Montgomeryshire Challenge Cup

Montgomeryshire Challenge Cup

Founded	1906
Current champions	Llanidloes Town
Most successful club(s)	Caersws
2023–24

The Montgomeryshire Challenge Cup is a football knockout tournament involving teams from Mid Wales. The competition was established for the 1906–07 season. Caersws are the most successful club in the competition's history. The current holders Llanidloes Town won the competition for the 24th time in the 2023–24 season.

Previous winners

1900s

• 1906–07: – Royal Welsh Warehouse Recreation
• 1907–08: – Royal Welsh Warehouse Recreation
• 1908–09: – Montgomery Town
• 1909–10: – Llanidloes Town

1910s

• 1910–11: – Llanfyllin Town
• 1911–12: – Llanfyllin Town
• 1912–13: –
• 1913–14: – Royal Welsh Warehouse Recreation
• 1914–15: – No competition - World War One
• 1915–16: – No competition - World War One
• 1916–17: – No competition - World War One
• 1917–18: – No competition - World War One
• 1918–19: – No competition - World War One
• 1919–20: –

1920s

• 1920–21: –
• 1921–22: –
• 1922–23: –
• 1923–24: – Llanfyllin Town
• 1924–25: –
• 1925–26: – Llanmynech
• 1926–27: – Llanmynech
• 1927–28: – Llanidloes Town
• 1928–29: – Llanidloes Town
• 1929–30: – Llanidloes Town

1930s

• 1930–31: – Llanidloes Town
• 1931–32: – Llanidloes Town
• 1932–33: – Llanidloes Town
• 1933–34: – Llanidloes Town
• 1934–35: – Llanidloes Town
• 1935–36: – Llanmynech
• 1936–37: – Newtown
• 1937–38: –
• 1938–39: –
• 1939–40: – No competition - World War Two

1940s

• 1940–41: – No competition - World War Two
• 1941–42: – No competition - World War Two
• 1942–43: – No competition - World War Two
• 1943–44: – No competition - World War Two
• 1944–45: – No competition - World War Two
• 1945–46: – Llanmynech Rovers
• 1946–47: – Llanidloes Town
• 1947–48: – Newtown
• 1948–49: – Llanidloes Town
• 1949–50: – Newtown

1950s

• 1950–51: – Welshpool
• 1951–52: – Newtown
• 1952–53: – Caersws
• 1953–54: – Llanidloes Town
• 1954–55: – Newtown
• 1955–56: – Newtown
• 1956–57: – Newtown
• 1957–58: – Newtown
• 1958–59: – Montgomery Town
• 1959–60: – Caersws

1960s

• 1960–61: – Llanmynech Rovers
• 1961–62: – Llanidloes Town
• 1962–63: – Caersws
• 1963–64: – Llanmynech Rovers
• 1964–65: – Llanidloes Town
• 1965–66: – Newtown
• 1966–67: – Newtown
• 1967–68: – Newtown
• 1968–69: – Newtown
• 1969–70: – Caersws

1970s

• 1970–71: – Caersws
• 1971–72: – Caersws
• 1972–73: – Llanidloes Town
• 1973–74: – Llanfechain
• 1974–75: – Caersws
• 1975–76: – Llanidloes Town
• 1976–77: – Caersws
• 1977–78: – Caersws
• 1978–79: – Newtown
• 1979–80: – Llanidloes Town

1980s

• 1980–81: – Montgomery Town
• 1981–82: – Newtown
• 1982–83: – Caersws
• 1983–84: – Caersws
• 1984–85: – Caersws
• 1985–86: – Caersws
• 1986–87: – Caersws
• 1989–88: – Caersws
• 1988–89: – Caersws
• 1989–90: – Caersws

1990s

• 1990–91: – Caersws
• 1991–92: –
• 1992–93: – Waterloo Rovers
• 1993–94: –
• 1994–95: –
• 1995–96: – Newtown
• 1996–97: –
• 1999–98: –
• 1998–99: –
• 1999–2000: – Welshpool Town

2000s

• 2000–01: –
• 2001–02: – Caersws
• 2002–03: –
• 2003–04: –
• 2004–05: –
• 2005–06: –
• 2006–07: –
• 2007–08: – Carno
• 2008–09: –
• 2009–10: – Montgomery Town

2010s

• 2010–11: –
• 2011–12: – Montgomery Town
• 2012–13: – Four Crosses
• 2013–14: – Carno
• 2014–15: – Llanfair United
• 2015–16: – Llanfair United
• 2016–17: – Llanfair United
• 2017–18: – Four Crosses
• 2018–19: – Llanrhaedr
• 2019–20: – Competition abandoned due to Coronavirus pandemic

2020s

• 2020–21: – No competition - Covid-19 pandemic
• 2021–22: – Llanidloes Town
• 2022–23: – Llanidloes Town
• 2023–24: – Llanidloes Town