Whitby Town (FA Cup): every transfer in and out, fees paid and earned, squad market value.
| Date | Player | From | To | Fee |
|---|---|---|---|---|
| 2025-07-01 | Player | Whitby Town | TBC | Free |
| 2025-07-01 | Player | Whitby Town | TBC | Free |
| 2025-07-01 | Player | Whitby Town | Spennymoor Town | Free |
| 2025-02-28 | Player | Spennymoor Town | Whitby Town | Free |
| 2025-02-21 | Player | Blyth Spartans | Whitby Town | Free |
| 2025-02-04 | Stephen Walker | Whitby Town | Scarborough Athletic | Free |
| 2025-01-01 | Oli Thompson | Gateshead | Whitby Town | Loan |
| 2024-12-31 | Player | Whitby Town | Blyth Spartans | Loan |
| 2024-12-06 | Player | Whitby Town | Newton Aycliffe | Free |
| 2024-11-30 | Louis Stephenson | Hartlepool United | Whitby Town | Loan |
| 2024-11-29 | Player | Spennymoor Town | Whitby Town | Loan |
| 2024-08-08 | Player | Whitby Town | Lancaster City | Free |
| 2024-07-31 | Player | Whitby Town | Bishop Auckland | Free |
| 2024-07-01 | Player | Whitby Town | South Shields | Free |
| 2024-07-01 | Player | Middlesbrough U21 | Whitby Town | Free |
| 2024-07-01 | Player | Middlesbrough U21 | Whitby Town | Free |
| 2024-07-01 | Player | Spennymoor Town | Whitby Town | Free |
| 2024-07-01 | Player | Whitby Town | Free | |
| 2024-03-08 | Max Howells | Middlesbrough U21 | Whitby Town | Loan |
| 2023-12-16 | Jamie Bramwell | Grimsby Town | Whitby Town | Loan |