Chelsea Midfielder Leo Castledine Draws Championship Interest in January Window

London, 8 January 2026 – Chelsea are reportedly keen to secure a permanent transfer for attacking midfielder Leo Castledine during the January window, with Championship clubs including Watford, Norwich City, Birmingham City and Bristol City monitoring the 21-year-old’s situation.

Castledine’s Impressive Loan Form at Huddersfield

Castledine, who joined Chelsea’s academy as a six-year-old before a stint at AFC Wimbledon, has been on loan at League One side Huddersfield Town this season. The midfielder has made a significant impact, contributing goals and assists that have drawn attention from higher divisions. Huddersfield manager Darren Moore has acknowledged the interest but remains focused on retaining the player if possible. Castledine’s contract with Chelsea expires at the end of the 2025/26 season, adding urgency to any potential deal.

Transfer Speculation and Club Interest

Reports suggest Chelsea are valuing Castledine at around £1 million, aiming to capitalise on his form before the window closes. Watford have emerged as frontrunners, with sources indicating they are among several Championship teams interested in a permanent move. Other clubs, such as Norwich and Birmingham, have been advised to consider hijacking the deal. Despite the speculation, no official bids have been confirmed, and Chelsea retain the option to recall him early in January under his loan terms.

Key Facts and Stats

Frequently Asked Questions

Where does Leo Castledine currently play?

He is on loan at Huddersfield Town in League One but remains a Chelsea player.

Which clubs are interested in signing him?

Championship sides such as Watford, Norwich City, Birmingham City and Bristol City have been linked with moves.

What is his background with Chelsea?

Castledine joined Chelsea’s youth system in 2020 after time at AFC Wimbledon and made his senior debut in 2024.