Every Chesterfield season on record, from 1894–95 to 2026–27 — league record, finishing position and leading scorer. Click a season for every match it contained.
| Season | Division | P | W | D | L | GF | GA | Pos | Leading scorer |
|---|---|---|---|---|---|---|---|---|---|
| 1894–95 | 1 | 0 | 0 | 1 | 0 | 4 | 3 | ||
| 1895–96 | 1 | 0 | 0 | 1 | 0 | 4 | 5 | ||
| 1899–00 | 34 | 16 | 6 | 12 | 65 | 60 | 7 | Herbert Munday (20) | |
| 1900–01 | 36 | 9 | 11 | 16 | 48 | 61 | 14 | Herbert Munday (9) | |
| 1901–02 | 34 | 11 | 6 | 17 | 47 | 68 | 16 | Tommy Brown (10) | |
| 1902–03 | 34 | 14 | 9 | 11 | 67 | 40 | 6 | Herbert Munday (15) | |
| 1903–04 | 34 | 11 | 8 | 15 | 37 | 45 | 11 | Herbert Munday (12) | |
| 1904–05 | 34 | 14 | 11 | 9 | 44 | 35 | 5 | Herbert Munday (13) | |
| 1905–06 | 41 | 11 | 9 | 21 | 43 | 75 | 18 | Herbert Munday (12) | |
| 1906–07 | 41 | 11 | 9 | 21 | 52 | 72 | 18 | Herbert Munday (12) | |
| 1907–08 | 40 | 7 | 11 | 22 | 50 | 94 | 19 | Chippy Simmons (7) | |
| 1908–09 | 39 | 11 | 8 | 20 | 37 | 69 | 19 | Proctor Hall (7) | |
| 1909–10 | 2 | 0 | 1 | 1 | 1 | 2 | 1 | ||
| 1910–11 | 2 | 1 | 0 | 1 | 3 | 4 | 5 | ||
| 1912–13 | 1 | 0 | 0 | 1 | 1 | 4 | 2 | ||
| 1913–14 | 1 | 0 | 0 | 1 | 1 | 8 | 3 | ||
| 1921–22 | 38 | 16 | 3 | 19 | 48 | 67 | 13 | Harry Williams (10) | |
| 1922–23 | 38 | 19 | 7 | 12 | 68 | 52 | 4 | George Beel | |
| 1923–24 | 42 | 22 | 10 | 10 | 70 | 39 | 3 | Harold Crockford (19) | |
| 1924–25 | 42 | 17 | 11 | 14 | 60 | 44 | 7 | Norman Whitfield (11) | |
| 1925–26 | 45 | 27 | 5 | 13 | 107 | 56 | 4 | Jimmy Cookson | |
| 1926–27 | 45 | 23 | 5 | 17 | 98 | 73 | 7 | Jimmy Cookson (41) | |
| 1927–28 | 43 | 13 | 10 | 20 | 72 | 82 | 16 | Ralph Williams (15) | |
| 1928–29 | 45 | 20 | 5 | 20 | 78 | 88 | 11 | Sam Taylor (20) | |
| 1929–30 | 47 | 24 | 8 | 15 | 85 | 63 | 4 | Jimmy Bullock (31) | |
| 1930–31 | 43 | 26 | 6 | 11 | 103 | 59 | 1 | Albert Pynegar (26) | |
| 1931–32 | 44 | 14 | 11 | 19 | 71 | 92 | 17 | Sam Abel (20) | |
| 1932–33 | 46 | 14 | 11 | 21 | 69 | 89 | 21 | Sam Abel (17) | |
| 1933–34 | Third Division North | 44 | 27 | 8 | 9 | 88 | 47 | 2 | Colin Cook (28) |
| 1934–35 | Third Division North | 43 | 17 | 10 | 16 | 72 | 54 | 10 | Harry Brown (14) |
| 1935–36 | Third Division North | 45 | 25 | 13 | 7 | 96 | 41 | 1 | Maurice Dando (29) |
| 1936–37 | 43 | 16 | 8 | 19 | 85 | 94 | 15 | Wally Ponting (26) | |
| 1937–38 | 48 | 18 | 12 | 18 | 73 | 71 | 11 | Harry Clifton (26) | |
| 1938–39 | 44 | 20 | 10 | 14 | 73 | 57 | 6 | Tom Lyon (22) | |
| 1945–46 | 2 | 0 | 1 | 1 | 3 | 4 | |||
| 1946–47 | 44 | 19 | 14 | 11 | 61 | 47 | 4 | ||
