| Club: | Swindon Town |
| Season: | 2008–09 |
| Manager: | Maurice Malpas David Byrne (caretaker) Danny Wilson |
| Mgrtitle: | Manager |
| Chairman: | Andrew Fitton |
| Chrtitle: | Chairman |
| Stdtitle: | Ground |
| Stadium: | County Ground, Swindon |
| League: | League One |
| League Result: | 15th |
| Cup1: | FA Cup |
| Cup1 Result: | 1st round |
| Cup2: | League Cup |
| Cup2 Result: | 1st round |
| Cup3: | FL Trophy |
| Cup3 Result: | Quarter-finals (South) |
| League Topscorer: | Simon Cox (29) |
| Season Topscorer: | Simon Cox (32) |
| Highest Attendance: | 13,001 (vs. Leeds United) |
| Lowest Attendance: | 6,002 (vs. Stockport County) |
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| Prevseason: | 2007–08 |
| Nextseason: | 2009–10 |
The 2008–09 season was Swindon Town's second season in the League One since their relegation from the division in 2006. Alongside the league campaign, Swindon Town also competed in the FA Cup, League Cup and the Football League Trophy.
See main article: 2008–09 Football League One.
Leicester comfortably won promotion in their first-ever season at this level, leading the table for virtually the entire season, going half the season (23 consecutive games) unbeaten and losing just 4 games in the process, Nigel Pearson brought stability to the club in becoming their first manager in five years to last an entire season as they looked to turn the corner after several years of struggle. Peterborough were runners-up, winning their second successive promotion and entering the second tier for only the second time in their history. Scunthorpe grabbed the final play-off place on the last day of the season in a winner takes all match v 7th place Tranmere Rovers and won promotion through them, making an immediate return to the Championship after being relegated the previous year.
Stockport went into administration before the final match of the season and so suffered a 10-point penalty; however, there was no real chance of them being relegated as a result of this penalty, barring an extremely unlikely set of results on the final day.
Hereford made an immediate return to League Two, finishing bottom in their first campaign at this level for thirty years. Cheltenham improved late in the season, but it proved too late to prevent relegation. Crewe suffered a late collapse and went down to League Two, having looked safe a few weeks previously, while Northampton were undone by other results going against them on the final day of the season.
| Win | Draw | Loss |
| 9 August 2008 | H | 3–1 | Paynter 5', Cox 37', McGovern 51' | 7,975 | [1] | ||
| 16 August 2008 | A | 0–2 | 4,975 | [2] | |||
| 23 August 2008 | H | 1–3 | Cox 67' pen. | 7,031 | [3] | ||
| 30 August 2008 | A | 2–1 | Paynter 52', Cox 90' pen. | 8,846 | [4] | ||
| 5 September 2008 | A | 1–1 | Ifil 45' | 4,061 | [5] | ||
| 13 September 2008 | H | 1–3 | Cox 45' | 13,001 | [6] | ||
| 20 September 2008 | A | 1–1 | Easton 49' | 5,536 | [7] | ||
| 28 September 2008 | H | 1–2 | J. Smith 47' | 7,589 | [8] | ||
| 3 October 2008 | A | 3–3 | Cox 5', 39', 52' | 4,018 | [9] | ||
| 11 October 2008 | H | 1–3 | Easton 88' | 7,071 | [10] | ||
| 18 October 2008 | A | 1–2 | Paynter 60' | 7,965 | [11] | ||
| 21 October 2008 | H | 2–1 | Paynter 48', Cox 61' | 6,653 | [12] | ||
| 25 October 2008 | H | 2–0 | Morrison 25', J. Smith 34' pen. | 6,756 | [13] | ||
| 1 November 2008 | A | 3–3 | Cox 15', 52', 80' pen. | 4,744 | [14] | ||
| 15 November 2008 | H | 2–2 | Cox 84', Corr 86' | 9,499 | [15] | ||
| 22 November 2008 | A | 2–2 | Kanyuka 39', Corr 53' | 8,016 | [16] | ||
| 25 November 2008 | H | 2–2 | J. Smith 10', Cox 81' | 6,616 | [17] | ||
| 29 November 2008 | A | 1–2 | Paynter 90' | 3,844 | [18] | ||
| 6 December 2008 | H | 1–1 | Murphy 50' o.g. | 6,787 | [19] | ||
| 13 December 2008 | A | 0–1 | 3,941 | [20] | |||
| 20 December 2008 | H | 2–3 | Timlin 45', McGovern 47' | 7,072 | [21] | ||
| 26 December 2008 | A | 2–1 | Peacock 1', J. Smith 61' pen. | 4,349 | [22] | ||
| 28 December 2008 | H | 0–2 | 8,438 | [23] | |||
| 13 January 2009 | H | 1–1 | J. Smith 62' | 6,002 | [24] | ||
| 17 January 2009 | A | 1–2 | Cox 90' | 13,414 | [25] | ||
| 27 January 2009 | H | 3–2 | Amankwaah 8', Cox 29', Paynter 49' | 6,100 | [26] | ||
| 31 January 2009 | A | 0–0 | 4,712 | [27] | |||
| 14 February 2009 | A | 1–1 | Cox 38' | 19,926 | [28] | ||
| 17 February 2009 | A | 1–1 | Paynter 43' | 7,104 | [29] | ||
| 21 February 2009 | H | 4–2 | Timlin 62', Wright 71' o.g., Robson-Kanu 82', Peacock 85' | 6,852 | [30] | ||
| 24 February 2009 | H | 0–1 | 6,010 | [31] | |||
| 28 February 2009 | A | 0–1 | 5,153 | [32] | |||
| 3 March 2009 | H | 2–2 | Robson-Kanu 32', Amankwaah 66' | 6,293 | [33] | ||
| 7 March 2009 | H | 1–1 | Paynter 18' | 7,453 | [34] | ||
| 10 March 2009 | A | 2–3 | Cox 38' pen., Robson-Kanu 64' | 3,827 | [35] | ||
| 14 March 2009 | A | 0–1 | 21,765 | [36] | |||
| 17 March 2009 | H | 3–0 | Robson-Kanu 13', Cox 19' pen., 90' pen. | 6,269 | [37] | ||
| 21 March 2009 | H | 3–0 | Cox 29', 46', Paynter 76' | 7,129 | [38] | ||
| 24 March 2009 | A | 4–3 | Cox 18', 31', 79', Paynter 40' | 5,025 | [39] | ||
| 28 March 2009 | A | 0–1 | 5,476 | [40] | |||
| 4 April 2009 | H | 0–0 | 7,165 | [41] | |||
| 11 April 2009 | A | 3–2 | Greer 47', Paynter 50', Cox 58' | 6,549 | [42] | ||
| 13 April 2009 | H | 0–1 | 7,735 | [43] | |||
| 18 April 2009 | A | 1–1 | Tudur Jones 90' | 5,959 | [44] | ||
| 25 April 2009 | H | 2–1 | Cox 4', 81' | 10,977 | [45] | ||
| 2 May 2009 | A | 2–2 | Cox 17', 42' | 10,886 | [46] |
| First round | 12 August 2008 | H | 2–3 | Cox 34', Paynter 41' | 7,230 | [48] |
| First round | 2 September 2008 | A | 2–2 7–6 p | Cox 32', Ifil 83' | 1,814 | [49] | ||
| Second round | 7 October 2008 | A | 2–1 | Cox 45', Peacock 84' | 1,458 | [50] | ||
| Third round | 12 November 2008 | A | 0–2 | 2,234 | [51] |