2016–17 was the best season currently in Mississauga Steelheads history. Backed by continued strong performances by Bastian and McLeod as well as a breakout 44 goal season from 2017 1st Round Draft Pick Owen Tippett, the Steelheads won their first Central Division Title. Entering the 2017 OHL Playoffs in the 2nd seed in the Eastern Conference the Steelheads defeated the Ottawa 67's in 6 games in the 1st Round before defeating the Oshawa Generals in 5 games in the 2nd Round. In the Eastern Conference Finals the Steelheads swept the Peterborough Petes in 4 games to win their first Bobby Orr Trophy in franchise history. The Steelheads would fall in the J. Ross Robertson Cup Finals in 5 games to the Erie Otters.