Since the 2017–18 season, Portland and Saint Mary's have met 13 times, and Saint Mary's has the better of it at 13–0.
Most recently Saint Mary's won 75–69 on January 24, 2026.
Right now Portland is 0–0 and Saint Mary's is 0–0, with Saint Mary's at 228 days since a win against Portland's 222.
| Date | Site | Winner | Score |
|---|---|---|---|
| Sat, Jan 24 2026 | Portland home | Saint Mary's | 75–69 |
| Fri, Jan 2 2026 | Saint Mary's home | Saint Mary's | 78–57 |
| Wed, Feb 19 2025 | Saint Mary's home | Saint Mary's | 79–66 |
| Sat, Jan 4 2025 | Portland home | Saint Mary's | 81–58 |
| Sat, Feb 10 2024 | Portland home | Saint Mary's | 76–51 |
| Thu, Jan 11 2024 | Saint Mary's home | Saint Mary's | 95–52 |
| Sat, Feb 11 2023 | Portland home | Saint Mary's | 81–64 |
| Sat, Jan 7 2023 | Saint Mary's home | Saint Mary's | 85–43 |
| Thu, Feb 3 2022 | Portland home | Saint Mary's | 75–54 |
| Thu, Jan 30 2020 | Saint Mary's home | Saint Mary's | 86–64 |
| Thu, Feb 28 2019 | Saint Mary's home | Saint Mary's | 65–48 |
| Sat, Feb 17 2018 | Portland home | Saint Mary's | 73–61 |
| Sat, Jan 27 2018 | Saint Mary's home | Saint Mary's | 72–55 |
Full schedules and drought counters: Portland Pilots and Saint Mary's Gaels.
Portland vs Denver, Portland vs Loyola Marymount, Portland vs Pacific, Portland vs Pepperdine, Portland vs San Diego, Portland vs San Francisco, Portland vs Santa Clara, Portland vs Seattle U.
Saint Mary's vs Denver, Saint Mary's vs Loyola Marymount, Saint Mary's vs Pacific, Saint Mary's vs Pepperdine, Saint Mary's vs San Diego, Saint Mary's vs San Francisco, Saint Mary's vs Santa Clara, Saint Mary's vs Seattle U.