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← Paintsville boys' basketball · Chesapeake High/Middle School boys' basketball →
Paintsville vs. Chesapeake High/Middle School boys' basketball series
Tied 1–1 in 2 meetings on record since 2025
| Date | Result | Site |
|---|---|---|
| 2026-02-14 | Paintsville 77–69 | at Paintsville |
| 2025-12-06 | Chesapeake High/Middle School 69–56 | at Chesapeake High/Middle School |
Finals on this board plus past seasons pulled from ArbiterLive — the record goes back as far as the schools' ArbiterLive schedules do, not necessarily to the first game ever played.