Here’s a visual collage of the Cadillac Escalade throughout the years - from 1999 to 2021. For good reference, I also included the Escalade EXT truck. Quite a transformation, but its still king of the hill. The 2021 Escalade in the final picture I saw at McDonald Cadillac in Saginaw, MI.
Bonus: Look at the photos below of the Cadillac Allante, Eldorado and CTS for another visual of how Caddy's design language has evolved throughout the years. The Allante was partially assembled in Italy by Pininfarina and then flown over to Detroit for completion. It was a very expensive model for GM to produce and its quite rare to see one these days.
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