| | | |
| March 17, 2024 | W | Toronto FC II 1 at Philadelphia Union II 2 | Final |
| March 24, 2024 | W | New England Revolution II 1 at Philadelphia Union II 2 | Final |
| March 28, 2024 | T | Philadelphia Union II 1 at Chicago Fire FC II 1 | Final (PK 3-4) |
| April 11, 2024 | T | Orlando City B 1 at Philadelphia Union II 1 | Final (PK 6-7) |
| April 15, 2024 | W | Philadelphia Union II 5 at Atlanta United 2 0 | Final |
| April 21, 2024 | T | New York Red Bulls II 1 at Philadelphia Union II 1 | Final (PK 2-4) |
| April 28, 2024 | L | Philadelphia Union II 1 at FC Cincinnati 2 3 | Final |
| May 5, 2024 | W | Huntsville City Football Club 0 at Philadelphia Union II 2 | Final |
| May 19, 2024 | W | Philadelphia Union II 3 at New England Revolution II 1 | Final |
| May 26, 2024 | W | Philadelphia Union II 5 at New York Red Bulls II 1 | Final |
| June 2, 2024 | W | Columbus Crew 2 1 at Philadelphia Union II 3 | Final |
| June 6, 2024 | L | FC Cincinnati 2 2 at Philadelphia Union II 0 | Final |
| June 13, 2024 | W | Philadelphia Union II 3 at Crown Legacy FC 0 | Final |
| June 26, 2024 | L | New York Red Bulls II 4 at Philadelphia Union II 1 | Final |
| June 30, 2024 | W | Philadelphia Union II 4 at Toronto FC II 0 | Final |
| July 6, 2024 | W | Philadelphia Union II 2 at New England Revolution II 1 | Final |
| July 11, 2024 | W | Chattanooga FC 1 at Philadelphia Union II 3 | Final |
| July 19, 2024 | L | Philadelphia Union II 1 at New York City FC II 2 | Final |
| July 28, 2024 | | Philadelphia Union II at Columbus Crew 2 | 6:00 p.m. |
| August 2, 2024 | | FC Cincinnati 2 at Philadelphia Union II | 3:00 p.m. |
| August 10, 2024 | | Chicago Fire FC II at Philadelphia Union II | 4:00 p.m. |
| August 18, 2024 | | Philadelphia Union II at Toronto FC II | 3:00 p.m. |
| August 26, 2024 | | Columbus Crew 2 at Philadelphia Union II | 6:00 p.m. |
| September 11, 2024 | | Philadelphia Union II at Carolina Core FC | 6:30 p.m. |
| September 15, 2024 | | Philadelphia Union II at Inter Miami CF II | 7:00 p.m. |
| September 23, 2024 | | New York City FC II at Philadelphia Union II | 4:00 p.m. |
| September 29, 2024 | | Atlanta United 2 at Philadelphia Union II | 3:00 p.m. |
| October 6, 2024 | | Philadelphia Union II at Chicago Fire FC II | 1:00 p.m. |
Philadelphia Union II Schedule
