 On October 1, 2010, he was assigned and signed with the Islanders CHL affiliate, the Odessa Jackalopes for the 2010–11 season.After returning to the Kalamazoo Wings for the 2011–12 season, Bootland produced his best numbers since 2006, scoring 53 points in 67 contests.A free agent, Bootland opted for a second stint in the CHL, signing a one-year contract with the Allen Americans on July 25, 2012.