In 1987-88 lost to Keadue Rovers (Donegal) in the Last 32 - Manager: Padraig ODwyer

Squad: Mark OConnell, Paddy Ryan, John Seymour, Sean Byrne, Noel Keane, Martin (Birdie) Ryan, Danny Butler, Danny Hickey, Tony Lanigan, Padraig ODwyer, Jackie McCormack, Michael OBrien, Paddy Butler, Pat Lanigan

In 2000-01 lost to Mervue United (Galway) in the ¼ Final - Manager: Tommy Gaynor

Squad: Jim McDonnell, Alan Leahy, David Horan, Liam England, Liam Dwyer, PJ Moloney, Donal Duggan, Jonathan Connors, Ken Ryan, Barry Ryan, Eddie OBrien, Conor Walsh, Martin Darmody, Padraic Fogarty, Robert Jordan, Trevor Connors, Sam Walsh

In 2001-02 lost to Fairview Rangers (Limerick) in the Semi-Final - Manager: Tommy Gaynor

Squad: Jim McDonnell, Alan Leahy, David Horan, Liam England, Liam Dwyer, PJ Moloney, Donal Duggan, Jonathan Connors, Ken Ryan, Barry Ryan, Eddie OBrien, Conor Walsh, Martin Darmody, Padraic Fogarty, Robert Jordan, Trevor Connors, Sam Walsh​, Derek Loughnane

In 2011-12 lost to Sandyhill Celtic (Dublin) in the last 16 - Manager: Noel Byrne

Squad: Ian Barnes, Micheal Byrne, Stephen Carroll, Jonathan Coleman, Michael Coleman, Mark Cromwell, Donal Duggan, Jody Harkins, Noel Kent, John Lawlor, Alan Leahy, Graeme Loughman, Derek Loughnane, Garry Lyons, David Maher, James Maher, John McLoughlin, PJ Mooney, Ted OConnor, Jody OGrady, Jonathan Prizeman, Aaron Ryan, Michael Ryan, David Shannon, Nigel Stanley, Conor Walsh

In 2016-17 lost to Sherrif YC (Dublin) in the ¼ Final - Manager: James OSullivan, Jody Brolan, Martin Turner and Leanne Fogarty

2017-18 2nd Round  Cahir Park        0-6  Peake Villa

              3rd  Round  Clonmel Town  2-1  Peake Villa

2018-19 2nd Round   Killmanahan United  1-5  Peake Villa

              3rd Round  Peake Villa               5-0  Holycross FC

              4th Round  Moneygall                 0-7  Peake Villa

              5th Round  Peake Villa               3-0  Carrig Celtic (Limerick)

              6th Round  Greencastle (Donegal)  1-1  Peake Villa, AET 1-1, Penalties 2-4

              Last 16       Peake Villa               0-0 Westport United (Mayo), AET 0-0, Penalties 3-3, Penalty Sudden Death 2-3

2019-20 1st Round  Peake Villa 2-0 Clonmel Town

              2nd Round Peake Villa 0-2 St. Michael's