Results
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| Competition | Round | Date | Home | | Away | | Venue | Crowd | |
|---|
| Challenge Cup 1913/14 | Round 1 | Feb 28 | Castleford | 8 | Wigan | 27 | Wheldon Road | | > |
| Challenge Cup 1925/26 | Round 1 | Feb 13 | Castleford | 12 | St Helens Recs | 18 | Wheldon Road | | > |
| Challenge Cup 1927/28 | Round 2 | Feb 25 | Castleford | 3 | Featherstone | 0 | Wheldon Road | | > |
| Challenge Cup 1928/29 | Round 1 | Feb 9 | Castleford | 31 | Whitehaven Recs | 7 | Wheldon Road | | > |
| Challenge Cup 1928/29 | Round 2 | 23 | Castleford | 8 | Huddersfield | 0 | Wheldon Road | | > |
| Challenge Cup 1928/29 | Round 3 | Mar 9 | Castleford | 8 | Wigan Highfield | 0 | Wheldon Road | | > |
| Challenge Cup 1929/30 | Round 1 | Feb 8 | Castleford | 11 | Bramley | 4 | Wheldon Road | | > |
| Challenge Cup 1929/30 | Round 2 | 22 | Castleford | 3 | Hull | 6 | Wheldon Road | | > |
| Challenge Cup 1930/31 | Round 1 | Feb 7 | Castleford | 0 | Hull | 0 | Wheldon Road | | > |
| Challenge Cup 1930/31 | Round 2 | 21 | Castleford | 2 | St Helens | 8 | Wheldon Road | | > |
| Challenge Cup 1931/32 | Round 1 | Feb 6 | Castleford | 6 | Featherstone | 2 | Wheldon Road | | > |
| Challenge Cup 1931/32 | Round 3 | Mar 5 | Castleford | 2 | Swinton | 10 | Wheldon Road | | > |
| Challenge Cup 1933/34 | Round 2 | Feb 24 | Castleford | 4 | Hunslet | 4 | Wheldon Road | | > |
| Challenge Cup 1934/35 | Round 1 | Feb 9 | Astley & Tyldesley | 4 | Castleford | 33 | Wheldon Road | | > |
| Challenge Cup 1934/35 | Round 3 | Mar 9 | Castleford | 10 | Hunslet | 3 | Wheldon Road | | > |
| Challenge Cup 1935/36 | Round 1 | Feb 8 | Castleford | 16 | Rochdale | 3 | Wheldon Road | | > |
| Challenge Cup 1935/36 | Round 2 | 22 | Castleford | 8 | Leigh | 0 | Wheldon Road | | > |
| Challenge Cup 1936/37 | Round 1 | Feb 17 | Castleford | 8 | Batley | 4 | Wheldon Road | | > |
| Challenge Cup 1936/37 | Round 2 | 27 | Castleford | 5 | Wigan | 5 | Wheldon Road | | > |
| Challenge Cup 1937/38 | Round 1 | Feb 19 | Castleford | 18 | Newcastle | 9 | Wheldon Road | | > |
| Challenge Cup 1937/38 | Round 2 | Mar 12 | Castleford | 18 | St Helens | 2 | Wheldon Road | | > |
| Challenge Cup 1937/38 | Round 3 | 26 | Castleford | 7 | Halifax | 7 | Wheldon Road | | > |
| Challenge Cup 1938/39 | Round 1 | Feb 4 | Oldham | 10 | Castleford | 3 | Wheldon Road | | > |
| Challenge Cup 1940/41 | Round 2 | Apr 19 | Castleford | 21 | St Helens | 13 | Wheldon Road | | > |
| Challenge Cup 1941/42 | Round 2 | May 2 | Castleford | 0 | Oldham | 10 | Wheldon Road | | > |
| Challenge Cup 1944/45 | Qualifier | Mar 3 | Castleford | 5 | Halifax | 8 | Wheldon Road | | > |
