1999–2000 Irish Cup

1999–2000 Irish Cup

Country	Northern Ireland
Teams	32
Champions	Glentoran (18th win)
Runners-up	Portadown
Matches played	36
Goals scored	116 (3.22 per match)
← 1998–99 2000–01 →

The 1999–2000 Irish Cup was the 120th edition of Northern Ireland's premier football knock-out cup competition. It concluded on 6 May 2000 with the final.

Portadown were the defending champions, winning their 2nd Irish Cup last season after Cliftonville were disqualified from the 1999 final. This season Portadown reached the final again, but were defeated 1–0 by Glentoran, who won the cup for the 18th time.

Fifth round

Team 1	Score	Team 2
Ballinamallard United	1–2	Killyleagh Youth
Banbridge Town	3–2	East Belfast
Bangor	2–0	Carrick Rangers
Brantwood	2–3	Bessbrook United
Cliftonville	3–0	Portstewart
Coleraine	7–0	Comber Recreation
Dungannon Swifts	0–0	Ards
Glenavon	0–1	Newry Town
Glentoran	3–0	Crusaders
Institute	1–2	RUC
Larne	1–5	Portadown
Limavady United	0–2	Armagh City
Linfield	3–1	FC Enkalon
Lisburn Distillery	2–1	Omagh Town
Loughgall	0–1	Ballymena United
Tobermore United	4–2	Ballyclare Comrades

Replay

Team 1	Score	Team 2
Ards	0–1 (aet)	Dungannon Swifts

Sixth round

Team 1	Score	Team 2
Armagh City	2–2	Glentoran
Ballymena United	2–1	Bessbrook United
Bangor	3–3	Coleraine
Dungannon Swifts	4–0	Tobermore United
Killyleagh Youth	0–1	Linfield
Lisburn Distillery	3–0	RUC
Newry Town	3–0	Banbridge Town
Portadown	1–0	Cliftonville

Replays

Team 1	Score	Team 2
Coleraine	8–3	Bangor
Glentoran	4–0	Armagh City

Quarter-finals

Team 1	Score	Team 2
Coleraine	1–0	Ballymena United
Linfield	2–2	Dungannon Swifts
Lisburn Distillery	0–2	Portadown
Newry Town	1–3	Glentoran

Replay

Team 1	Score	Team 2
Dungannon Swifts	1–2 (aet)	Linfield

Semi-finals

Team 1	Score	Team 2
Coleraine	0–0	Portadown
Linfield	2–3	Glentoran

Replay

Team 1	Score	Team 2
Portadown	1–0	Coleraine

Final

Glentoran v Portadown

6 May 2000

Glentoran	1 – 0	Portadown
Gilzean  59'	Report

Windsor Park, Belfast Attendance: 8,355