The South Tipp side beat Fairview Rangers of Limerick 3-1 in the quarter-final of the competion.
Brennan (2) and O'Meara scored Town's goals at the Dr Pat O'Callaghan Complex.
Galway Hibernians and Ballincollig are also through to the semi-finals with Ringmahon scheduled to take on either Finglas or Moneygall in the final last eight tie.