Windsor City 
Transfers
| Date | Player | From team | To team | Transfer fee |
|---|---|---|---|---|
| may 10 2020 | L. Usher | Windsor City |  SV Evergem | Moved with manager |
| may 10 2020 |  A. Swatley | Windsor City | SV Evergem | Moved with manager |
| may 7 2020 | J. Warf | Windsor City | None | RSD1 005 618 |
| april 15 2020 |  M. Zueco | Windsor City |  Djibouti huai an | RSD1 848 000 |
| march 22 2020 |  P. Dũng Việt | Can Tho #2 | Windsor City | RSD1 848 015 |
| march 19 2020 | R. Crose | YNWA_Sibyl 91 | Windsor City (On loan) | (RSD499 688) |
| march 19 2020 | P. Strode | Windsor City | None | RSD1 276 188 |
| january 1 2020 | P. Cram | Windsor City | None | RSD1 388 016 |
| october 12 2019 | L. Usher | Abbottishotspurs | Windsor City | RSD3 152 194 |
| october 14 2018 |  T. Jessen |  Romania - Dream Team FC | Windsor City | RSD6 211 775 |
| october 14 2018 |  S. Bazajev | Windsor City | None | RSD826 509 |
| october 12 2018 |  H. Bjordal | Windsor City | None | RSD1 588 903 |
| september 21 2018 |  R. Grundvig | Windsor City | None | RSD1 486 423 |
| july 31 2018 |  T. Crèvecœur | Windsor City | None | RSD1 695 508 |
| july 29 2018 | M. Cabrieles | Windsor City | None | RSD1 034 857 |
| may 17 2018 | M. Rash | Windsor City |  Canoas #3 | RSD2 415 001 |
| february 1 2018 |  C. Richi | Windsor City | Dimension Administration | RSD2 419 500 |
| january 4 2018 |  J. Dissing | Windsor City |  FK Grigiškių Šviesa | RSD1 213 125 |
| december 16 2017 | R. Grundvig | FK Kiemas | Windsor City | RSD7 737 257 |
| december 15 2017 |  Z. Loh | Windsor City |  Thika | RSD255 001 |
| december 13 2017 | J. Dragoo | Strood City | Windsor City | RSD26 477 244 |
| december 13 2017 | P. Cram | Wilmslow City | Windsor City | RSD62 196 000 |
| july 11 2017 | A. Footen | Windsor City | Horley United #3 | RSD705 624 |
| may 19 2017 | E. Purefoy | Windsor City | Sutton Coldfield City #6 | RSD1 307 614 |
| may 17 2017 |  F. Brauns |  Warsaw #2 | Windsor City | RSD37 459 751 |