| Regional Tournament History |
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| 2011 |
| Class: 1A Area: 1 | | Area | Coffeeville 23-76 McIntosh |
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| 2010 |
| Class: 1A Area: 1 | | Area | Coffeeville 31-75 McIntosh |
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| 2009 |
| Class: 1A Area: 1 | | Area | Coffeeville 17-94 McIntosh |
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| 2008 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 Sweet Water | | Area | Coffeeville 28-87 McIntosh |
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| 2007 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 Sweet Water | | Area | Coffeeville 26-101 McIntosh |
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| 2006 |
| Class: 1A Area: 2 | | Area | Coffeeville 54-49 Sweet Water | | Area | Coffeeville 33-57 A.L. Johnson |
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| 2005 |
| Class: 1A Area: 2 | | Area | Coffeeville 46-57 Marengo |
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| 2004 |
| Class: 1A Area: 1 | | Area | Coffeeville 52-46 J.U. Blacksher | | Area | Coffeeville 48-54 Fruitdale | | Region SW Championship | | Sub-Regional | Coffeeville 18-71 J.F. Shields |
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| 2003 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 | | Area | Coffeeville 52-51 Frisco City | | Region SW Championship | | Sub-Regional | Coffeeville 24-54 Pleasant Home |
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| 2002 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 Frisco City |
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| 2001 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 Millry |
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| 1998 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 Fruitdale |
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| 1997 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 Bayside Academy |
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| 1996 |
| Class: 1A Area: 2 | | Area | Coffeeville 0-0 Bye | | Area | Coffeeville 72-46 Marengo | | Region SW Championship | | Sub-Regional | Coffeeville 43-56 J.U. Blacksher |
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| 1995 |
| Class: 1A | | Sub-Regional | Coffeeville 0-0 Fruitdale |
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| 1993 |
| Class: 1A Area: 1 | | Area | Coffeeville 42-57 Millry |
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| 1992 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 | | Area | Coffeeville 0-0 Fruitdale | | Region S1 Championship | | Sub-State | Coffeeville 90-20 Southern Normal | | Sub-State Finals | Coffeeville 42-69 Pleasant Home |
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| 1991 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 John Essex | | Area | Coffeeville 0-0 Fruitdale | | Region S1 Championship | | Sub-State | Coffeeville 63-64 Bayside Academy |
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| 1990 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 Bayside Academy | | Area | Coffeeville 0-0 Bye | | Region S1 Championship | | Sub-State | Coffeeville 66-21 Bayside Academy | | Sub-State Finals | Coffeeville 65-49 Coffee Springs | | SS3 | Coffeeville 55-52 Pleasant Home |
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| 1989 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 | | Area | Coffeeville 0-0 Fruitdale | | Region S1 Championship | | Sub-State | Coffeeville 70-43 J.U. Blacksher | | Sub-State Finals | Coffeeville 34-46 Coffee Springs |
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| 1988 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 | | Area | Coffeeville 0-0 Fruitdale | | Region S1 Championship | | Sub-State | Coffeeville 76-33 Excel | | Sub-State Finals | Coffeeville 63-54 Fruitdale | | SS3 | Coffeeville 41-60 Pleasant Home |
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| 1987 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 | | Area | Coffeeville 0-0 Fruitdale | | Region S1 Championship | | Sub-State | Coffeeville 63-53 J.U. Blacksher | | Sub-State Finals | Coffeeville 25-33 Fruitdale |
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| 1986 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 Fruitdale | | Area | Coffeeville 0-0 | | Region S1 Championship | | Sub-State | Coffeeville 0-0 Frisco City | | Sub-State Finals | Coffeeville 48-29 Fruitdale | | SS3 | Coffeeville 44-62 Pleasant Home |
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| 1985 |
| Class: 1A Area: 1 | | Area | Coffeeville 0-0 | | Area | Coffeeville 0-0 | | Region S1 Championship | | Sub-State | Coffeeville 0-0 | | SS3 | Coffeeville 36-63 Pleasant Home |
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| 1981 |
| Class: 1A Area: 1 | | Semi | Coffeeville 0-0 |
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| 1979 |
| Class: 1A Area: 1 | | Semi | Coffeeville 0-0 | | Finals | Coffeeville 0-0 | | Region Championship | | Sub-State | Coffeeville 0-0 | | SS3 | Coffeeville 26-25 Houston Academy |
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