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This page has all the details of Ross County's competitive League fixtures for the 1999-2000 season.
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| Date | Opponents | Home/Away | Result | Scorer(s) |
|---|---|---|---|---|
| 7/8 | Hamilton | Home | Won 2-1 | McGlashan and Irvine |
| 14/8 | Stranraer | Away | Drew 0-0 | |
| 21/8 | Stenhousemuir | Home | Drew 0-0 | |
| 28/8 | Arbroath | Home | Won 2-0 | Ferguson and Shaw |
| 4/9 | Stirling | Away | Lost 1-2 | McGlashan |
| 11/9 | Alloa | Away | Lost 0-2 | |
| 18/9 | Clyde | Home | Won 2-0 | Kinnaird and Fraser |
| 25/9 | Partick | Away | Won 2-0 | Maxwell and Wood |
| 2/10 | Queen of the South | Home | Drew 1-1 | Wood |
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| Date | Opponents | Home/Away | Result | Scorer(s) |
|---|---|---|---|---|
| 16/10 | Stranraer | Home | Drew 1-1 | Shaw |
| 9/10 | Hamilton | Away | Lost 0-1 | |
| 30/10 | Alloa | Home | Won 1-0 | Holmes |
| 6/11 | Clyde | Away | Lost 1-3 | Wood |
| 12/11 | Stirling | Home | Lost 1-3 | Holmes |
| 20/11 | Arbroath | Away | Won 1-0 | Holmes |
| 27/11 | Queen of the South | Away | Won 2-0 | Kinnaird (2) |
| 4/12 | Partick Thistle | Home | Won 2-1 | Shaw (pen) and McBain |
| 29/1 | Hamilton | Home | Lost 0-1 | - - - |
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| Date | Opponents | Home/Away | Result | Scorer(s) |
|---|---|---|---|---|
| 21/3 | Stenhousemuir | Away | Won 2-0 | Kinnaird and McGlashan |
| 7/3 | Clyde | Home | Drew 2-2 | S Ferguson and Shaw (pen) |
| 14/3 | Alloa | Away | Won 2-1 | S Ferguson and Gilbert |
| 22/1 | Partick Thistle | Away | Lost 2-4 | Shaw and Holmes |
| 5/2 | Queen of the South | Home | Won 2-0 | Kinnaird and Irvine |
| 12/2 | Arbroath | Home | Drew 1-1 | S Ferguson |
| 19/2 | Stirling Albion | Away | Lost 1-3 | Irvine |
| 26/2 | Stranraer | Away | Won 2-0 | Esacalon and S Ferguson |
| 28/3 | Stenhousemuir | Home | Won 2-0 | Shaw (pen) and Kinnaird |
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| Date | Opponents | Home/Away | Result | Scorer(s) |
|---|---|---|---|---|
| 11/3 | Alloa Athletic | Home | Lost 3-4 | Holmes (2) and S Ferguson |
| 18/3 | Clyde | Away | Drew 0-0 | - - - |
| 25/3 | Arbroath | Away | Won 2-1 | Holmes and Shaw |
| 1/4 | Stirling Albion | Home | Won 5-1 | Shaw(2), Holmes, Irvine and McGlashan |
| 8/4 | Partick Thistle | Home | Lost 1-3 | Irvine |
| 15/4 | Queen of the South | Away | Won 3-0 | Irvine, Bone and Kinnaird |
| 22/4 | Hamilton | Away | Won 3-0 | Shaw (2 - 1 pen) and Bone |
| 29/4 | Stranraer | Home | Won 3-1 | Taggart, Bone and Shaw |
| 6/5 | Stenhousemuir | Away | Drew 2-2 | Bone and Shaw |