Chesterfield - York

Chesterfield enter this matchday 7 League Two fixture on 19 September 2026 following a high-scoring 5-3 EFL Trophy victory over Manchester City Academy, providing a boost after their recent league draw against Barnet. Their campaign has seen a mix of results, including a hard-fought 2-1 win at Oldham Athletic, as they look to find consistency. York City arrive in buoyant mood after a dominant 4-0 win against Swindon Town, a performance that helped steady their league form following a narrow defeat at Cheltenham Town earlier in the month.

The two sides last met in League Two competition on 28 January 2014, when Chesterfield secured a 2-0 victory. While their more recent history stems from National League encounters, this return to the fourth tier brings a fresh dynamic to their rivalry. As Chesterfield look to leverage home advantage at SMH Group Stadium, York City will aim to carry their attacking momentum into a challenging away test.