Inventory - Chicago

150 Vehicle(s) In Showroom

150 Vehicle(s) In Showroom

Looking for the perfect classic or exotic car? We have 150 amazing cars available for you today! Our inventory specialists make the process easy for you. Come visit us at Gateway Classic Cars of Chicago and find yourself in a bygone era of chrome, muscle, power and class. Thousands of classic car buyers chose Gateway Classic Cars because we take pride in offering the highest quality vehicles and over 20 years of excellence. Don’t forget to join our email list and find out all about our newest additions to our inventory every week.

CHICAGO - INVENTORY

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

3,409 VIEWS

3 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Striking Silver/Blue 1932 Chevrolet Roadster Pickup Restomod boasts a 350 CID V8 LT1 engine. Listed at $37,500 with 1,585 miles is a real head turner. Read More...

4,592 VIEWS

6 FOLLOWERS

QUICK VIEW

CHICAGO - CALL FOR AVAILABILITY

See for yourself! This sleek 1932 Chevrolet Sedan 2 Door Restomod is equipped with a 355 CID V8 and a 4 Speed Automatic and is ready to hit the road for just $36,500. Read More...

3,030 VIEWS

7 FOLLOWERS

QUICK VIEW

#1445R-CHI

$81,500

CHICAGO - CALL FOR AVAILABILITY

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

5,150 VIEWS

3 FOLLOWERS

QUICK VIEW

#1469-CHI

$22,000

CHICAGO - SOLD

Stylish and classy, our Blue 1937 Plymouth Coupe boasts a 3.1L Inline 6 engine. Listed at $22,000 with 52,235 miles is a real head turner. Read More...

4,548 VIEWS

0 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Amazing Red 1939 Ford Deluxe Vintage Air boasts a 350 CID V8 engine. Listed at $57,500 with 4,103 miles is a real head turner. Read More...

2,173 VIEWS

2 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

See for yourself! This sleek 1940 Ford Deluxe Flower Car is equipped with a Flathead V8 and a 3 Speed Manual and is ready to hit the road for just $128,000. Read More...

7,022 VIEWS

0 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Surprising Maroon 1940 Ford Deluxe Convertible with 11,157 miles has a solid 221 CID V8 under the hood and a 3 Speed Manual transmission. Read More...

1,851 VIEWS

0 FOLLOWERS

QUICK VIEW

#1441R-CHI

$45,500

CHICAGO - CALL FOR AVAILABILITY

Fabulous classic! Our 1940 Ford Coupe complete with Flathead V8 and 3 Speed Manual has 568 miles and can be yours today for $45,500. Read More...

4,378 VIEWS

2 FOLLOWERS

QUICK VIEW

CHICAGO - CALL FOR AVAILABILITY

Astounding Viper Red 1947 Plymouth Special Deluxe. Purchase for $82,000, this Automatic transmission is the perfect complement to it’s 5.7L V8 Hemi engine. Read More...

5,186 VIEWS

1 FOLLOWERS

QUICK VIEW

#1585-CHI

$12,500

CHICAGO - INVENTORY

Magnificent Red 1949 Cushman Scooter boasts a 50 CC engine. Listed at $12,500 with 0 miles is a real head turner. Read More...

1,111 VIEWS

0 FOLLOWERS

QUICK VIEW

CHICAGO - SOLD

Wonderful classic! Our 1949 Chevrolet 3800 Pick Up Truck Restomod 454 complete with 454 CID V8 and 4 Speed Auto has 1,871 miles and can be yours today for $55,000. Read More...

1,167 VIEWS

2 FOLLOWERS

QUICK VIEW

#1564-CHI

$29,500

CHICAGO - SOLD

Eye-catching Blue 1949 Dodge Coronet. Priced at $29,500, this 3 Speed Automatic transmission is the perfect complement to it’s 350 CID V8 engine. Read More...

3,801 VIEWS

4 FOLLOWERS

QUICK VIEW

#1470-CHI

$19,500

CHICAGO - INVENTORY

Fabulous classic has 81,406 miles and boasts a 4 Speed Manual and Inline 4. This head-turner is available today for only $19,500. Call us! Read More...

