The Chicago Jazz Festival always has a great lineup. But one of the biggest grabs in their history was Miles Davis in 1990, a year before he died at the age of 65.
From the very beginning of his career, Miles had sent audiences through the stylistic wringer, diving deep in to all sorts of heavy bop and funk to inform his jazz. Here, he and top flight band, including guitarist Foley and sax player Kenny Garrett, weave a jazz-funk-rock hybrid that in retrospect, wrote the playbook for a sound that would be popularized by Medeski Martin & Wood, Greyboy Allstars, and Galactic (amongst others) in the decade to come.
Look no further than the extended, improv heavy take on Michael Jackson's "Human Nature" for a feel for what I'm talking about.
Petrillo Band Shell - Chicago Jazz Festival
August 20th, 1990
Perfect Way, Star People, Hannibal, The Senate-Me and You, Human Nature, Time After Time, Wrinkle