Cadillac in Chicago, IL
2,058 Cadillac listings within 50 miles of Chicago, IL, each scored against every vibe.
On the lot right now
The 12 strongest vibe matches of 2,058. Every line under a car was generated from that car’s own attributes by the engine, never typed by hand.
2024 Cadillac LYRIQ Sport 2$40,998 · 21,192 mi · HillsideCadillac Drip99Wreath and crest · Luxury without the euro tax
2022 Cadillac Escalade Sport$48,873 · 102,703 mi · Des PlainesCadillac Drip99Wreath and crest · Luxury without the euro tax
2021 Cadillac Escalade Sport$54,646 · 102,532 mi · Tinley ParkCadillac Drip99Wreath and crest · Luxury without the euro tax
2020 Cadillac Escalade Premium Luxury$38,978 · 116,397 mi · Chicago HeightsBlack Car Service99Black, naturally · A badge the client notices
2026 Cadillac CT4 Premium Luxury$39,798 · 5,094 mi · LincolnwoodCadillac Drip99Wreath and crest · Luxury without the euro tax
2026 Cadillac XT5 Premium Luxury$62,932 · 3 mi · NorthbrookCadillac Drip99Wreath and crest · Luxury without the euro tax
2024 Cadillac XT5 Premium Luxury$40,646 · 33,147 mi · Tinley ParkCadillac Drip99Wreath and crest · Luxury without the euro tax
2020 Cadillac XT5 Premium Luxury$35,998 · 8,123 mi · HillsideCadillac Drip99Wreath and crest · Luxury without the euro tax
2022 Cadillac Escalade Premium Luxury$61,598 · 32,688 mi · NapervilleCadillac Drip99Wreath and crest · Luxury without the euro tax
2024 Cadillac XT5 Sport$41,152 · 31,199 mi · LibertyvilleCadillac Drip99Wreath and crest · Luxury without the euro tax
2026 Cadillac Escalade IQL Sport$132,927 · 1,546 mi · LibertyvilleTax Write-Off99Over three tons, which is the entire point · Luxury, with a business purpose
2026 Cadillac CT5 Sport$60,452 · 5 mi · LincolnwoodCadillac Drip99Wreath and crest · Luxury without the euro tax