| Matches: 1898 | 1899 | League Tables: 1898-99 | Forum |
1st Round (14 January 1899):
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Airdrieonians(2) 3-3 Arbroath
Ayr Parkhouse 3-1 Dundee FC
Clyde 3-0 Wishaw Thistle
E.Stirlingshire Falkirk 4-1 Dumbarton
FC Bo'ness 3-3 St.Bernard's Edinburgh
Hibernian Edinburgh 2-1 Royal Albert
Forfar Athletic 4-5 West Calder Swifts
Morton Greenock(2) 3-1 Annbank
Orion 0-2 Kilmarnock(2)
Partick Thistle 5-0 Irvine
Port Glasgow Athletic(2) 3-2 Renton
Queen's Park Glasgow 4-0 Kilsyth Wanderers
Rangers 4-1 Heart of Midlothian
Sixth GRV 1-8 Celtic
St.Mirren Paisley 7-1 Leith Athletic(2)
Third Lanark Glasgow 4-1 Arthurlie Barrhead
Replays 1st Round (21 January 1899):
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Arbroath 3-2 Airdrieonians(2)
St.Bernard's Edinburgh 4-2 FC Bo'ness
2nd Round (11 February 1899):
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Ayr Parkhouse 1-4 Rangers
Celtic 3-0 (4 Feb) St.Bernard's Edinburgh
Clyde 3-1 (4 Feb) Arbroath
E.Stirlingshire Falkirk 1-1 Kilmarnock(2)
Partick Thistle 2-2 Morton Greenock(2)
Port Glasgow Athletic(2) 3-1 (4 Feb) West Calder Swifts
Queen's Park Glasgow 5-1 Hibernian Edinburgh
St.Mirren Paisley 2-1 Third Lanark Glasgow
Replays 2nd Round (18 February 1899):
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Kilmarnock(2) 0-0 E.Stirlingshire Falkirk
Morton Greenock(2) 1-2 Partick Thistle
2nd Replay 2nd Round (25 Feb 1899):
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Kilmarnock(2) 4-2 (Cathkin Park) E.Stirlingshire Falkirk
Quarter Finals (18 February 1899):
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Kilmarnock(2) 1-2 (11 Mar) St.Mirren Paisley
Queen's Park Glasgow 2-4aband Celtic
Port Glasgow Athletic(2) 7-3 (25 Feb) Partick Thistle
Rangers 4-0 Clyde
Repeat Quarter Finals (25 February 1899):
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Celtic 2-1 Queen's Park Glasgow
Semi Finals (11 March 1899):
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Celtic 4-2 Port Glasgow Athletic(2)
St.Mirren Paisley 1-2 (15 Apr) Rangers
Final (Hampden Park, 22 April 1899):
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Celtic 2-0 Rangers
Cup Winners: Celtic.