Chelsea midfielder Leo Castledine will spend the 2025/26 season on loan at Huddersfield Town, with a medical scheduled for Friday to finalise the deal.
The 19-year-old is set for a second consecutive season in League One after spending last term with Shrewsbury Town.
Castledine Impressed At Shrewsbury Town
Despite his campaign ending early due to a back injury in February, Castledine impressed in a struggling side and was widely expected to secure another senior move this summer.
The England youth international is eager for regular first-team football, and Chelsea were open to either a permanent or loan exit. With Huddersfield seeking to add creativity and energy to their midfield, the move suits both clubs. Castledine will be looking to make an immediate impact as the Terriers aim to push on under new head coach Lee Grant.
“It’ll be good to hopefully impress and, just for myself and for the team, play my part and do well,” Castledine said earlier in the year when reflecting on his aims for the season ahead.
He joins a squad in transition following their relegation from the Championship in 2024 and subsequent summer rebuild.

Opportunity for Growth in League One
Castledine’s contract at Stamford Bridge runs until next summer, although Chelsea retain an option to extend it until 2027. His future at the Premier League giants remains uncertain, but his development will be closely monitored by staff at Cobham.
Shrewsbury’s relegation and Castledine’s injury made last season a mixed one, but the young midfielder’s maturity, technical ability, and tactical intelligence earned praise throughout the first half of the campaign.
Huddersfield, meanwhile, have wasted little time reshaping their squad and have targeted Castledine as a key piece of their midfield puzzle. If he can stay fit, he could become a standout player in League One, with the Terriers hoping to compete in the top half of the table.
Writer’s View
This is a smart and timely move for all parties. Castledine showed enough at Shrewsbury to suggest he can thrive at this level, and Huddersfield will offer a more stable environment than the chaos he endured last season. With Lee Grant looking to implement a possession-based approach, Castledine’s ball retention and eye for a pass could prove vital.
This loan may not define his Chelsea future, but it could elevate his profile significantly within the EFL. That is if Huddersfield find a way to get more than 11 players on the pitch, given the obscene number of signings they’ve made.


