League Record
| Season | Position Finished | Played | Won | Drawn | Lost | For | Against | Points | League & Division |
| 1947/48 | 11th | 26 | 6 | 9 | 11 | 48 | 60 | 21 | Corinthian League |
| 1948/49 | 8th | 24 | 8 | 5 | 11 | 42 | 75 | 21 | Corinthian League |
| 1949/50 | 11th | 26 | 7 | 8 | 11 | 53 | 59 | 22 | Corinthian League |
| 1950/51 | 7th | 26 | 11 | 4 | 11 | 69 | 61 | 26 | Corinthian League |
| 1951/52 | 6th | 26 | 12 | 2 | 12 | 64 | 62 | 26 | Corinthian League |
| 1952/53 | 13th | 26 | 5 | 4 | 17 | 33 | 64 | 14 | Corinthian League |
| 1953/54 | 14th | 26 | 4 | 4 | 18 | 38 | 90 | 12 | Corinthian League |
| 1954/55 | 9th | 28 | 12 | 3 | 13 | 56 | 73 | 27 | Corinthian League |
| 1955/56 | 14th | 26 | 6 | 1 | 19 | 36 | 74 | 13 | Corinthian League |
| 1956/57 | 14th | 28 | 4 | 5 | 19 | 38 | 83 | 13 | Corinthian League |
| 1957/58 | 12th | 28 | 9 | 4 | 15 | 40 | 50 | 22 | Corinthian League |
| 1958/59 | 11th | 26 | 8 | 6 | 12 | 45 | 57 | 22 | Corinthian League |
| 1959/60 | 13th | 30 | 11 | 4 | 15 | 45 | 60 | 26 | Corinthian League |
| 1960/61 | 2nd | 30 | 19 | 2 | 9 | 73 | 38 | 40 | Corinthian League |
| 1961/62 | 2nd | 30 | 19 | 4 | 7 | 64 | 34 | 42 | Corinthian League |
| 1962/63 | 9th | 30 | 11 | 6 | 13 | 66 | 59 | 29 | Corinthian League |
| The Corinthian League disbanded and Chesham United joined the Athenian League | |||||||||
| 1963/64 | 7th | 26 | 14 | 2 | 10 | 75 | 57 | 30 | Athenian League |
| 1964/65 | 3rd | 30 | 21 | 3 | 6 | 64 | 38 | 45 | Athenian League |
| 1965/66 | 6th | 30 | 15 | 4 | 11 | 74 | 52 | 34 | Athenian League |
| 1966/67 | 3rd | 30 | 17 | 5 | 8 | 57 | 34 | 39 | Athenian League |
| 1967/68 | 11th | 30 | 8 | 12 | 10 | 33 | 38 | 28 | Athenian League |
| 1968/69 | 12th | 30 | 8 | 9 | 13 | 44 | 42 | 25 | Athenian League |
| 1969/70 | 7th | 30 | 11 | 10 | 9 | 53 | 43 | 32 | Athenian League |
| 1970/71 | 13th | 30 | 7 | 5 | 18 | 37 | 57 | 19 | Athenian League |
| 1971/72 | 8th | 30 | 12 | 8 | 10 | 45 | 33 | 32 | Athenian League |
| 1972/73 | 10th | 30 | 11 | 5 | 14 | 41 | 41 | 27 | Athenian League |
| Chesham United left the Athenian League and joined the Isthmian League in its new Division 2 | |||||||||
| 1973/74 | 4th | 30 | 16 | 6 | 8 | 61 | 43 | 54 | Isthmian League Division 2 |
| 1974/75 | 5th | 34 | 17 | 6 | 11 | 59 | 39 | 57 | Isthmian League Division 2 |
| 1975/76 | 4th | 42 | 21 | 12 | 9 | 91 | 51 | 75 | Isthmian League Division 2 |
| 1976/77 | 12th | 42 | 17 | 10 | 15 | 63 | 66 | 61 | Isthmian League Division 2 |
| The Isthmian League renamed its Divisions, Division 2 became Division 1 | |||||||||
| 1977/78 | 12th | 42 | 14 | 13 | 15 | 69 | 70 | 55 | Isthmian League Division 1 |
| 1978/79 | 19th | 42 | 11 | 9 | 22 | 46 | 66 | 42 | Isthmian League Division 1 |
| 1979/80 | 6th | 42 | 18 | 13 | 11 | 68 | 56 | 67 | Isthmian League Division 1 |
| 1980/81 | 10th | 42 | 17 | 7 | 18 | 64 | 64 | 58 | Isthmian League Division 1 |
| 1981/82 | 19th | 40 | 9 | 9 | 22 | 41 | 71 | 36 | Isthmian League Division 1 |
| 1982/83 | 15th | 40 | 13 | 6 | 21 | 43 | 70 | 45 | Isthmian League Division 1 |
| 1983/84 | 9th | 42 | 18 | 8 | 16 | 64 | 57 | 62 | Isthmian League Division 1 |
| 1984/85 | 4th | 42 | 22 | 8 | 12 | 78 | 46 | 74 | Isthmian League Division 1 |
| 1985/86 | ▼20th | 42 | 12 | 6 | 24 | 51 | 87 | 42 | Isthmian League Division 1 |
| 1986/87 | ▲1st | 42 | 28 | 6 | 8 | 81 | 48 | 90 | Isthmian League Division 2 North |