| Challenge Cup 1945/46 | Round 1 | Feb 9 | Castleford | 10 | St Helens | 4 | Wheldon Road | | > |
| Challenge Cup 1946/47 | Round 1 | Feb 22 | Castleford | 19 | Swinton | 2 | Wheldon Road | | > |
| Challenge Cup 1946/47 | Round 1 | Mar 1 | Wheldale | 0 | Halifax | 25 | Wheldon Road | | > |
| Challenge Cup 1947/48 | Rd. 1 (2nd Leg) | Feb 14 | Castleford | 7 | Wigan | 19 | Wheldon Road | | > |
| Challenge Cup 1948/49 | Rd. 1 (1st Leg) | Feb 12 | Castleford | 10 | Bramley | 2 | Wheldon Road | | > |
| Challenge Cup 1949/50 | Round 1 | Feb 11 | Castleford | 6 | Batley | 6 | Wheldon Road | | > |
| Challenge Cup 1950/51 | Round 1 | Feb 17 | Castleford | 2 | Belle Vue Rangers | 5 | Wheldon Road | | > |
| Challenge Cup 1951/52 | Round 1 | Feb 9 | Castleford | 4 | Swinton | 5 | Wheldon Road | | > |
| Challenge Cup 1951/52 | Round 2 | Mar 1 | Castleford | 6 | Leigh | 7 | Wheldon Road | | > |
| Challenge Cup 1952/53 | Round 1 | Feb 14 | Castleford | 2 | Huddersfield | 6 | Wheldon Road | | > |
| Challenge Cup 1953/54 | Round 1 | Feb 13 | Castleford | 8 | Doncaster | 5 | Wheldon Road | | > |
| Challenge Cup 1953/54 | Round 1 | 13 | Wheldale | 6 | Workington | 32 | Wheldon Road | | > |
| Challenge Cup 1955/56 | Round 1 | Feb 11 | Castleford | 12 | Blackpool | 9 | Wheldon Road | | > |
| Challenge Cup 1956/57 | Round 2 | Feb 23 | Castleford | 2 | Barrow | 9 | Wheldon Road | | > |
| Challenge Cup 1959/60 | Round 1 | Feb 13 | Castleford | 4 | Bradford | 8 | Wheldon Road | | > |
| Challenge Cup 1960/61 | Round 2 | Feb 25 | Castleford | 10 | St Helens | 18 | Wheldon Road | | > |
| Challenge Cup 1961/62 | Round 1 | Feb 10 | Castleford | 12 | Bradford | 0 | Wheldon Road | | > |
| Challenge Cup 1961/62 | Round 2 | Mar 3 | Castleford | 27 | Hunslet | 14 | Wheldon Road | | > |
| Challenge Cup 1961/62 | Round 3 | 24 | Castleford | 4 | Huddersfield | 4 | Wheldon Road | | > |
| Challenge Cup 1962/63 | Round 1 | Feb 9 | Castleford | 8 | Leeds | 10 | Wheldon Road | | > |
| Challenge Cup 1966/67 | Round 2 | Mar 1 | Castleford | 13 | Hull KR | 6 | Wheldon Road | | > |
| Challenge Cup 1967/68 | Round 1 | Feb 3 | BOCM | 6 | Castleford | 39 | Wheldon Road | | > |
| Challenge Cup 1968/69 | Round 2 | Feb 15 | Castleford | 12 | Wigan | 8 | Wheldon Road | | > |
| Challenge Cup 1968/69 | Round 3 | Mar 1 | Castleford | 9 | Leeds | 5 | Wheldon Road | | > |
| Challenge Cup 1969/70 | Round 1 | Feb 7 | Castleford | 15 | Hull | 0 | Wheldon Road | | > |
| Challenge Cup 1969/70 | Round 3 | Mar 7 | Castleford | 15 | Salford | 0 | Wheldon Road | | > |
