 In the quarter final of KNVB Cup against Twente, Engelaar was the villain of the game for PSV when he gave a penalty after handball and it was successfully converted to make it 1–1 and missed the penalty in the shootout.At the end of the 2010–11 season, Engelaar made forty-six appearance in all competitions and scoring five times.At the start of the 2011–12 season, Engelaar was linked with a move to an unnamed foreign club, which turns out to be Middlesbrough.