O'Connor began his career and leading Irish youth club, Cherry Orchard where he won a 3 All Ireland cups, a Premier Division medal, 2 league cups and the FAI Youth Cup before transferring to the League of Ireland where he has won two First Division titles.<[1] Following short spells at St Patrick's Athletic and an impressive loan spell at Kilkenny City, O'Connor then transferred to Shamrock Rovers.
He made his competitive debut in March 2008 away to Shelbourne and is first goal for Dundalk come is a 6–0 drubbing of Kildare County.
[5][6] In June 2009, O'Connor scored his first goal in the Premier Division in what was described as the "biggest shock of the League of Ireland calendar".
[7] O'Connor came on as a 60th minute substitute in place of Robbie Martin for "the Boynesiders" with the game against Cork City level at one goal a piece.
[8] In the 80th minute a cross from teammate Jamie Duffy, who broke down the right side of the pitch, bounced into O'Connor's path and he drilled the ball home to the bottom right of the goal past the outstreched fingers of keeper Dan Connor to earn Drogheda a victory.