| Challenge Cup 1970/71 | Round 2 | Feb 19 | Castleford | 9 | Keighley | 6 | Wheldon Road | | > |
| Challenge Cup 1970/71 | Round 3 | Mar 6 | Castleford | 9 | Salford | 8 | Wheldon Road | | > |
| Challenge Cup 1971/72 | Round 2 | Feb 19 | Castleford | 8 | Warrington | 8 | Wheldon Road | | > |
| Challenge Cup 1972/73 | Round 1 | Jan 27 | Castleford | 13 | Swinton | 9 | Wheldon Road | | > |
| Challenge Cup 1972/73 | Round 3 | Mar 3 | Castleford | 25 | Oldham | 11 | Wheldon Road | | > |
| Challenge Cup 1973/74 | Round 1 | Feb 3 | Castleford | 4 | Bradford | 15 | Wheldon Road | | > |
| Challenge Cup 1974/75 | Round 1 | Feb 8 | Castleford | 13 | Bradford | 13 | Wheldon Road | | > |
| Challenge Cup 1975/76 | Round 1 | Feb 14 | Castleford | 3 | Salford | 25 | Wheldon Road | | > |
| Challenge Cup 1976/77 | Round 1 | Feb 13 | Castleford | 27 | New Hunslet | 6 | Wheldon Road | | > |
| Challenge Cup 1976/77 | Round 3 | Mar 12 | Castleford | 15 | Hull KR | 25 | Wheldon Road | | > |
| Challenge Cup 1977/78 | Round 2 | Mar 14 | Castleford | 8 | Workington | 8 | Wheldon Road | | > |
| Challenge Cup 1978/79 | Round 2 | Mar 4 | Castleford | 31 | Dewsbury | 15 | Wheldon Road | | > |
| Challenge Cup 1978/79 | Round 3 | 10 | Castleford | 6 | St Helens | 10 | Wheldon Road | | > |
| Challenge Cup 1980/81 | Round 1 | Feb 15 | Castleford | 42 | Huyton | 7 | Wheldon Road | 3,020 | > |
| Challenge Cup 1983/84 | Round 2 | Feb 26 | Castleford | 23 | Warrington | 16 | Wheldon Road | 8,029 | > |
| Challenge Cup 1984/85 | Round 2 | Feb 24 | Castleford | 64 | Workington | 4 | Wheldon Road | 3,498 | > |
| Challenge Cup 1984/85 | Round 3 | Mar 10 | Castleford | 58 | Bramley | 18 | Wheldon Road | 4,357 | > |
| Challenge Cup 1986/87 | Round 1 | Jan 31 | Castleford | 16 | Widnes | 24 | Wheldon Road | 4,416 | > |
| Challenge Cup 1988/89 | Round 2 | Feb 11 | Castleford | 18 | Widnes | 32 | Wheldon Road | 10,765 | > |
| Challenge Cup 1990/91 | Round 1 | Feb 12 | Castleford | 4 | Wigan | 28 | Wheldon Road | 6,749 | > |
| Challenge Cup 1991/92 | Round 3 | Feb 23 | Castleford | 19 | Featherstone | 12 | Wheldon Road | 10,440 | > |
| Challenge Cup 1992/93 | Round 2 | Feb 14 | Castleford | 34 | Hunslet | 16 | Wheldon Road | 3,719 | > |
| Challenge Cup 1993/94 | Round 4 | Jan 30 | Castleford | 36 | Salford | 4 | Wheldon Road | 5,662 | > |
| Challenge Cup 1993/94 | Round 6 | Feb 26 | Castleford | 30 | Widnes | 6 | Wheldon Road | 6,062 | > |
| Challenge Cup 1996 | Round 4 | Feb 4 | Castleford | 16 | St Helens | 58 | Wheldon Road | 7,023 | > |
| Challenge Cup 1997 | Round 4 | Feb 9 | Castleford | 18 | Salford | 36 | Wheldon Road | 5,935 | > |
