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| Season | Division | Ptn | Club | Pld | W | D | L | F | A | W | D | L | F | A | GD | Pts | Ave Gate | FA Cup | League Cup | European |
| 1933-34 | Cheltenham Town | Rd 3 | ||||||||||||||||||
| 1935-36 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1937-38 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1938-39 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1945-46 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1946-47 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1947-48 | Cheltenham Town | Rd 2 | ||||||||||||||||||
| 1950-51 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1956-57 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1959-60 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1962-63 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1968-69 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1969-70 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1970-71 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1974-75 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1987-88 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1990-91 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1992-93 | Cheltenham Town | Rd 2 | ||||||||||||||||||
| 1996-97 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1997-98 | Cheltenham Town | Rd 3 | ||||||||||||||||||
| 1998-99 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 1999-00 | 3rd Division | 8 | Cheltenham Town | 46 | 13 | 4 | 6 | 28 | 17 | 7 | 6 | 10 | 22 | 25 | 8 | 70 | 4,125 | Rd 1 | Rd 1 | |
| 2000-01 | 3rd Division | 9 | Cheltenham Town | 46 | 12 | 5 | 6 | 37 | 27 | 6 | 9 | 8 | 22 | 25 | 7 | 68 | 3,695 | Rd 2 | Rd 1 | |
| 2001-02 | 3rd Division | 4 | Cheltenham Town | 46 | 11 | 11 | 1 | 40 | 20 | 10 | 4 | 9 | 26 | 29 | 17 | 78 | 4,073 | Rd 5 | Rd 1 | |
| 2002-03 | 2nd Division | 21 | Cheltenham Town | 46 | 6 | 9 | 8 | 26 | 31 | 4 | 9 | 10 | 27 | 37 | -15 | 48 | 4,655 | Rd 3 | Rd 2 | |
| 2003-04 | 3rd Division | 14 | Cheltenham Town | 46 | 11 | 4 | 8 | 37 | 38 | 3 | 10 | 10 | 20 | 33 | -14 | 56 | 4,116 | Rd 3 | Rd 1 | |
| 2004-05 | League Two | 14 | Cheltenham Town | 46 | 10 | 5 | 8 | 27 | 23 | 6 | 7 | 10 | 24 | 31 | -3 | 60 | 3,648 | Rd 1 | Rd 1 | |
| 2005-06 | League Two | 5 | Cheltenham Town | 46 | 10 | 7 | 6 | 39 | 31 | 9 | 8 | 6 | 26 | 22 | 12 | 72 | 3,453 | Rd 4 | Rd 2 | |
| 2006-07 | League One | 17 | Cheltenham Town | 46 | 8 | 6 | 9 | 25 | 27 | 7 | 3 | 13 | 24 | 34 | -12 | 54 | 4,359 | Rd 1 | Rd 2 | |
| 2007-08 | League One | 19 | Cheltenham Town | 46 | 10 | 8 | 5 | 23 | 21 | 3 | 4 | 16 | 19 | 43 | -22 | 51 | 4,310 | Rd 1 | Rd 1 | |
| 2008-09 | League One | 23 | Cheltenham Town | 46 | 7 | 6 | 10 | 30 | 38 | 2 | 6 | 15 | 21 | 53 | -40 | 39 | 3,854 | Rd 3 | Rd 2 | |
| 2009-10 | League Two | 22 | Cheltenham Town | 46 | 5 | 8 | 10 | 34 | 38 | 5 | 10 | 8 | 20 | 33 | -17 | 48 | 3,186 | Rd 1 | Rd 1 | |
| 2010-11 | League Two | 17 | Cheltenham Town | 46 | 6 | 6 | 11 | 24 | 32 | 7 | 7 | 9 | 32 | 45 | -21 | 52 | 2,980 | Rd 2 | Rd 1 | |
| 2011-12 | League Two | 6 | Cheltenham Town | 46 | 13 | 5 | 5 | 32 | 16 | 10 | 3 | 10 | 34 | 34 | 16 | 77 | 3,425 | Rd 3 | Rd 1 | |
| 2012-13 | League Two | 5 | Cheltenham Town | 46 | 14 | 7 | 2 | 34 | 16 | 6 | 8 | 9 | 24 | 35 | 7 | 75 | 3,360 | Rd 3 | Rd 1 | |
| 2013-14 | League Two | 17 | Cheltenham Town | 46 | 5 | 9 | 9 | 29 | 35 | 8 | 7 | 8 | 24 | 28 | -10 | 55 | 2,997 | Rd 1 | Rd 2 | |
| 2014-15 | League Two | 23 | Cheltenham Town | 46 | 5 | 8 | 10 | 22 | 30 | 4 | 6 | 13 | 18 | 37 | -27 | 41 | 2,864 | Rd 2 | Rd 1 | |
| 2015-16 | Cheltenham Town | Rd 1 | ||||||||||||||||||
| 2016-17 | League Two | 21 | Cheltenham Town | 46 | 8 | 7 | 8 | 27 | 25 | 4 | 7 | 12 | 22 | 44 | -20 | 50 | 3,323 | Rd 2 | Rd 2 | |
| 2017-18 | League Two | 17 | Cheltenham Town | 46 | 8 | 6 | 9 | 31 | 31 | 5 | 6 | 12 | 36 | 42 | -6 | 51 | 3,172 | Rd 1 | Rd 2 | |
| 2018-19 | League Two | 16 | Cheltenham Town | 46 | 10 | 7 | 6 | 34 | 29 | 5 | 5 | 13 | 23 | 39 | -11 | 57 | 3,134 | Rd 2 | Rd 2 | |
| 2019-20 | League Two | Cheltenham Town | ||||||||||||||||||
| Notes | ||||||||||||||||||||
| 1967-68 | Cheltenham Town | Failed election to Fourth Division | ||||||||||||||||||
| 1998-99 | Cheltenham Town | Promoted to Third Division as Conference Champions | ||||||||||||||||||
Cheltenham Town |
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