Scottish Cup 1899-1900

Scottish Football Association Challenge Cup 1899–1900 var den 27. udgave af Scottish Football Association Challenge Cup, nutildags bedre kendt som Scottish Cup. Første runde blev spillet den 13. januar 1900, og turneringen blev afsluttet den 14. april 1900, hvor Celtic FC vandt finalen over amatørholdet Queen's Park FC med 4-3. Sejren var Celtic FC's tredje i turneringens historie.

Resultater

Runde	Dato	Kamp	Res.
Første runde	13.1.	Celtic FC – Bo'ness FC	7–1
Anden runde	27.1.	Port Glasgow Athletic FC – Celtic FC	1–5
Kvartfinale	17.2.	Celtic FC – Kilmarnock FC	4–0
Semifinale	24.2.	Rangers FC – Celtic FC	2–2
Semifinale	10.3.	Celtic FC – Rangers FC	4–0
Finale	14.4.	Celtic FC – Queen's Park FC	4–3

Dato	Kamp	Res.
13.1.	Abercorn FC – Ayr Parkhouse FC	5–2
	Airdrieonians FC – Clyde F.C.	0–1
	Celtic FC – Bo'ness FC	7–1
	Dundee FC – Douglas Wanderers FC	8–0
	Forfar Athletic FC – Motherwell FC	3–4
	Forres Mechanics FC – Orion FC	1–1
	Galston FC – Partick Thistle FC	1–2
	Hamilton Academical FC – Hibernian FC	2–3
	Heart of Midlothian FC – St. Mirren FC	0–0
	Kilmarnock FC – East Stirlingshire FC	2–0
	Maybole FC – Wishaw Thistle FC	4–2
	Port Glasgow Athletic FC – Falkirk FC	7–1
	Queen's Park FC – Leith Athletic FC	3–0
	Rangers FC – Morton FC	4–2
	St. Bernard's FC – Arbroath FC	1–0
	Third Lanark Rifle Volunteers FC – Raith Rovers FC	5–1
Omkampe
20.1.	Orion FC – Forres Mechanics FC	4–1
20.1.	St. Mirren FC – Heart of Midlothian FC	0–3

Seksten hold spillede om otte pladser i kvartfinalerne.

Dato	Kamp	Res.
27.1.	Dundee FC – Clyde F.C.	3–3
	Heart of Midlothian FC – Hibernian FC	1–1
	Kilmarnock FC – Orion FC	10–10
	Partick Thistle FC – St. Bernard's FC	2–1
	Port Glasgow Athletic FC – Celtic FC	1–5
	Queen's Park FC – Abercorn FC	5–1
	Rangers FC – Maybole FC	12–00
	Third Lanark Rifle Volunteers FC – Motherwell FC	2–1
Omkampe
3.2.	Hibernian FC – Heart of Midlothian FC	1–2
17.2.	Clyde F.C. – Dundee FC	0–3

I kvartfinalerne spillede de otte vindere fra ottendedelsfinalerne om fire pladser i semifinalerne.

Dato	Kamp	Res.
10.2.	Third Lanark Rifle Volunteers FC – Heart of Midlothian FC	1–2
17.2.	Celtic FC – Kilmarnock FC	4–0
17.2.	Partick Thistle FC – Rangers FC	1–6
24.2.	Queen's Park FC – Dundee FC	1–0

Dato	Kamp	Res.	Spillested
24.2.	Rangers FC – Celtic FC	2–2	Ibrox Park, Glasgow
10.3.	Queen's Park FC – Heart of Midlothian FC	2–1	2nd Hampden Park, Glasgow
Omkamp
10.3.	Celtic FC – Rangers FC	4–0	Celtic Park, Glasgow