| 1987/88 | 18th | 42 | 12 | 10 | 20 | 69 | 77 | 46 | Isthmian League Division 1 |
| 1988/89 | 14th | 40 | 12 | 9 | 19 | 54 | 67 | 45 | Isthmian League Division 1 |
| 1989/90 | 10th | 42 | 15 | 12 | 15 | 46 | 49 | 57 | Isthmian League Division 1 |
| 1990/91 | ▲1st | 42 | 27 | 8 | 7 | 102 | 37 | 89 | Isthmian League Division 1 |
| 1991/92 | 4th | 42 | 20 | 10 | 12 | 67 | 48 | 70 | Isthmian League Premier Division |
| 1992/93 | 1st | 42 | 30 | 8 | 4 | 104 | 34 | 98 | Isthmian League Premier Division |
| 1993/94 | 4th | 42 | 24 | 8 | 10 | 73 | 45 | 80 | Isthmian League Premier Division |
| 1994/95 | ▼20th | 42 | 12 | 9 | 21 | 60 | 87 | 45 | Isthmian League Premier Division |
| 1995/96 | 12th | 42 | 15 | 12 | 15 | 51 | 44 | 57 | Isthmian League Division 1 |
| 1996/97 | ▲1st | 42 | 27 | 6 | 9 | 80 | 46 | 87 | Isthmian League Division 1 |
| 1997/98 | 14th | 42 | 14 | 10 | 18 | 71 | 70 | 52 | Isthmian League Premier Division |
| 1998/99 | 15th | 42 | 15 | 9 | 18 | 58 | 79 | 54 | Isthmian League Premier Division |
| 1999/00 | 3rd | 42 | 20 | 10 | 12 | 64 | 50 | 70 | Isthmian League Premier Division |
| 2000/01 | 5th | 42 | 22 | 6 | 14 | 78 | 52 | 72 | Isthmian League Premier Division |
| 2001/02 | 7th | 42 | 19 | 10 | 13 | 69 | 53 | 67 | Isthmian League Premier Division |
| 2002/03 | ▼21st | 46 | 14 | 10 | 22 | 56 | 81 | 52 | Isthmian League Premier Division |
| 2003/04 | ▲4th | 46 | 24 | 9 | 13 | 104 | 60 | 81 | Isthmian League Division 1 North |
| 2004/05 | 12th | 42 | 18 | 5 | 19 | 84 | 82 | 59 | Southern League Premier Division |
| 2005/06 | ▼22nd | 42 | 9 | 9 | 24 | 43 | 84 | 36 | Southern League Premier Division |
| 2006/07 | ►15th | 42 | 17 | 6 | 19 | 68 | 79 | 57 | Southern League Division 1 South & West |
| 2007/08 | 6th | 40 | 23 | 7 | 10 | 78 | 40 | 76 | Southern League Division 1 Midlands |
| 2008/09 | ♦►5th | 42 | 22 | 10 | 10 | 70 | 38 | 76 | Southern League Division 1 Midlands |
| 2009/10 | ♦▲4th | 42 | 24 | 8 | 10 | 76 | 41 | 80 | Southern League Division 1 Midlands |
| 2010/11 | 6th | 40 | 20 | 11 | 9 | 64 | 35 | 71 | Southern League Premier Division |
| 2011/12 | ♦►4th | 42 | 21 | 10 | 11 | 76 | 53 | 73 | Southern League Premier Division |
| 2012/13 | ♦►3rd | 42 | 21 | 12 | 9 | 69 | 48 | 75 | Southern League Premier Division |
| 2013/14 | ♦►2nd | 44 | 29 | 5 | 10 | 102 | 47 | 92 | Southern League Premier Division |
| 2014/15 | 12th | 44 | 16 | 12 | 16 | 79 | 72 | 60 | Southern League Premier Division |
| 2015/16 | 11th | 46 | 18 | 10 | 18 | 72 | 70 | 64 | Southern League Premier Division |
| 2016/17 | 11th | 46 | 18 | 10 | 18 | 67 | 62 | 64 | Southern League Premier Division |
| 2017/18 | 8th | 46 | 21 | 11 | 14 | 85 | 61 | 74 | Southern League Premier Division |
| 2018/19 | 10th | 42 | 15 | 14 | 13 | 54 | 55 | 59 | Southern League Premier Division South |
| 2019/20 | ABANDONED | 33 | 21 | 3 | 9 | 70 | 44 | 66 | Southern League Premier Division South |
| 2020/21 | ABANDONED | 7 | 3 | 3 | 1 | 6 | 4 | 12 | Southern League Premier Division South |
| 2021/22 | 6th | 42 | 22 | 11 | 9 | 80 | 50 | 77 | Southern League Premier Division South |
| 2022/23 | ♦►5th | 42 | 23 | 10 | 9 | 88 | 57 | 79 | Southern League Premier Division South |
| 2023/24 | ▲1st | 42 | 26 | 6 | 8 | 83 | 46 | 90 | Southern League Premier Division South |
| 2024/25 | 13th | 46 | 16 | 11 | 19 | 61 | 72 | 59 | National League South |
| 2025/26 | - | - | - | - | - | - | - | - | National League South |