Leo Castledine, a 20-year-old England midfielder, is on the books at Middlesbrough. His current deal runs until June 2030.
Player ProfileMidfielder
L. Castledine
L. Castledine, by the numbers
A career in numbers, ready for the group chat.
Transfer history
| Date | From | To | Type | Fee |
|---|---|---|---|---|
| 2026-05-31 | Huddersfield Town | Chelsea U21 | End of loan | undisclosed |
| 2026-01-09 | Chelsea U21 | Middlesbrough | Transfer | undisclosed |
| 2025-08-01 | Chelsea U21 | Huddersfield Town | Loan | undisclosed |
| 2025-05-31 | Shrewsbury Town | Chelsea U21 | End of loan | undisclosed |
| 2024-08-26 | Chelsea U21 | Shrewsbury Town | Loan | undisclosed |
Compiled from every English club's Sportmonks transfer feed. Disclosed fees only — many transfers go unreported.
Physical & squad role
Jersey
#23
Position
Midfielder
Season by season
Career apps80
Goals17
Assists7
Minutes4,611
Seasons4
Clubs5
| Season | Club | Apps | Goals | Assists | xG | Minutes | Cards |
|---|---|---|---|---|---|---|---|
| 2025/2026 | Middlesbrough | 0 | 1.8 -0.8 | 319 | — | ||
| 2025/2026 | Huddersfield Town | 3 | 6.4 +5.6 | 1,607 | 2 | ||
| 2024/2025 | Shrewsbury Town | 0 | 3.6 -1.6 | 1,601 | 4 | ||
| 2023/2024 | Chelsea U21 | 4 | n/a | 890 | 2 | ||
| 2023/2024 | Chelsea | 0 | n/a | 5 | — | ||
| 2022/2023 | Chelsea U21 | 0 | n/a | 189 | — |
Source: Sportmonks player statistics, including expected goals (xG) per season for covered competitions. Refreshed every 12 hours.