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| 2024 |
| Class: 2A | | Round 1 | | Wicksburg () Horseshoe Bend. Wicksburg wins series (2-0) | | Round 2 | | Ariton () Wicksburg. Wicksburg loses series (1-2) |
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| 2023 |
| Class: 2A | | Round 1 | | Wicksburg (12-9, 15-0) Luverne. Wicksburg wins series (2-0) | | Round 2 | | St. Lukes (3-8, 5-0, 11-6) Wicksburg. Wicksburg loses series (1-2) |
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| 2019 |
| Class: 3A | | Round 1 | | Opp (4-3, 3-1) Wicksburg. |
|
| 2018 |
| Class: 3A | | Round 1 | | Wicksburg (3-0, 11-1) Bayside Academy. | | Round 2 | | Wicksburg (3-1, 7-0) Excel. | | Round 3 | | Gordo (9-8, 8-5) Wicksburg. |
|
| 2017 |
| Class: 3A | | Round 1 | | Gordo (6-3, 17-0) Wicksburg. Wicksburg loses series (0-2) |
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| 2016 |
| Class: 3A | | Round 1 | | Wicksburg (8-6, 12-2) Dale County. Wicksburg wins series (2-0) | | Round 2 | | Geneva (7-2, 12-4) Wicksburg. Wicksburg loses series (0-2) |
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| 2012 |
| Class: 2A | | Round 1 | | Wicksburg (2-0, 10-3) Providence Christian. Wicksburg wins series (2-0) | | Round 2 | | Wicksburg (3-1, 0-9, 4-3) G.W. Long. Wicksburg wins series (2-1) | | Round 3 | | Flomaton (1-0, 0-10, 8-4) Wicksburg. Wicksburg loses series (1-2) |
|
| 2011 |
| Class: 2A | | Round 1 | | Houston Academy (11-7, 5-4) Wicksburg. Wicksburg loses series (0-2) |
|
| 2010 |
| Class: 3A | | Round 1 | | Wicksburg (16-7, 5-0) T.R. Miller. Wicksburg wins series (2-0) | | Round 2 | | Slocomb (5-4, 15-5) Wicksburg. Wicksburg loses series (0-2) |
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| 2009 |
| Class: 3A | | Round 1 | | Bayside Academy (13-6, 6-2) Wicksburg. Wicksburg loses series (0-2) |
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| 2008 |
| Class: 2A | | Round 1 | | Wicksburg (13-1, 6-5) Cottonwood. Wicksburg wins series (2-0) | | Round 2 | | Wicksburg (7-0, 7-6) Thorsby. Wicksburg wins series (2-0) | | Round 3 | | Leroy (2-12, 12-7, 11-8) Wicksburg. Wicksburg loses series (1-2) |
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| 2007 |
| Class: 2A | | Round 1 | | G.W. Long (6-5) Wicksburg. |
|
| 2005 |
| Class: 2A | | Round 1 | | Wicksburg (6-2) Billingsley. | | Round 2 | | Excel (18-1, 8-11, 4-3) Wicksburg. Wicksburg loses series (1-2) |
|
| 2002 |
| Class: 2A | | Round 1 | | Leroy (5-4) Wicksburg. |
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| 2001 |
| Class: 2A | | Round 1 | | Houston Academy (15-0) Wicksburg. |
|
| 2000 |
| Class: 2A | | Round 1 | | Wicksburg (8-1) Red Level. | | Round 2 | | Wicksburg (8-7) Southern Choctaw. | | Round 3 | | Wicksburg (14-2, 11-1) Ariton. | | Semi-finals | | Alabama Christian (1-5, 6-0, 9-2) Wicksburg. Wicksburg loses series (1-2) |
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| 1999 |
| Class: 2A | | Round 1 | | Wicksburg (8-1) Hale County. | | Round 2 | | Geneva County (3-2) Wicksburg. |
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| 1998 |
| Class: 2A | | Round 1 | | Wicksburg (10-3) Goshen. | | Round 2 | | Wicksburg (11-1) Reeltown. | | Round 3 | | G.W. Long (9-3) Wicksburg. |
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| 1997 |
| Class: 2A | | Round 1 | | Flomaton (4-1) Wicksburg. |
|
| 1996 |
| Class: 2A | | Round 1 | | Wicksburg (1-0) Washington County. | | Round 2 | | Wicksburg (2-1) Florala. | | Round 3 | | Trinity (10-0) Wicksburg. |
|
| 1995 |
| Class: 2A | | Round 1 | | Florala (10-2) Wicksburg. |
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| 1994 |
| Class: 2A | | Round 1 | | Wicksburg (9-7) Straughn. | | Round 2 | | Alabama Christian (4-0) Wicksburg. |
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| 1993 |
| Class: 2A | | Round 1 | | Wicksburg (12-7) Straughn. | | Round 2 | | Alabama Christian (8-2) Wicksburg. |
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| 1984 |
| Class: 1A | | Round 1 | | Wicksburg (7-0) Pleasant Home. | | Round 2 | | Sweet Water (20-12) Wicksburg. |
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| 1983 |
| Class: 1A | | Round 1 | | Wicksburg () Bye. | | Round 2 | | Sweet Water (10-0) Wicksburg. |
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| 1982 |
| Class: 1A | | Round 1 | | Wicksburg () Bye. | | Round 2 | | Sweet Water (16-0) Wicksburg. |
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| 1981 |
| Class: 1A | | Round 1 | | Wicksburg () Bye. | | Round 2 | | Fruitdale (5-2) Wicksburg. |
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| 1980 |
| Class: 1A | | Round 1 | | Wicksburg () Lowndes County. | | Round 2 | | Sweet Water () Wicksburg. |
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| 1979 |
| Class: 1A | | Round 1 | | Wicksburg () . | | Round 2 | | Sweet Water () Wicksburg. |
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| 1977 |
| Class: 1A | | Round 1 | | Wicksburg () . | | Round 2 | | Marbury (9-8) Wicksburg. |
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| 1976 |
| Class: 1A | | Round 1 | | Wicksburg () . | | Round 2 | | Marbury (4-1) Wicksburg. |
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| 1949 |
| Class: A | | Round 1 | | Wicksburg (2-0) Highland Home. | | Round 2 | | Coffee (10-4) Wicksburg. |
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