| 12/07/2025 |   Pinellas County vs Weston | 3 - 1 | USL League Two
Phase : J22 | 2025 | Johnson Athletic Field |
| 08/07/2025 |  Pinellas County vs Fort Lauderdale United | 1 - 2 | USL League Two
Phase : J20 | 2025 | Johnson Athletic Field |
| 03/07/2025 |  Pinellas County vs Sarasota Paradise | 1 - 1 | USL League Two
Phase : J19 | 2025 | Johnson Athletic Field |
| 28/06/2025 |  Pinellas County vs FC Miami City | 5 - 0 | USL League Two
Phase : J17 | 2025 | Johnson Athletic Field |
| 22/06/2025 |  Miami vs Pinellas County | 1 - 3 | USL League Two
Phase : J14 | 2025 | Stade Tropical Park |
| 15/06/2025 | FC Miami City vs Pinellas County | 2 - 3 | USL League Two
Phase : J12 | 2025 | Stade Monsignor Pace High School |
| 11/06/2025 |  Kings Hammer Sun City vs Pinellas County | 1 - 4 | USL League Two
Phase : J9 | 2025 | Lake Myrtle Sports Park |
| 07/06/2025 | Weston vs Pinellas County | 1 - 6 | USL League Two
Phase : J8 | 2025 | Cypress Bay High School |
| 01/06/2025 | Fort Lauderdale United vs Pinellas County | 1 - 0 | USL League Two
Phase : J7 | 2025 | Stade FTL UTD |
| 24/05/2025 | Pinellas County vs Miami | 4 - 1 | USL League Two
Phase : J4 | 2025 | Johnson Athletic Field |
| 18/05/2025 | Sarasota Paradise vs Pinellas County | 1 - 1 | USL League Two
Phase : J2 | 2025 | Premier Sports Campus |
| 14/05/2025 | Pinellas County vs Kings Hammer Sun City | 4 - 1 | USL League Two
Phase : J1 | 2025 | Johnson Athletic Field |
| 14/07/2024 | Pinellas County vs Sarasota Paradise | 0 - 1 | USL League Two
Phase : J17 | 2024 | St. Petersburg High School |
| 10/07/2024 |  Tampa Bay United vs Pinellas County | 1 - 3 | USL League Two
Phase : J17 | 2024 | Stade Ed Radice Sports Complex |
| 06/07/2024 | Pinellas County vs Weston | 2 - 0 | USL League Two
Phase : J16 | 2024 | St. Petersburg High School |
| 01/07/2024 |  Miami AC vs Pinellas County | 3 - 2 | USL League Two
Phase : J14 | 2024 | Christopher Columbus High School |
| 30/06/2024 | Sarasota Paradise vs Pinellas County | 2 - 1 | USL League Two
Phase : J14 | 2024 | Cleland Stadium at Ihrig Feild at Sarasota High |
| 22/06/2024 | Pinellas County vs Tampa Bay United | 1 - 1 | USL League Two
Phase : J11 | 2024 | Johnson Athletic Field |
| 20/06/2024 | Pinellas County vs Sarasota Paradise | 2 - 3 | USL League Two
Phase : J11 | 2024 | St. Petersburg High School |
| 08/06/2024 |  Pinellas County vs Swan City | 4 - 1 | USL League Two
Phase : J7 | 2024 | Johnson Athletic Field |
| 02/06/2024 | Pinellas County vs Miami AC | 2 - 3 | USL League Two
Phase : J6 | 2024 | Johnson Athletic Field |
| 29/05/2024 | Swan City vs Pinellas County | 3 - 0 | USL League Two
Phase : J4 | 2024 | Lake Parker Park Field 1 |
| 25/05/2024 | Weston vs Pinellas County | 1 - 0 | USL League Two
Phase : J3 | 2024 | Cypress Bay High School |
| 21/05/2024 | Tampa Bay United vs Pinellas County | 4 - 2 | USL League Two
Phase : J2 | 2024 | Stade Ed Radice Sports Complex |
| 13/07/2023 | Pinellas County vs Sarasota Paradise | 3 - 3 | USL League Two
Phase : J18 | 2023 | St. Petersburg High School |
| 08/07/2023 |  Pinellas County vs Altitude Rush | 6 - 3 | USL League Two
Phase : J16 | 2023 | St. Petersburg High School |
| 05/07/2023 | Altitude Rush vs Pinellas County | 2 - 2 | USL League Two
Phase : J15 | 2023 | Club Med Sandpiper Bay Soccer Field |
| 02/07/2023 | Sarasota Paradise vs Pinellas County | 1 - 0 | USL League Two
Phase : J14 | 2023 | Cleland Stadium at Ihrig Feild at Sarasota High |
| 28/06/2023 | FC Miami City vs Pinellas County | 2 - 0 | USL League Two
Phase : J13 | 2023 | Central Broward Regional Park |
| 25/06/2023 | Pinellas County vs Miami AC | 1 - 1 | USL League Two
Phase : J11 | 2023 | St. Petersburg High School |
| 22/06/2023 | Pinellas County vs Sarasota Paradise | 2 - 0 | USL League Two
Phase : J10 | 2023 | St. Petersburg High School |
| 10/06/2023 | Altitude Rush vs Pinellas County | 0 - 3 | USL League Two
Phase : J7 | 2023 | Club Med Sandpiper Bay Soccer Field |
| 02/06/2023 | Pinellas County vs Weston | 1 - 2 | USL League Two
Phase : J5 | 2023 | St. Petersburg High School |
| 28/05/2023 | Miami AC vs Pinellas County | 1 - 2 | USL League Two
Phase : J4 | 2023 | Stade Tropical Park |
| 25/05/2023 | Weston vs Pinellas County | 2 - 0 | USL League Two
Phase : J3 | 2023 | Broward College South Campus |
| 21/05/2023 | Pinellas County vs FC Miami City | 2 - 4 | USL League Two
Phase : J2 | 2023 | St. Petersburg High School |
