O'Regan redeemed himself midway through the half, again from the spot, when man of the moment Jerahl Hughes was brought down. His thunderbolt penalty gave the Oratia keeper no chance.
The Blues were glad to go in at halftime with the scores even as it had not been one of their stellar performances.
Coach Duncan Lowry, back at the helm following a trip back to Northern Ireland to celebrate a family wedding, obviously knows what it takes to get his side up, as they looked far better in the second spell.
They were able to play the game they like, getting the ball moving across the pitch and out to the wide danger men.
Despite their dominance, and five clear-cut chances to seal the match, the longer the game went on the more it looked like it was going to be another one of those games.
That was until the last minute when Hughes, who had tormented his marker all through the second half, got put through from a ball over the top by Josh Nelson.
He skinned the defender once again, got around the keeper and squared the ball to Andrew Cooper to slot home.
An Oratia defender got back but a desperate hand ball was all he could do to stop the ball going into the net.
O'Regan had little problem in dispatching the resulting penalty.
The win has virtually guaranteed the Blues promotion to the 1st Division next season but with the winning line in sight there is a solid determination to go up as champions.
This Sunday they play their penultimate home game against mid-table Fencibles United at Links Avenue.
Tauranga City United 2 (Sam O'Regan 2) Oratia United 1 (Stu Roberts)