Formed in 1995, Urban Knights was initially conceived as a showcase for Lewis and a rotating cast of guest artists. The group's debut album, Urban Knights I, arrived that same year on GRP and featured production by Earth, Wind Fire's Maurice White. Joining Lewis were a bevy of name performers including Grover Washington, Jr., Omar Hakim, Freddie Hubbard, and others. The album reached number five on the Billboard Jazz Albums chart. Urban Knights II followed two years later and again found Lewis working with producer White. Also coming on board was the pianist's son, keyboardist Frayne Lewis. The album reached number seven on the jazz chart and featured guest appearances by Gerald Albright, Najee, Jonathan Butler, and more.
For 2000's Urban Knights III, Lewis moved the group to Narada Records and enlisted a handful of Chicago-area pros including son Frayne Lewis, keyboardist Kevin Randolph, bassist Sharay Reed, drummer Calvin Rogers, and percussionist Alejo Poveda. Also featured are the all-female vocal group the Staples (cousins of the famed Staple Singers), saxophonist Dave Koz, and guitarists Earl Klugh and Fareed Haque. The album peaked at number four on the jazz charts. A year later, Lewis and the group returned with Urban Knights IV. Joining the ensemble was one-time Donald Byrd protégé trumpeter Ron Haynes, as well as guest performer guitarist Norman Brown. Showcasing a funky sound reminiscent of Donald Byrd's Blackbyrds group, the album peaked at number two on the Billboard Jazz Albums chart.
With 2002's The Chicago Project, Lewis stepped back from Urban Knights and handed leadership over to his son, keyboardist/producer Frayne Lewis. Also included in the lineup were returning members trumpeter Haynes, bassist Reed, guitarist Haque, and keyboardist Randolph. The elder Lewis returned the following year for Urban Knights V, which featured appearances by saxophonist Kenny Garrett, vocalist Michelle Williams, and trumpeter Orbert Davis. Lewis was again on board for 2005's Urban Knights VI, executive producing and performing on several tracks with keyboardist Randolph, noted Chicago guitarist Bobby Broom, bassist Maurice Fitzgerald, drummer Quinjuan Anderson, and saxophonist Nick Bisesi. The album peaked at number six on the Billboard jazz chart. Following an extended period away from the group, Lewis put together another Urban Knights lineup for 2019's Urban Knights VII, bringing on board guitarist Henry Johnson, keyboardist Tim Gant, bassist Joshua Ramos, and drummer Charles Heath. Also included were vocalist Dee Alexander and trumpeter Maurice Brown. Along with original songs, the album featured reworkings of classic songs by John Coltrane, Chick Corea, and the Beatles. ~ Matt Collar, Rovi