The 2026–27 season is the 160th season in the history of Chesterfield Football Club and their third 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. 22 June 2026 CB Junior Eccleston Sutton United Undisclosed 1 July 2026 CM George McEachran Grimsby Town Free 2 July 2026 CB Jack Simpson Leyton Orient 6 July 2026 CB Alfie Pond Wolverhampton Wanderers Free transfer 9 July 2026 CF Ruel Sotiriou Hapoel Jerusalem 17 July 2026 LW Danny Anisjko Nottingham Forest Free RB Remeao Hutton Gillingham 27 July 2026 CF Fraser Bryden Crusaders £120,000
Loaned in DatePos.PlayerFromLoaned untilRef. 9 July 2026 LW Josh Koroma Leyton Orient End of Season 30 July 2026 CM Rafiq Lamptey Millwall 31 August 2026 SS Louie Marsh Sheffield United 1 September 2026 CAM Joel Randall Bolton Wanderers 2 September 2026 CM Kiano Dyer Chelsea
Loaned out DatePos.PlayerToLoaned untilRef. 3 September 2026 CDM Luke Butterfield AFC Fylde End of Season CB Alex Whitney Hyde United 1 January 2027 29 September 2026 CB Chey Dunkley Soliull Moors 26 December 2026
Out DatePos.PlayerToFeeRef. 24 June 2026 LW Armando Dobra Leyton Orient Undisclosed
Released / Out of Contract DatePos.PlayerSubsequent clubJoined dateRef. 30 June 2026 RB Janoi Donacien Northampton Town 1 July 2026 CAM Bailey Hobson Harrogate Town LB Adam Lewis Fylde 2 July 2026 RB Vontae Daley-Campbell Southend United 5 July 2026 CB Jamie Grimes Boston United 22 July 2026 LW Liam Jessop Portadown 24 July 2026 CF Paddy Madden Bohemian 11 August 2026 CM John Fleck CF Ben Hole CF Freddie Ladapo GK Ashton Rinaldo
New Contract DatePos.PlayerContract expiryRef. 22 May 2026 CF Gunner Elliott 30 June 2027 2 July 2026 CB Kyle McFadzean 3 July 2026 GK James Sissons 30 June 2027 CB Alex Whitney
Pre-season and friendlies On 20 May, the Spireites announced their a pre-season friendly, against FC Halifax Town. Two days later, a trip to locals Clay Cross Town was added. On 1 June, a third opponent for pre-season was confirmed against Sheffield United. On 5 July, a pre-season trip to Scunthorpe United was announced. Four days later, a pre-season training camp in Republic of Ireland was announced along with a friendly against Bohemian in Dublin. On 16 July, a behind closed doors meeting with Boston United was confirmed.
Competitions League Two
League table
Results summary
Results by round
Matches On 25 June, the League Two fixtures were revealed.
FA Cup
EFL Cup
The draw for the first round was made on 25 June.
EFL Trophy
Group stage
Chesterfield were drawn against Mansfield Town, Port Vale and Manchester City U21 into Northern Group D.
Statistics Appearances and goals
Players with no appearances are not included on the list; italics indicate a loaned in player
References