The inaugural winners were Mervue United who also went on to become the competition's most successful club, winning the cup six times in total.

Mervue United defeated Sligo Rovers Reserves in the final of the inaugural League Cup, a pre-season competition featuring two legs per round.

Mervue United were the inaugural winners and went on to win it four times in a row.

In 1989–90 the format was changed to include teams knocked out in the first round of the Challenge Cup.

In 1994–95 when the Connacht Senior League was split into two groups the competition did not take place.