| | | |
| March 11, 2023 | W | Detroit City FC 0 at San Diego Loyal 1 | Final |
| March 19, 2023 | W | Phoenix Rising FC 0 at San Diego Loyal 3 | Final |
| March 25, 2023 | L | San Diego Loyal 0 at Sacramento Republic FC 1 | Final |
| April 1, 2023 | T | San Diego Loyal 2 at Phoenix Rising FC 2 | Final |
| April 8, 2023 | W | FC Tulsa 1 at San Diego Loyal 2 | Final |
| April 15, 2023 | T | San Diego Loyal 1 at New Mexico United 1 | Final |
| April 23, 2023 | W | Tampa Bay Rowdies 0 at San Diego Loyal 1 | Final |
| April 29, 2023 | L | El Paso Locomotive FC 2 at San Diego Loyal 1 | Final |
| May 6, 2023 | W | San Diego Loyal 2 at Orange County SC 1 | Final |
| May 13, 2023 | L | Rio Grande Valley FC Toros 3 at San Diego Loyal 2 | Final |
| May 20, 2023 | W | San Diego Loyal 3 at Miami FC 2 | Final |
| May 27, 2023 | L | San Diego Loyal 0 at Oakland Roots 2 | Final |
| June 3, 2023 | T | San Diego Loyal 3 at San Antonio FC 3 | Final |
| June 9, 2023 | T | Sacramento Republic FC 1 at San Diego Loyal 1 | Final |
| June 14, 2023 | T | San Antonio FC 2 at San Diego Loyal 2 | Final |
| June 24, 2023 | L | San Diego Loyal 1 at Pittsburgh Riverhounds SC 2 | Final |
| July 1, 2023 | T | San Diego Loyal 2 at Indy Eleven 2 | Final |
| July 8, 2023 | W | San Diego Loyal 2 at Hartford Athletic 0 | Final |
| July 14, 2023 | W | San Diego Loyal 5 at Colorado Springs Switchbacks FC 0 | Final |
| July 30, 2023 | W | Colorado Springs Switchbacks FC 0 at San Diego Loyal 2 | Final |
| August 5, 2023 | L | Orange County SC 3 at San Diego Loyal 1 | Final |
| August 9, 2023 | W | Loudoun United FC 1 at San Diego Loyal 2 | Final |
| August 12, 2023 | L | Memphis 901 FC 1 at San Diego Loyal 0 | Final |
| August 19, 2023 | T | New Mexico United 2 at San Diego Loyal 2 | Final |
| August 26, 2023 | W | San Diego Loyal 3 at Rio Grande Valley FC Toros 2 | Final |
| September 3, 2023 | W | Birmingham Legion FC 0 at San Diego Loyal 3 | Final |
| September 9, 2023 | L | San Diego Loyal 0 at Charleston Battery 2 | Final |
| September 16, 2023 | L | San Diego Loyal 0 at Louisville City FC 1 | Final |
| September 20, 2023 | W | San Diego Loyal 3 at Monterey Bay FC 2 | Final |
| September 24, 2023 | T | Las Vegas Lights FC 1 at San Diego Loyal 1 | Final |
| September 30, 2023 | W | Monterey Bay FC 1 at San Diego Loyal 4 | Final |
| October 4, 2023 | T | San Diego Loyal 0 at El Paso Locomotive FC 0 | Final |
| October 7, 2023 | W | Oakland Roots 2 at San Diego Loyal 4 | Final |
| October 14, 2023 | W | San Diego Loyal 2 at Las Vegas Lights FC 0 | Final |
| October 22, 2023 | | Phoenix Rising FC 3 at San Diego Loyal 3 (Playoff) | Overtime 10 |
San Diego Loyal Schedule
