Cavalier FC: every transfer in and out, fees paid and earned, squad market value.
| Date | Player | From | To | Fee |
|---|---|---|---|---|
| 2025-08-07 | Dwayne Atkinson | Cavalier FC | Rhode Island FC | Free |
| 2025-07-22 | Jalmaro Calvin | Cavalier FC | St. Mirren | Free |
| 2025-07-01 | Richard King | Cavalier FC | St. Mirren | Free |
| 2024-07-01 | Shaniel Thomas | Cavalier FC | Montego Bay Utd | — |
| 2024-07-01 | Kyle Ming | Cavalier FC | Mount Pleasant | — |
| 2024-07-01 | Gadail Irving | Cavalier FC | Mount Pleasant | — |
| 2024-01-15 | Ronaldo Webster | Cavalier FC | Bregalnica Stip | — |
| 2023-07-25 | Kenroy Campbell | Cavalier FC | RFS | — |
| 2023-07-03 | Ronaldo Webster | Cavalier FC | Bregalnica Stip | Loan |
| 2023-07-01 | Jalmaro Calvin | Ottos Rangers | Cavalier FC | Free |
| 2023-04-27 | Richard King | Cavalier FC | ÍBV | Loan |
| 2023-04-27 | Dwayne Atkinson | Cavalier FC | ÍBV | Loan |
| 2022-08-20 | Kenroy Campbell | Cavalier FC | Zimbru Chisinau | Loan |
| 2022-08-01 | Lamonth Rochester | Cavalier FC | Angelina | Free |
| 2022-04-01 | Jamoi Topey | Cavalier FC | Mount Pleasant | — |
| 2022-01-01 | Jalmaro Calvin | Ottos Rangers | Cavalier FC | Loan |
| 2020-01-01 | Kimani Arbourine | Arnett Gardens | Cavalier FC | Loan |
| 2019-09-03 | Kaheem Parris | Cavalier FC | NK Domzale | Free |
| 2019-03-01 | Jamoi Topey | Cavalier FC | Bethlehem Steel | Loan |
| 2019-01-01 | Ronaldo Webster | Reno FC | Cavalier FC | — |