Mar 21 · Final St. Xavier67 Grayson County37 Mar 21 · OT George Rogers Clark58 St. Xavier50 Mar 21 · Final George Rogers Clark53 North Oldham45 Mar 20 · Final Grayson County58 Great Crossing50 Mar 20 · Final George Rogers Clark63 Marshall County59 Mar 20 · Final North Oldham62 Butler56 Mar 20 · Final St. Xavier46 North Laurel44 Mar 19 · Final North Oldham74 Lyon County61 Mar 19 · Final George Rogers Clark75 Johnson Central60 Mar 19 · Final Butler54 Hazard39 Mar 19 · Final Marshall County67 Boyd County63 Mar 18 · Final Grayson County73 Taylor County64
Mar 14 · Final George Rogers Clark66 Simon Kenton40 Mar 14 · Final George Rogers Clark48 Assumption43 Mar 14 · Final Assumption48 Taylor County29 Mar 13 · Final Taylor County44 Notre Dame36 Mar 13 · Final Simon Kenton63 Owensboro Catholic50 Mar 13 · Final George Rogers Clark69 Franklin-Simpson34 Mar 13 · Final Assumption32 Frederick Douglass30 Mar 12 · Final Simon Kenton70 Ashland Blazer61 Mar 12 · Final Owensboro Catholic59 Letcher County Central35 Mar 12 · Final George Rogers Clark55 North Laurel46 Mar 12 · Final Franklin-Simpson66 Bullitt East47 Mar 11 · Final Notre Dame77 Pikeville38
Dec 6 · Final Trinity (Louisville)28 South Warren14 Dec 6 · Final Owensboro35 Pulaski County7 Dec 6 · Final Christian Academy-Louisville42 Murray7 Dec 5 · Final Lexington Christian33 Owensboro Catholic28 Dec 5 · Final Kentucky Country Day20 Raceland16 Dec 5 · Final Boyle County34 Franklin County0 Nov 28 · Final Trinity (Louisville)50 St. Xavier7 Nov 28 · Final South Warren36 Ryle20 Nov 28 · Final Raceland17 Pikeville10 Nov 28 · Final Owensboro49 Woodford County6 Nov 28 · Final Murray27 Lloyd Memorial20 Nov 28 · Final Franklin County21 Paducah Tilghman14

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Powell County 7 – Estill County 48 · Fri, Oct 15, 1999