Orient got the game underway at a windy Chigwell training ground but it was the visitors who hit at goal first when their tricky winger cut inside and attempted to bend the ball into far post but Sam Sargeant was alert to meet the ball.
Orient opened the scoring after eleven minutes when James Alabi got on to the end of the cross and touched the ball to new signing, Jordan Maguire-Drew who slammed home from close range.
Alabi was involved again soon after, he whipped in a great cross from the right after excellent work to make the by-line but Matt Harrold couldn’t quite connect with the ball inside the box.
Two minutes after the half-hour mark, George Elokobi hit a through ball beyond the Wimbledon defence for Alabi who collected the ball and looked through on goal but the official harshly flagged for offside against the Orient forward.
The visitors grew into the game and had the chance to equalise but for a brilliant double save from Sam Sargeant. The ‘keeper initially parried the powerful shot away from goal, before he rose to his feet to beat the ball away for a second time.
Just before half-time, Maguire-Drew did well to beat his man and float a cross in for Harrold, Wimbledon cleared the ball but only as far as Jayden Sweeney who watched the ‘keeper comfortably catch his effort.
It was a very quick start to the second-half, AFC Wimbledon broke down the right wing and slotted home from close range for the leveller, two minutes after the restart.
Orient went close moments later, Alabi struck the post from lose distance before Maguire-Drew saw his attempt cleared off the line.
AFC Wimbledon immediately attacked down the other end and hit the woodwork themselves when their winger speculatively hit one from distance.
Sargeant was alert to make another save from a close-range AFC Wimbledon effort before Hector Kyprianou was on hand to clear.
The visitors had the majority of possession at this point and Dan Happe was required to make a wonderful recovery challenge to stop their attack after 66 minutes.
AFC Wimbledon’s pressure paid off when their winger headed home from 6-yards to snatch the victory after Sargeant’s initial save to deny the forward fell to another team-mate in blue as the game ended 1-2.
ORIENT: Sargeant, Judd, Sweeney, Lawless, Elokobi (Ogie 61), Happe, Maguire-Drew (Sivi 75), Kyprianou (Shabani 75), Harrold (Clayden 61), Alabi, Sotiriou
GOAL: Maguire-Drew (11)