Yes he did, in the 1996 Eastern conference semi finals he broke them out ... had arguably his best playoff game in them too besides game 4 of the ECF and game 3 of the Finals ... Game 3 in New York the Knicks were being ultra physical and Oakley was punking and intimidating MJ’s supporting cast. Pippen was putrid offensively as he typically was in the second three peat. Jordan dropped 46 in the IE low, embarrassed Bonner hard core on a pump fake post up pivot move, broke his ankles really ... check out the highlights. Oh and he hit a major clutch 3 to put the game into OT. Bulls just couldn’t hang on, no production from anyone else. But this notion that Kobe, or even Arenas started the low top basketball shoe trend is absolutely ridiculous. Mike wore lows in the playoffs with the II’s, XI’s, and XIII’s. Well before either of those guys did. He was always trying to be quicker especially in the playoffs after a season full of wear and tear. Wore the XI IE low quite a few times that playoffs until he rolled his ankle game 3 vs Orlando and went back to the mids. But did break out some lows in the Finals with patent leather and not the IE though. Still waiting on a proper retro of the playoff XI IE low.