2,615 VIEWS

1 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Built for the road, our White and Red 1955 Ford Fairlane Victoria Fordomatic boasts a 272 CID V8 engine. Listed at $33,500 with 31,648 miles is a real head turner. Read More...

1,339 VIEWS

1 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Dazzling Hunter Green 1955 Chevrolet 3100 Edelbrock Short Bed Pickup Truck. Priced at $25,500, this 4 Speed Automatic transmission is the perfect complement to it’s 383 CID V8 Stroker Edelbrock engine. Read More...

2,936 VIEWS

5 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Wonderful classic has 200 miles and boasts a C6 Automatic and 302 CID V8. This head-turner is available today for only $84,000. Call us! Read More...

2,501 VIEWS

3 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

A collector’s dream, this 1956 Ford Customline Restomod and a heart pounding 292 V8 is complete with a 3 Speed Automatic for $25,500. Read More...

873 VIEWS

3 FOLLOWERS

QUICK VIEW

#1390R-CHI

$18,000

CHICAGO - CALL FOR AVAILABILITY

Check out this gorgeous Metal Flake Blue 1956 Volkswagen Dune Buggy with 98,497 miles has a solid 1600 CC under the hood and a 4 Speed Manual transmission. Read More...

9,780 VIEWS

3 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Thrilling Turquoise 1957 Chevrolet Bel Air Convertible with 3,781 miles has a solid 283 CID V8 under the hood and a 3 Speed Manual transmission. Read More...

2,267 VIEWS

5 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Fantastic Matador Red 1957 Chevrolet Bel Air Convertible boasts a 282 V8 engine. Listed at $71,000 with 314 miles is a real head turner. Read More...

776 VIEWS

3 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Breathtaking classic! Our 1957 Ford Thunderbird Convertible complete with 312 CID V8 and Automatic has 7,662 miles and can be yours today for $32,000. Read More...

7,534 VIEWS

5 FOLLOWERS

QUICK VIEW

#1547R-CHI

$57,500

CHICAGO - CALL FOR AVAILABILITY

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

3,376 VIEWS

3 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

See for yourself! This sleek 1961 Ford Thunderbird Hardtop is equipped with a 390 CID V8 and a 3 Speed Auto and is ready to hit the road for just $23,000. Read More...

871 VIEWS

2 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Wonderful classic! Our 1962 Pontiac Catalina Bubble Top Mickey Thompson Big Block complete with 389 CI Big Block V-8 and 4 Speed Manual has 35,166 miles and can be yours today for $90,500. Read More...

871 VIEWS

1 FOLLOWERS

QUICK VIEW

#1488-CHI

$23,000

CHICAGO - INVENTORY

Astonishing White 1963 Buick Riviera boasts a 401 CID V8 Nailhead engine. Listed at $23,000 with 72,854 miles is a real head turner. Read More...

7,528 VIEWS

8 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Shocking classic! Our 1964 Pontiac GTO V-8 Big Block complete with V-8 Big Block and 4 Speed Manual has 99,610 miles and can be yours today for $57,000. Read More...

636 VIEWS

1 FOLLOWERS

QUICK VIEW

CHICAGO - INVENTORY

Grand Burgundy 1964 Chevrolet Corvair Monza Convertible. Listed for $17,000, this 4 Speed Manual transmission is the perfect complement to it’s 110 Flat 6 engine. Read More...

795 VIEWS

2 FOLLOWERS

QUICK VIEW

#1686-CHI

$59,000

CHICAGO - NEW ARRIVAL

Incredible classic! Our 1965 Shelby Cobra complete with 427 CID V8 and 5 Speed Manual has 4,329 miles and can be yours today for $59,000. Read More...

459 VIEWS

2 FOLLOWERS

QUICK VIEW

#1393R-CHI

$49,000

CHICAGO - CALL FOR AVAILABILITY

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

5,813 VIEWS

3 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

3,446 Classic and Exotics For Sale Today

Our vehicles were viewed 3,409,926 times in Sep 2019