICAGO - CALL FOR AVAILABILITY

Fantastic Clay 1940 Ford Coupe boasts a Flathead V8 engine. Listed at $45,500 with only 568 miles is a real head turner. Read More...

4,139 VIEWS

2 FOLLOWERS

QUICK VIEW

CHICAGO - CALL FOR AVAILABILITY

Stylish and classy, our Viper Red 1947 Plymouth Special Deluxe. Listed for only $82,000, this Automatic transmission is the perfect complement to it’s 5.7L V8 Hemi engine. Read More...

4,905 VIEWS

1 FOLLOWERS

QUICK VIEW

#1564-CHI

$29,500

CHICAGO - INVENTORY

Built for the road, our Blue 1949 Dodge Coronet boasts a 350 CID V8 engine. Listed at $29,500 with only 9 miles is a real head turner. Read More...

3,451 VIEWS

6 FOLLOWERS

QUICK VIEW

#1585-CHI

$12,500

CHICAGO - INVENTORY

Check out this gorgeous Red 1949 Cushman Scooter. Purchase for $12,500, this 2 Speed Automatic transmission is the perfect complement to it’s 50 CC engine. Read More...

915 VIEWS

0 FOLLOWERS

QUICK VIEW

#1470-CHI

$19,500

CHICAGO - INVENTORY

Check out this gorgeous Black 1952 MG TD boasts a Inline 4 engine. Listed at $19,500 with only 81,406 miles is a real head turner. Read More...

2,449 VIEWS

1 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Check out this gorgeous White and Red 1955 Ford Fairlane Victoria. Purchase for $33,500, this 3 Speed Automatic transmission is the perfect complement to it’s 272 CID V8 engine. Read More...

964 VIEWS

1 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Spectacular Hunter Green 1955 Chevrolet 3100 Short Bed Truck with only 500 miles has a solid 383 CID V8 Stroker Edelbrock under the hood and a 4 Speed Automatic transmission. Read More...

1,992 VIEWS

3 FOLLOWERS

QUICK VIEW

#1599-CHI

$84,000

CHICAGO - INVENTORY

Built for the road, our Aqua Blue and White Pearl 1956 Ford Customline with only 200 miles has a solid 302 CID V8 under the hood and a C6 Automatic transmission. Read More...

2,082 VIEWS

3 FOLLOWERS

QUICK VIEW

#1643-CHI

$25,500

CHICAGO - NEW ARRIVAL

Check out this gorgeous Black 1956 Ford Customline. Purchase for $25,500, this 3 Speed Automatic transmission is the perfect complement to it’s 292 V8 engine. Read More...

352 VIEWS

1 FOLLOWERS

QUICK VIEW

#1390R-CHI

$18,000

CHICAGO - CALL FOR AVAILABILITY

Built for the road, our Metal Flake Blue 1956 Volkswagen Dune Buggy. Priced at $18,000, this 4 Speed Manual transmission is the perfect complement to it’s 1600 CC engine. Read More...

9,139 VIEWS

3 FOLLOWERS

QUICK VIEW

#1571-CHI

$89,000

CHICAGO - INVENTORY

Fantastic Turquoise 1957 Chevrolet Bel Air. Listed for only $89,000, this 3 Speed Manual transmission is the perfect complement to it’s 283 CID V8 engine. Read More...

1,961 VIEWS

5 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Stylish and classy, our Matador Red 1957 Chevrolet Bel Air Convertible with only 314 miles has a solid 282 V8 under the hood and a 2 Speed Automatic transmission. Read More...

603 VIEWS

3 FOLLOWERS

QUICK VIEW

#1289-CHI

$32,000

CHICAGO - INVENTORY

Fantastic Azure Blue 1957 Ford Thunderbird. Priced at $32,000, this Automatic transmission is the perfect complement to it’s 312 CID V8 engine. Read More...

7,195 VIEWS

5 FOLLOWERS

QUICK VIEW

#1547R-CHI

$57,500

CHICAGO - CALL FOR AVAILABILITY

Spectacular Black Cherry 1957 Chevrolet Bel Air with only 1,281 miles has a solid 350 CID V8 under the hood and a Automatic transmission. Read More...

3,097 VIEWS

3 FOLLOWERS

QUICK VIEW

#1665-CHI

$23,000

CHICAGO - INVENTORY

Built for the road, our White 1961 Ford Thunderbird. Purchase for $23,000, this 3 Speed Auto transmission is the perfect complement to it’s 390 CID V8 engine. Read More...

585 VIEWS

1 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Stylish and classy, our Black 1962 Pontiac Catalina Bubble Top with only 35,166 miles has a solid 389 CI Big Block V-8 under the hood and a 4 Speed Manual transmission. Read More...

460 VIEWS

1 FOLLOWERS

QUICK VIEW

#1282R-CHI

$30,000

CHICAGO - CALL FOR AVAILABILITY

Fantastic Ruby Red 1962 Chevrolet Impala boasts a 350 CID V8 engine. Listed at $30,000 with only 42,440 miles is a real head turner. Read More...

18,090 VIEWS

1 FOLLOWERS

QUICK VIEW

#1488-CHI

$23,500

CHICAGO - INVENTORY

Spectacular White 1963 Buick Riviera with only 72,854 miles has a solid 401 CID V8 Nailhead under the hood and a 4 Speed Automati transmission. Read More...

6,819 VIEWS

6 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Fantastic Burgundy 1964 Chevrolet Corvair Monza Convertible with only 37,805 miles has a solid 110 Flat 6 under the hood and a 4 Speed Manual transmission. Read More...

534 VIEWS

2 FOLLOWERS

QUICK VIEW

#1393R-CHI

$49,000

CHICAGO - CALL FOR AVAILABILITY

Spectacular Blue 1965 AC Cobra Replica with only 16,084 miles has a solid 351 CID V8 under the hood and a 5 Speed Manual transmission. Read More...

5,526 VIEWS

2 FOLLOWERS

QUICK VIEW

#1518R-CHI

$38,000

CHICAGO - CALL FOR AVAILABILITY

Fantastic Red 1965 Ford Galaxie 500 with only 48,800 miles has a solid 390 CID V8 under the hood and a Automatic transmission. Read More...

3,722 VIEWS

1 FOLLOWERS

QUICK VIEW

#1596-CHI

$32,000

CHICAGO - INVENTORY

Check out this gorgeous White 1966 Buick Riviera boasts a 425 CID V8 engine. Listed at $32,000 with only 51,716 miles is a real head turner. Read More...

1,669 VIEWS

4 FOLLOWERS

QUICK VIEW

Per Page Setting

Per Page Setting

© Copyright 2019, Gateway Classic Cars | All Rights Reserved

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

3,391 Classic and Exotics For Sale Today

Our vehicles were viewed 3,553,719 times in Aug 2019