| Challenge Cup 1998 | Round 5 | Feb 28 | Castleford | 26 | Bradford | 21 | Wheldon Road | 10,283 | > |
| Challenge Cup 1998 | Quarter Final | Mar 14 | Castleford | 22 | Sheffield | 32 | Wheldon Road | 7,467 | > |
| Challenge Cup 1999 | Round 4 | Feb 14 | Castleford | 36 | Hull | 22 | Wheldon Road | 6,107 | > |
| Challenge Cup 1999 | Round 5 | 26 | Castleford | 28 | York | 2 | Wheldon Road | 5,411 | > |
| Challenge Cup 1999 | Quarter Final | Mar 13 | Castleford | 30 | Salford | 10 | Wheldon Road | 5,236 | > |
| Challenge Cup 2000 | Round 3 | Jan 30 | Lock Lane | 16 | Villeneuve | 26 | Wheldon Road | | > |
| Challenge Cup 2000 | Round 4 | Feb 13 | Oldham St Annes | 8 | Castleford | 64 | Wheldon Road | 3,833 | > |
| Challenge Cup 2000 | Round 5 | 27 | Castleford | 10 | Halifax | 11 | Wheldon Road | 5,516 | > |
| Challenge Cup 2001 | Round 5 | Feb 24 | Castleford | 12 | Leeds | 42 | The Jungle | 11,418 | > |
| Challenge Cup 2002 | Round 3 | Jan 27 | Lock Lane | 14 | Doncaster | 26 | The Jungle | 950 | > |
| Challenge Cup 2002 | Round 4 | Feb 10 | Castleford | 19 | Salford | 6 | The Jungle | 5,394 | > |
| Challenge Cup 2002 | Quarter Final | Mar 17 | Castleford | 32 | Doncaster | 14 | The Jungle | 6,061 | > |
| Challenge Cup 2004 | Round 4 | Feb 28 | Castleford | 32 | UTC | 20 | The Jungle | 3,435 | > |
| Challenge Cup 2005 | Round 3 | Mar 13 | Castleford | 72 | Hull Dockers | 10 | The Jungle | 3,331 | > |
| Challenge Cup 2007 | Round 3 | Mar 11 | Castleford | 88 | Lock Lane | 10 | The Jungle | 3,948 | > |
| Challenge Cup 2009 | Round 5 | May 9 | Castleford | 35 | Halifax | 34 | The Jungle | 5,595 | > |
| Challenge Cup 2010 | Round 4 | Apr 18 | Castleford | 28 | Barrow | 34 | The Jungle | 5,285 | > |
| Challenge Cup 2011 | Quarter Final | Jul 24 | Castleford | 22 | Huddersfield | 18 | The PROBIZ Coliseum | 6,336 | > |
| Challenge Cup 2014 | Round 5 | Apr 27 | Castleford | 60 | Sheffield | 16 | Mend-A-Hose Jungle | 4,648 | > |
| Challenge Cup 2016 | Round 6 | May 7 | Castleford | 32 | Salford | 18 | Mend-A-Hose Jungle | 3,317 | > |
| Challenge Cup 2017 | Round 6 | May 13 | Castleford | 53 | St Helens | 10 | Mend-A-Hose Jungle | 5,216 | > |
| Challenge Cup 2018 | Round 6 | May 12 | Castleford | 18 | St Helens | 36 | Mend-A-Hose Jungle | 5,342 | > |
| Challenge Cup 2023 | Round 6 | May 21 | Castleford | 8 | Hull FC | 32 | Mend-A-Hose Jungle | 4,249 | > |
| Challenge Cup 2024 | Quarter Final | Apr 14 | Castleford | 6 | Wigan | 60 | The Jungle, Castleford | 4,097 | > |
| Challenge Cup 2026 | Round 4 | Mar 14 | Castleford | 8 | St Helens | 32 | OneBore Stadium | 4,354 | > |
103 games
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