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Gateway Classic Cars - Chicago

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Gateway Classic Cars of Chicago, located just 35 miles south of Chicago, specializes in a curated selection of classic, custom, exotic, antique, and unique vehicles from the region. Since opening in 2012, their knowledgeable team has provided a professional, transparent experience for both buyers and sellers in the heart of Chicago’s deep-rooted car culture.

For Sale
Historical Listings
182
Joined
2026
Filter 182 lots by keywords, lot #, or VIN
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Showing 24 of 182 related listings

2005 Cadillac XLR

Original & Highly Original
6865 mi 66k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$22,000
info
verified
Mar 23, 2026

1996 Chevrolet Camaro Z28 Convertible

Original & Highly Original
6865 mi 59k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$15,500
info
verified
Mar 22, 2026

1987 Chevrolet El Camino

Original & Highly Original
6865 mi 35k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$24,000
info
verified
Mar 22, 2026

1968 Chevrolet Chevelle SS-396

Modified
6865 mi 23k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$46,000
info
verified
Mar 21, 2026

2005 Cadillac Escalade Luxury

Original & Highly Original
6865 mi 76k mi TMU
Manual transmission Automatic
LHD steering LHD
Last Asking
$20,500
info
verified
Mar 20, 2026

2009 Mercedes-Benz SLK300

Original & Highly Original
6865 mi 18k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$23,000
info
verified
Mar 20, 2026

2004 Mercury Marauder

Original & Highly Original
6865 mi 107k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$22,000
info
verified
Mar 19, 2026

1989 Mercury Colony Park

Original & Highly Original
6865 mi 78k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$20,000
info
verified
Mar 19, 2026

2011 Ford Mustang GT California Special

Original & Highly Original
6865 mi 57k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$18,000
info
verified
Mar 19, 2026

2013 Ford Mustang Boss 302

Original & Highly Original
6865 mi 44k mi
Manual transmission Manual
LHD steering LHD
Last Asking
$32,000
info
verified
Mar 19, 2026

1955 Chevrolet 210 2 Door Post

Modified
6865 mi 7k mi TMU
Manual transmission Automatic
LHD steering LHD
Last Asking
$32,000
info
verified
Mar 19, 2026

1962 Chevrolet Impala Convertible

Original & Highly Original
6865 mi 42k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$79,000
info
verified
Mar 15, 2026

1986 Chevrolet Monte Carlo

Original & Highly Original
6865 mi 4k mi TMU
Manual transmission Automatic
LHD steering LHD
Last Asking
$59,000
info
verified
Mar 9, 2026

1967 Pontiac GTO

Original & Highly Original
6865 mi 36k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$69,000
info
verified
Mar 9, 2026

1966 Ford Mustang Hardtop

Modified
6865 mi 48k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$27,000
info
verified
Mar 8, 2026

1988 Lincoln Town Car

Original & Highly Original
6865 mi 41k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$11,000
info
verified
Mar 2, 2026

1969 Chevrolet Corvette Convertible

Modified
6865 mi 63k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$49,000
info
verified
Feb 28, 2026

1996 Ford Mustang GT

Original & Highly Original
6865 mi 16k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$17,500
info
verified
Feb 28, 2026

1969 Lincoln Mark III

Original & Highly Original
6865 mi 57k mi TMU
Manual transmission Automatic
LHD steering LHD
Last Asking
$28,000
info
verified
Feb 28, 2026

1956 Nash Metropolitan

Modified
6865 mi 24k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$15,500
info
verified
Feb 28, 2026

1998 Jaguar XK8

Original & Highly Original
6865 mi 65k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$12,500
info
verified
Feb 28, 2026

1994 Ford Thunderbird LX V Edition

Original & Highly Original
6865 mi 27k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$16,000
info
verified
Feb 27, 2026

1975 Chevrolet Corvette

Original & Highly Original
6865 mi 3k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$23,000
info
verified
Feb 26, 2026

1992 Ford F-150 Flareside

Original & Highly Original
6865 mi 133k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$17,500
info
verified
Feb 22, 2026