At a glance
- Full name
- Leo Castledine
- Born
- 20 Aug 2005
- Age today
- 21
- Nationality
- England
Career by season
92 recorded appearances| Season | Competition | Team | Apps | Starts | Goals | Assists | Minutes | Cards |
|---|---|---|---|---|---|---|---|---|
| 26/27 | EFL Cup | Middlesbrough FC | 3 | 2 | 0 | 0 | 203 | 0 |
| 26/27 | Championship | Middlesbrough FC | 4 | 1 | 0 | 0 | 116 | 0 |
| 25/26 | League One | Huddersfield Town | 23 | 17 | 10 | 2 | 1,364 | 2 |
| 25/26 | EFL Cup | Huddersfield Town | 3 | 1 | 1 | 0 | 123 | 0 |
| 25/26 | Championship | Middlesbrough FC | 11 | 1 | 1 | 0 | 323 | 0 |
| 24/25 | League One | Shrewsbury Town | 23 | 18 | 2 | 0 | 1,475 | 4 |
| 24/25 | FA Cup | Shrewsbury Town | 1 | 0 | 0 | 0 | 27 | 0 |
| 24/25 | EFL Cup | Shrewsbury Town | 1 | 1 | 0 | 0 | 82 | 0 |
| 23/24 | International Friendly Games | England U19 | 4 | 2 | 1 | 0 | 189 | 0 |
| 23/24 | EFL Cup | Chelsea FC | 1 | 0 | 0 | 0 | 5 | 0 |
| 22/23 | International Friendly Games | England U19 | 1 | 0 | 1 | 0 | 22 | 0 |
| 22/23 | International Friendly Games | England U18 | 6 | 3 | 1 | 0 | 312 | 1 |
| 21/22 | International Friendly Games | England U17 | 7 | 4 | 2 | 0 | 398 | 2 |
| 20/21 | International Friendly Games | England U16 | 2 | 1 | 0 | 0 | 90 | 1 |
| 19/20 | International Friendly Games | England U15 | 2 | 1 | 0 | 0 | 85 | 0 |
Appearances in our supported competitions. Goals, assists and minutes come from match reports where we have them.
Match log
Newest first| Date | Competition | Match | Score | Minutes | Goals |
|---|---|---|---|---|---|
| 23 Oct 2026 | Championship | Bolton Wanderers v Middlesbrough FCSubstitute, on 79′ | 1 – 5 | 11 | |
| 08 Sep 2026 | EFL Cup | Crystal Palace v Middlesbrough FCSubstitute, on 67′ | 3 – 0 | 23 | |
| 02 Sep 2026 | Championship | Burnley FC v Middlesbrough FCSubstitute, on 61′ | 1 – 1 | 29 | |
| 25 Aug 2026 | EFL Cup | Doncaster Rovers v Middlesbrough FC | 1 – 3 | 90 | |
| 22 Aug 2026 | Championship | Blackburn Rovers v Middlesbrough FCSubstitute, on 77′ | 2 – 1 | 13 | |
| 15 Aug 2026 | Championship | Middlesbrough FC v Lincoln City | 2 – 1 | 63 | |
| 07 Aug 2026 | EFL Cup | Middlesbrough FC v Wrexham AFC | 1 – 0 | 90 | |
| 12 May 2026 | Championship | Southampton FC v Middlesbrough FCSubstitute, on 83′ | 2 – 1 | 37 | |
| 09 May 2026 | Championship | Middlesbrough FC v Southampton FCSubstitute, on 79′ | 0 – 0 | 11 | |
| 02 May 2026 | Championship | Wrexham AFC v Middlesbrough FCSubstitute, on 71′ | 2 – 2 | 19 | |
| 25 Apr 2026 | Championship | Middlesbrough FC v Watford FCSubstitute, on 64′ | 5 – 1 | 26 | |
| 21 Mar 2026 | Championship | Blackburn Rovers v Middlesbrough FCSubstitute, on 68′ | 0 – 0 | 22 | |
| 14 Mar 2026 | Championship | Middlesbrough FC v Bristol CitySubstitute, on 60′ | 1 – 1 | 30 | 1 |
| 11 Mar 2026 | Championship | Middlesbrough FC v Charlton AthleticSubstitute, on 58′ | 0 – 1 | 32 | |
| 08 Mar 2026 | Championship | Queens Park Rangers v Middlesbrough FCSubstitute, on 83′ | 0 – 4 | 10 | |
| 24 Jan 2026 | Championship | Middlesbrough FC v Preston North End | 4 – 0 | 90 | |
| 21 Jan 2026 | Championship | Stoke City v Middlesbrough FCSubstitute, on 46′ | 1 – 2 | 45 | |
| 16 Jan 2026 | Championship | West Bromwich Albion v Middlesbrough FCSubstitute, on 90′ | 2 – 3 | 1 | |
| 04 Jan 2026 | League One | Huddersfield Town v Exeter City | 2 – 2 | 60 | |
| 01 Jan 2026 | League One | Lincoln City v Huddersfield Town | 1 – 1 | 82 | 1 |
Career transfers
8 recorded movesAll recorded career moves, newest first.
| Date | From | To | Move | Fee |
|---|---|---|---|---|
| 09 Jan 2026 | Chelsea FC U21 | Middlesbrough FC | Transfer | €2.4m |
| 08 Jan 2026 | Huddersfield Town | Chelsea FC U21 | Loan return | |
| 01 Aug 2025 | Chelsea FC U21 | Huddersfield Town | Loan | — |
| 31 May 2025 | Shrewsbury Town | Chelsea FC U21 | Loan return | |
| 26 Aug 2024 | Chelsea FC U21 | Shrewsbury Town | Loan | — |
| 01 Jul 2023 | Chelsea FC U18 | Chelsea FC U21 | Internal move | — |
| 01 Jul 2021 | Chelsea FC Youth | Chelsea FC U18 | Internal move | — |
| 11 Mar 2020 | AFC Wimbledon Youth | Chelsea FC Youth | Transfer | — |
Contracts and market values are not available yet.