Every meeting

18 Jan 2020 PSL Premiership	Orlando Pirates	3–1	Highlands Park FC	L
29 Oct 2019 PSL Premiership	Highlands Park FC	0–1	Orlando Pirates	L
17 Aug 2019 MTN8 · Quarter-finals	Orlando Pirates	0–1	Highlands Park FC	W
5 Jan 2019 PSL Premiership	Highlands Park FC	2–2	Orlando Pirates	D
4 Aug 2018 PSL Premiership	Orlando Pirates	1–1	Highlands Park FC	D
15 Apr 2017 PSL Premiership	Highlands Park FC	0–0	Orlando Pirates	D
3 Dec 2016 PSL Premiership	Orlando Pirates	2–2	Highlands Park FC	D

This record covers meetings from 3 December 2016 onwards. Earlier games between these teams aren't on the site yet, so the all-time totals may be higher.
W / D / L from Highlands Park FC's side. Penalty shootouts count as draws.