| 1947–48 | 43 | 16 | 7 | 20 | 54 | 57 | 16 | Tommy Capel (16) | |
| 1948–49 | 43 | 15 | 17 | 11 | 51 | 51 | 6 | Jackie Hudson (12) | |
| 1949–50 | 46 | 17 | 10 | 19 | 50 | 54 | 14 | ||
| 1950–51 | 43 | 9 | 12 | 22 | 45 | 71 | 21 | Chris Marron (11) | |
| 1951–52 | 48 | 18 | 11 | 19 | 68 | 69 | 13 | Chris Marron (12) | |
| 1952–53 | 49 | 19 | 12 | 18 | 68 | 67 | 12 | Dennis Westcott (21) | |
| 1953–54 | 51 | 22 | 15 | 14 | 86 | 70 | 6 | George Smith (19) | |
| 1954–55 | 47 | 24 | 6 | 17 | 81 | 71 | 6 | George Smith (18) | |
| 1955–56 | 48 | 26 | 4 | 18 | 96 | 68 | 6 | Billy Sowden (32) | |
| 1956–57 | 50 | 24 | 10 | 16 | 106 | 89 | 6 | George Smith (16) | |
| 1957–58 | 47 | 18 | 15 | 14 | 71 | 70 | 8 | Gwyn Lewis (24) | |
| 1958–59 | 50 | 19 | 11 | 20 | 71 | 66 | 16 | Brian Frear (19) | |
| 1959–60 | 47 | 18 | 7 | 22 | 72 | 86 | 18 | Brian Frear (15) | |
| 1960–61 | 54 | 13 | 15 | 26 | 79 | 101 | 24 | Keith Havenhand (21) | |
| 1961–62 | 49 | 15 | 11 | 23 | 80 | 96 | 19 | Dave Kerry (16) | |
| 1962–63 | 49 | 14 | 16 | 19 | 75 | 68 | 15 | Charlie Rackstraw (12) | |
| 1963–64 | 51 | 17 | 13 | 21 | 64 | 76 | 16 | Charlie Rackstraw (15) | |
| 1964–65 | 53 | 25 | 8 | 20 | 71 | 79 | 12 | ||
| 1965–66 | 52 | 15 | 15 | 22 | 70 | 85 | 20 | Ivan Hollett (20) | |
| 1966–67 | 49 | 18 | 8 | 23 | 66 | 70 | 15 | ||
| 1967–68 | 50 | 23 | 11 | 16 | 75 | 53 | 7 | Kevin Randall (20) | |
| 1968–69 | 50 | 15 | 15 | 20 | 47 | 57 | 20 | Kevin Randall (18) | |
| 1969–70 | 49 | 27 | 11 | 11 | 78 | 37 | 1 | Ernie Moss (20) | |
| 1970–71 | 50 | 18 | 18 | 14 | 72 | 47 | 5 | Kevin Randall (19) | |
| 1971–72 | 53 | 21 | 10 | 22 | 69 | 62 | 13 | ||
| 1972–73 | 53 | 20 | 11 | 22 | 69 | 68 | 16 | Ray McHale (10) | |
| 1973–74 | 52 | 23 | 16 | 13 | 59 | 48 | 5 | Ernie Moss (17) | |
| 1974–75 | 51 | 19 | 12 | 20 | 70 | 72 | 15 | Ernie Moss (20) | |
| 1975–76 | 49 | 18 | 9 | 22 | 74 | 76 | 14 | Malcolm Darling (18) | |
| 1976–77 | 52 | 16 | 12 | 24 | 62 | 71 | 18 | Rodney Fern (18) | |
| 1977–78 | 52 | 20 | 14 | 18 | 65 | 55 | 9 | Rodney Fern (14) | |
| 1978–79 | 52 | 15 | 16 | 21 | 60 | 74 | 20 | Rodney Fern (11) | |
| 1979–80 | 53 | 25 | 13 | 15 | 84 | 56 | 4 | Ernie Moss (14) | |
| 1980–81 | Anglo-Scottish Cup | 56 | 28 | 13 | 15 | 86 | 59 | 5 | Alan Birch (22) |
| 1981–82 | Football League Group Cup | 50 | 19 | 12 | 19 | 62 | 61 | 11 | Phil Bonnyman (14) |
| 1982–83 | Football League Group Cup | 50 | 9 | 14 | 27 | 48 | 75 | 24 | Martin Henderson (10) |
| 1983–84 | Associate Members' Cup | 53 | 17 | 17 | 19 | 68 | 71 | 13 | Bob Newton (13) |
| 1984–85 | Associate Members' Cup | 50 | 27 | 14 | 9 | 69 | 40 | 1 | Bob Newton (15) |
