Career
Following short spells at St. Pats and an impressive loan spell at Kilkenny, O'Connor then transferred to Whilst at Dundalk he was one of a group of Tallaght born football players at the club. 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. Coming to the close in the season O'Connor outlined that "It's going really well for us at the moment so hopefully we can finish the season on a high note".
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". 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. 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.