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1999 North Dakota High School Football Standings
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Aug. 27, 1999 Weekend
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| Drake 22, Dunseith 14 |
| Fessenden-Bowdon 60, Steele-Dawson 6 |
*
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| Leeds 22, St. John 0 |
| Rolla 36, Rolette 20 |
| Towner 60, Maddock 48 |
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Sep. 3, 1999 Weekend
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| Fessenden-Bowdon 42, Drake 0 |
| Rolla 20, Leeds 14 |
| St. John 28, Maddock 24 |
| Towner 52, Dunseith 8 |
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Sep. 10, 1999 Weekend
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| Fessenden-Bowdon 40, Maddock 32 |
| Leeds 15, Drake 14 |
| Rolla 32, St. John 8 |
| Towner 14, Rolette 12 |
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Sep. 17, 1999 Weekend
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| Fessenden-Bowdon 42, Dunseith 8 |
| Maddock 44, Drake 12 |
| Rolette 38, St. John 0 |
| Rolla 40, Walhalla 8 |
*
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| Towner 54, Leeds 30 |
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Sep. 24, 1999 Weekend
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| Fessenden-Bowdon 44, Rolette 12 |
| Leeds 46, Dunseith 8 |
| Maddock 48, Fort Totten Four Winds 18 |
*
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| Rolla 44, Drake 6 |
| Towner 52, St. John 12 |
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Oct. 1, 1999 Weekend
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| Leeds 28, Fessenden-Bowdon 26 |
| Maddock 0, Dunseith 0 |
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*SCORE UNKNOWN*
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| Rolette 45, Drake 6 |
| Rolla 36, Towner 22 |
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Oct. 5, 1999 Weekend
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| Fessenden-Bowdon 66, St. John 20 |
| Maddock 22, Rolette 20 |
| Rolla 2, Dunseith 0 |
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FORFEIT
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| Towner 43, Drake 14 |
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Oct. 8, 1999 Weekend
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| Maddock 38, Leeds 28 |
| Rolette 0, Dunseith 0 |
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*SCORE UNKNOWN*
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| Rolla 24, Fessenden-Bowdon 16 |
| St. John 34, Drake 30 |
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Oct. 12, 1999 Weekend
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| Fessenden-Bowdon 44, Towner 22 |
| Rolette 36, Leeds 28 |
| Rolla 36, Maddock 6 |
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Oct. 19, 1999 Weekend
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| Ellendale 50, Towner 22 |
*
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FIRST ROUND
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| New Rockford 37, Maddock 15 |
*
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FIRST ROUND
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Oct. 22, 1999 Weekend
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| Edinburg 14, Rolla 8 |
*
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SECOND ROUND
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| Fessenden-Bowdon 26, Hankinson 19 |
*
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SECOND ROUND
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Oct. 29, 1999 Weekend
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| Buxton Central Valley 6, Edinburg 0 |
*
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STATE QUARTERFINAL
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| New Rockford 56, Fessenden-Bowdon 6 |
*
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STATE QUARTERFINAL
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Oct. 15, 1999 Weekend
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| Agency Village (SD) Tiospa Zina vs. St. John |
*
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*
Signifies that game is non-region
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