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Windy City Motors

verified
house Chicago, IL

Windy City Motors specializes in specialty and enthusiast vehicles, with an emphasis on performance cars, luxury models, and unique, hard-to-find builds alongside select pre-owned inventory. Their offerings are curated for buyers looking for standout vehicles that go beyond typical daily drivers, with a focus on condition, presentation, and driving experience.

For Sale
Historical Listings
96
Joined
2026
Filter 96 lots by keywords, lot #, or VIN
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Showing 24 of 96 related listings

2003 Chevrolet Corvette

Original & Highly Original
6865 mi 98k mi
Manual transmission Manual
LHD steering LHD
For Sale
$17,550
verified
Apr 17, 2026

2014 Chrysler 300

Original & Highly Original
6865 mi 147k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$11,895
verified
Apr 14, 2026

2016 Jeep Wrangler Sahara

Original & Highly Original
6865 mi 125k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$16,896
verified
Apr 8, 2026

2020 Jeep Gladiator Rubicon

Original & Highly Original
6865 mi 98k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$28,896
verified
Apr 8, 2026

2009 Lexus RX 350

Original & Highly Original
6865 mi 185k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$9,850
verified
Apr 3, 2026

2020 Jeep Wrangler Sahara

Original & Highly Original
6865 mi 106k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$23,895
verified
Apr 1, 2026

2007 Mercedes-Benz E350

Original & Highly Original
6865 mi 147k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$4,850
verified
Mar 31, 2026

2007 Jeep Wrangler X

Modified
6865 mi 156k mi
Manual transmission Manual
LHD steering LHD
For Sale
$9,896
verified
Mar 21, 2026

2018 Jeep Wrangler Sahara

Original & Highly Original
6865 mi 97k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$22,896
verified
Mar 19, 2026

2020 Jeep Wrangler Sport

Original & Highly Original
6865 mi 106k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$24,896
verified
Mar 19, 2026

2012 Jeep Wrangler Sahara

Modified
6865 mi 213k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$12,995
verified
Mar 14, 2026

2003 Jeep Wrangler SE

Original & Highly Original
6865 mi 140k mi
Manual transmission Manual
LHD steering LHD
For Sale
$9,895
verified
Mar 4, 2026

1955 Chevrolet 3100 Pickup W/ Fender Mount Spare

Original & Highly Original
6865 mi 1k mi TMU
Manual transmission Manual
LHD steering LHD
For Sale
$47,895
verified
Feb 24, 2026

2020 Cadillac Escalade Premium Luxury

Original & Highly Original
6865 mi 88k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$36,896
verified
Feb 4, 2026

1972 Ford Mustang Convertible

Modified
6865 mi 59k mi TMU
Manual transmission Automatic
LHD steering LHD
For Sale
$28,986
verified
Feb 4, 2026

2018 Jeep Wrangler Sport

Original & Highly Original
6865 mi 58k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$21,895
verified
Feb 4, 2026

2015 Jeep Wrangler Sahara

Original & Highly Original
6865 mi 148k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$16,896
verified
Feb 4, 2026

1968 Dodge Polara Convertible

Original & Highly Original
6865 mi 31k mi TMU
Manual transmission Automatic
LHD steering LHD
For Sale
$18,896
verified
Feb 4, 2026

2008 Land Rover Freelander HSE

Original & Highly Original
6865 mi 108k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$7,850
verified
Feb 4, 2026

2014 Jeep Wrangler Sahara

Original & Highly Original
6865 mi 216k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$13,896
verified
Feb 4, 2026

2013 Mercedes-Benz SL63 AMG P30 Performance Package

Original & Highly Original
6865 mi 105k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$34,850
verified
Feb 4, 2026

2012 Nissan Murano SL

Original & Highly Original
6865 mi 155k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$12,850
verified
Feb 4, 2026

2012 Subaru Impreza

Original & Highly Original
6865 mi 136k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$7,850
verified
Feb 4, 2026

2011 Jeep Wrangler Sahara

Original & Highly Original
6865 mi 194k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$12,896
verified
Feb 4, 2026