| 1985–86 | Associate Members' Cup | 50 | 13 | 16 | 21 | 68 | 73 | 17 | Ernie Moss (14) |
| 1986–87 | Associate Members' Cup | 49 | 13 | 16 | 20 | 58 | 75 | 17 | Dave Caldwell (14) |
| 1987–88 | Associate Members' Cup | 50 | 16 | 11 | 23 | 46 | 77 | 18 | Dave Waller (19) |
| 1988–89 | Associate Members' Cup | 50 | 14 | 9 | 27 | 56 | 93 | 22 | Dave Waller (18) |
| 1989–90 | Associate Members' Cup | 53 | 22 | 15 | 16 | 74 | 58 | 7 | Dave Waller (16) |
| 1990–91 | Associate Members' Cup | 50 | 14 | 15 | 21 | 56 | 72 | 18 | Lee Turnbull (9) |
| 1991–92 | Associate Members' Cup | 45 | 14 | 11 | 20 | 51 | 66 | 13 | Steve Norris (10) |
| 1992–93 | 48 | 16 | 15 | 17 | 68 | 73 | 12 | Steve Norris (11) | |
| 1993–94 | 47 | 17 | 15 | 15 | 60 | 58 | 8 | Steve Norris (20) | |
| 1994–95 | 51 | 27 | 15 | 9 | 78 | 49 | 3 | Kevin Davies (11) | |
| 1995–96 | 50 | 21 | 12 | 17 | 61 | 57 | 7 | Tony Lormor (13) | |
| 1996–97 | 57 | 24 | 15 | 18 | 57 | 53 | 10 | Jonathan Howard (9) | |
| 1997–98 | 53 | 19 | 18 | 16 | 54 | 55 | 10 | Roger Willis (8) | |
| 1998–99 | 51 | 19 | 13 | 19 | 50 | 51 | 9 | Dave Reeves (10) | |
| 1999–00 | 54 | 11 | 16 | 27 | 46 | 72 | 24 | Dave Reeves (14) | |
| 2000–01 | 51 | 27 | 15 | 9 | 84 | 50 | 3 | Luke Beckett (16) | |
| 2001–02 | 50 | 14 | 14 | 22 | 58 | 70 | 18 | Glynn Hurst (9) | |
| 2002–03 | 49 | 15 | 9 | 25 | 46 | 76 | 20 | Dave Reeves (8) | |
| 2003–04 | 48 | 12 | 16 | 20 | 51 | 74 | 20 | Glynn Hurst (13) | |
| 2004–05 | 48 | 14 | 15 | 19 | 56 | 66 | 17 | Tcham N'Toya (8) | |
| 2005–06 | 49 | 14 | 15 | 20 | 66 | 79 | 16 | Paul Hall (15) | |
| 2006–07 | 51 | 14 | 13 | 24 | 52 | 59 | 21 | Caleb Folan (8) | |
| 2007–08 | 49 | 19 | 12 | 18 | 79 | 64 | 8 | Jack Lester (25) | |
| 2008–09 | 52 | 17 | 17 | 18 | 70 | 69 | 10 | Jack Lester | |
| 2009–10 | 48 | 21 | 7 | 20 | 63 | 67 | 8 | Jack Lester (11) | |
| 2010–11 | 49 | 25 | 14 | 10 | 89 | 56 | 1 | Craig Davies (23) | |
| 2011–12 | 48 | 10 | 12 | 26 | 59 | 87 | 22 | Leon Clarke (9) | |
| 2012–13 | 51 | 20 | 13 | 18 | 70 | 52 | 8 | Marc Richards (12) | |
| 2013–14 | 55 | 27 | 16 | 12 | 84 | 51 | 1 | ||
| 2014–15 | 56 | 23 | 13 | 20 | 83 | 70 | 6 | Eoin Doyle (21) | |
| 2015–16 | 51 | 16 | 10 | 25 | 65 | 77 | 18 | Lee Novak (14) | |
| 2016–17 | 54 | 13 | 10 | 31 | 53 | 96 | 24 | Kristian Dennis (8) | |
| 2017–18 | 52 | 11 | 9 | 32 | 54 | 98 | 24 | Kristian Dennis (19) | |
| 2018–19 | FA Trophy | 3 | 1 | 1 | 1 | 4 | 4 | 14 | Scott Boden (10) |
| 2024–25 | EFL Trophy | 55 | 23 | 14 | 18 | 85 | 67 | 7 | Will Grigg (12) |
| 2025–26 | 55 | 23 | 18 | 14 | 78 | 75 | |||
| 2026–27 | 3 | 1 | 0 | 2 | 1 | 2 |