The 2025–26 season is the 159th season in the history of Chesterfield Football Club and their second consecutive season in League Two. The club are participating in League Two, the FA Cup, the EFL Cup and the EFL Trophy.
Transfers and contracts In DatePos.PlayerFromFeeRef. 20 June 2025 GK Zach Hemming Middlesbrough £150,000 30 June 2025 CF Lee Bonis ADO Den Haag Undisclosed 1 July 2025 LB Adam Lewis Morecambe Free 1 July 2025 RW Dilan Markanday Blackburn Rovers 1 July 2025 CDM Ryan Stirk Walsall 18 July 2025 CDM Luke Butterfield Everton 1 January 2026 CF Freddie Ladapo Huddersfield Town 1 January 2026 CB Malik Owolabi-Belewu Forge 9 January 2026 LB Tom Pearce Montréal 16 January 2026 CF Will Dickson Manchester City Undisclosed Expenditure: £150,000
Out DatePos.PlayerToFeeRef. 13 November 2025 RB Ryheem Sheckleford Aldershot Town Free Transfer
Loaned in DatePos.PlayerFromDate untilRef. 3 July 2025 CM Matt Dibley-Dias Fulham 7 January 2026 8 July 2025 RB Devan Tanton 5 August 2025 CAM Ronan Darcy Wigan Athletic 16 January 2026 8 August 2025 LW James Berry Wycombe Wanderers 31 May 2026 1 September 2025 CF Will Dickson Manchester City 5 January 2026 4 January 2026 CDM Sammy Braybrooke Leicester City 31 May 2026 RB Sam Curtis Sheffield United CB Sil Swinkels Aston Villa
Loaned out DatePos.PlayerToDate untilRef. 15 August 2025 CAM Bailey Hobson Brackley Town 14 January 2026 21 August 2025 CF Paddy Madden Accrington Stanley 31 May 2026 3 September 2025 LW Liam Jessop Lincoln Red Imps 19 November 2025 CF Gunner Elliott Matlock Town 20 December 2025 20 November 2025 GK Ashton Rinaldo 22 January 2026 CDM Luke Butterfield Accrington Stanley 31 May 2026 30 January 2026 CB Alex Whitney Stocksbridge Park Steels 28 February 2026 5 February 2026 CB Jamie Grimes Boston United 31 May 2026 10 March 2026 LB Adam Lewis AFC Fylde
Released / Out of Contract DatePos.PlayerSubsequent clubJoin dateRef.30 June 2025 CM Ollie Banks York City 1 July 2025 CB Ash Palmer CF Kane Drummond Oldham Athletic LW Michael Jacobs Northampton Town CM Darren Oldaker Swindon Town CM Mike Jones Ali Mohiuddin Mickleover 12 August 2025 4 August 2025 RW Ryan Colclough Fylde 9 September 2025 12 March 2026 CB Tyrone Williams
New Contract DatePos.PlayerContracted untilRef.19 June 2025 GK Ryan Boot 30 June 2026 CM John Fleck CB Kyle McFadzean 18 July 2025 CF Gunner Elliott Undisclosed 24 July 2025 LB Lewis Gordon 30 June 2027 25 September 2025 RB Janoi Donacien 30 June 2026 1 October 2025 CF Will Grigg 30 June 2027 13 February 2026 CAM Liam Mandeville 30 June 2028 25 February 2026 CDM Tom Naylor
Pre-season and friendlies On 23 May, Chesterfield announced their first pre-season fixture, against Matlock Town. Three weeks later, a second friendly was added against Sheffield United. Also confirmed was a training camp in Spain, along with a friendly against Europa Point. On 17 June, a fourth friendly match was added to the schedule, against Burton Albion. A fifth and sixth friendly was later announced, against Nottingham Forest and Alfreton Town.
Competitions League Two
League table
Results summary
Results by round
Matches On 26 June, the League Two fixtures were released, with Chesterfied hosting Barrow on the opening weekend.
Play-offs
Chesterfield finished 6th in the regular season, and were drawn against Notts County whom finished in 5th.
FA Cup
Chesterfield were drawn away to Stevenage in the first round and at home to Doncaster Rovers in the second round.
EFL Cup
Chesterfield were drawn at home to Mansfield Town in the first round.
EFL Trophy
Chesterfield were drawn against Burton Albion, Crewe Alexandra and Liverpool U21 in the group stage. After finishing second in the group stage, Chesterfield were drawn away to Doncaster Rovers in the round of 32.
Statistics Appearances and goals Players with no appearances are not included on the list; italics indicate a loaned in player
|colspan="14"|Player(s) who featured but departed the club permanently during the season:
References