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| 2017 |
| Class: 1A | | Round 1 | | Cherokee (6-2, 2-10, 5-4) Coosa Christian. Cherokee wins series (2-1) | | Round 2 | | Cedar Bluff (6-2, 9-8) Cherokee. Cherokee loses series (0-2) |
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| 2002 |
| Class: 2A | | Round 1 | | Cherokee (8-5) Fyffe. | | Round 2 | | Cherokee (5-4) South Lamar. | | Round 3 | | Cherokee (7-0, 11-4) Tanner. Cherokee wins series (2-0) | | Semi-finals | | Gordo (5-4, 8-2) Cherokee. Cherokee loses series (0-2) |
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| 2000 |
| Class: 2A | | Round 1 | | South Lamar (7-4) Cherokee. |
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| 1999 |
| Class: 2A | | Round 1 | | Cherokee (11-8) Fyffe. | | Round 2 | | Cherokee (6-2) Lineville. | | Round 3 | | Cherokee (5-4) West Morgan. | | Semi-finals | | Ranburne (9-2, 10-2) Cherokee. Cherokee loses series (0-2) |
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| 1998 |
| Class: 2A | | Round 1 | | Cherokee (6-1) Lineville. | | Round 2 | | Cherokee (10-2) South Lamar. | | Round 3 | | Vincent (4-2) Cherokee. |
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| 1996 |
| Class: 2A | | Round 1 | | Cherokee (5-1) St. Clair County. | | Round 2 | | Cherokee (11-5) Gaston. | | Round 3 | | Cherokee (7-5) Lexington. | | Semi-finals | | Cherokee (12-4, 16-3) West Morgan. Cherokee wins series (2-0) | | Finals | | Trinity (8-0, 6-2) Cherokee. Cherokee loses series (0-2) |
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| 1994 |
| Class: 2A | | Round 1 | | Lexington (2-1) Cherokee. |
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| 1993 |
| Class: 2A | | Round 1 | | Cherokee (10-3) Tanner. | | Round 2 | | Cherokee (11-1) Randolph County. | | Round 3 | | Hale County (5-4) Cherokee. |
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| 1991 |
| Class: 3A | | Round 1 | | Cherokee (7-2) Central Florence. | | Round 2 | | Cherokee (15-2) Crossville. | | Round 2 | | Elba (6-3) Cherokee. | | Round 3 | | Cherokee (3-1) Hanceville. | | Semi-finals | | Rogers (2-11, 8-2,) Cherokee. Cherokee loses series (1-2) |
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| 1990 |
| Class: 3A | | Round 1 | | Lauderdale County (12-3) Cherokee. |
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| 1989 |
| Class: 3A | | Round 1 | | Cherokee (8-1) West Limestone. | | Round 2 | | Piedmont (6-5) Cherokee. |
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| 1988 |
| Class: 3A | | Round 1 | | Cherokee (2-1) Gordo. | | Round 2 | | Cherokee (11-1) Danville. | | Semi-finals | | Cherokee (7-4, 19-5) East Limestone. Cherokee wins series (2-0) | | Finals | | UMS-Wright (6-4, 10-7) Cherokee. Cherokee loses series (0-2) |
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| 1987 |
| Class: 3A | | Round 1 | | Cherokee (11-2) South Lamar. | | Round 2 | | Cherokee (14-2) Sardis. | | Semi-finals | | West Limestone (15-7, 12-1) Cherokee. Cherokee loses series (0-2) |
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| 1985 |
| Class: 3A | | Round 1 | | Cherokee (9-1) Clements. | | Round 2 | | Cherokee (11-1) Stevenson. | | Semi-finals | | Cherokee (6-1, 7-2) Danville. Cherokee wins series (2-0) | | Finals | | Vincent (5-4, 7-6) Cherokee. Cherokee loses series (0-2) |
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| 1984 |
| Class: 2A | | Round 1 | | Cherokee (14-3) West Limestone. | | Round 2 | | Stevenson (8-2) Cherokee. |
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| 1983 |
| Class: 2A | | Round 1 | | Cherokee (6-4) West Limestone. | | Round 2 | | Cherokee (5-2) Crossville. | | Semi-finals | | Cherokee (11-0, 5-3) Springville. Cherokee wins series (2-0) | | Finals | | Holtville (1-8, 4-3, 11-4) Cherokee. Cherokee loses series (1-2) |
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| 1976 |
| Class: 2A | | Round 1 | | Cherokee () . | | Round 2 | | Cherokee () . | | Semi-finals | | Hokes Bluff (8-6, 4-1) Cherokee. Cherokee loses series (0-2) |
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