| Varsity A | |
| Friday, August 28, 2009 | |
| Gilman School at St. John’s Catholic Prep (McCurdy Field) | 63 – 16 |
| Loyola Blakefield at St. Frances Academy (Meade HS) | 32 – 0 |
| Saturday, August 29, 2009 | |
| Calvert Hall College High School at St. John’s (DC) (St. John’s (DC)) | 3 – 19 |
| Archbishop Curley High School at Mount St. Joseph High School (Mount St. Joseph) | 0 – 28 |
| Friday, September 04, 2009 | |
| McDonogh School at St. Paul’s School (St. Paul’s) | 40 – 0 |
| Calvert Hall College High School at Archbishop Spalding High School (Archbishop Spalding) | 9 – 14 |
| Bear Creek (CO) at Gilman School (Towson University) | 36 – 43 |
| Saturday, September 05, 2009 | |
| Southside at Loyola Blakefield (Hargaden Field) | 0 – 55 |
| Edmondson at Mount St. Joseph High School (Mount St. Joseph) | 7 – 9 |
| Friday, September 11, 2009 | |
| DeMatha at Gilman School (Gilman) | 56 – 35 |
| Paul VI (VA) at Georgetown Preparatory School (Georgetown Prep) | 3 – 32 |
| Saturday, September 12, 2009 | |
| Edmondson at Loyola Blakefield (Hargaden Field) | 14 – 47 |
| Southside at Calvert Hall College High School (Paul Angelo Russo Stadium) | 6 – 70 |
| Good Counsel at Mount St. Joseph High School (Mount St. Joseph) | 42 – 0 |
| Haverford (PA) at McDonogh School (McDonogh) | 21 – 35 |
| Thursday, September 17, 2009 | |
| Gilman School at Good Counsel (Good Counsel) | 37 – 49 |
| Friday, September 18, 2009 | |
| McDonogh School at Penn Charter (PA) (Penn Charter (PA)) | 27 – 17 |
| Mount St. Joseph High School at Fort Hill (Fort Hill) | 12 – 22 |
| Calvert Hall College High School at Havre de Grace (Havre de Grace) | 44 – 0 |
| Saturday, September 19, 2009 | |
| Loyola Blakefield at Valley Forge Millitary Academy (Valley Forge (PA)) | 31 – 14 |
| Georgetown Preparatory School at Gonzaga (DC) (Gonzaga (DC)) | 20 – 23 |
| Friday, September 25, 2009 | |
| Mount St. Joseph High School at Calvert Hall College High School (Paul Angelo Russo Stadium) | 0 – 17 |
| Saturday, September 26, 2009 | |
| McDonogh School at Woodberry Forest (VA) (Woodberry Forest (VA)) | 21 – 23 |
| Gilman School at Georgetown Preparatory School (Georgetown Prep) | 35 – 14 |
| Friday, October 02, 2009 | |
| Loyola Blakefield at Cesar Rodney (DE) (Cesar Rodney (DE)) | 43 – 14 |
| Saturday, October 03, 2009 | |
| Towson at Calvert Hall College High School (Paul Angelo Russo Stadium) | 6 – 42 |
| Mount St. Joseph High School at Georgetown Preparatory School (Georgetown Prep) | 13 – 28 |
| Malvern Prep (PA) at Gilman School (Gilman) | 14 – 28 |
| Landon at McDonogh School (McDonogh) | 12 – 34 |
| Friday, October 09, 2009 | |
| Georgetown Preparatory School at St. Mary’ s High School (St. Mary’s) | 49 – 0 |
| Saturday, October 10, 2009 | |
| St. John’s Prep (MA) at Mount St. Joseph High School (Mount St. Joseph) | 20 – 9 |
| McDonogh School at Loyola Blakefield (McDonogh) | 21 – 0 |
| Calvert Hall College High School at Gilman School (Gilman) | 21 – 12 |
| Friday, October 16, 2009 | |
| Georgetown Preparatory School at Calvert Hall College High School (Paul Angelo Russo Stadium) | 35 – 7 |
| Saturday, October 17, 2009 | |
| Gilman School at Loyola Blakefield (Hargaden Field) | 56 – 7 |
| McDonogh School at Mount St. Joseph High School (Mount St. Joseph) | 36 – 7 |
| Friday, October 23, 2009 | |
| Largo at Calvert Hall College High School (Paul Angelo Russo Stadium) | 0 – 21 |
| McDonogh School at Georgetown Preparatory School (Georgetown Prep) | 27 – 26 |
| Saturday, October 24, 2009 | |
| Loyola Blakefield at Mount St. Joseph High School (Mount St. Joseph) | 35 – 0 |
| Friday, October 30, 2009 | |
| Mount St. Joseph High School at Gilman School (Gilman) | 0 – 42 |
| Saturday, October 31, 2009 | |
| Calvert Hall College High School at McDonogh School (McDonogh) | 0 – 7 |
| St. Alban’s at Georgetown Preparatory School (Georgetown Prep) | 7 – 34 |
| Leonard Hall at Loyola Blakefield (Loyola Blakefield) | 0 – 49 |
| Saturday, November 07, 2009 | |
| Gilman School at McDonogh School (McDonogh) | 34 – 27 |
| Georgetown Preparatory School at Landon (Landon) | 23 – 18 |
| Thursday, November 12, 2009 | |
| St. Frances Academy at Calvert Hall College High School (Calvert Hall) | 0 – 39 |
| Sunday, November 15, 2009 | |
| Georgetown Preparatory School at Loyola Blakefield (Boys’ Latin) | 34 – 21 |
| Thursday, November 26, 2009 | |
| Calvert Hall College High School at Loyola Blakefield (M&T Bank Stadium) | 47 – 28 |
Varsity B | |
| Friday, August 28, 2009 | |
| Gilman School at St. John’s Catholic Prep (McCurdy Field) | 63 – 16 |
| Loyola Blakefield at St. Frances Academy (Meade HS) | 32 – 0 |
| Saturday, August 29, 2009 | |
| Archbishop Curley High School at Mount St. Joseph High School (Mount St. Joseph) | 0 – 28 |
| Cardinal Gibbons School at St. Vincent Pallotti High School (Lansdowne) | 35 – 6 |
| Friday, September 04, 2009 | |
| St. Mary’s High School at Boys’ Latin School (Boys’ Latin) | 7 – 21 |
| McDonogh School at St. Paul’s School (St. Paul’s) | 40 – 0 |
| Archbishop Curley High School at Woodlawn (Woodlawn) | 0 – 6 |
| Calvert Hall College High School at Archbishop Spalding High School (Archbishop Spalding) | 9 – 14 |
| John Carroll School at Havre de Grace (Havre de Grace) | 28 – 0 |
| Severn School at St. Vincent Pallotti High School (Fairland Regional Park) | 18 – 21 |
| Saturday, September 05, 2009 | |
| Long Island Lutheran at Cardinal Gibbons School (Cardinal Gibbons) | 6 – 37 |
| Friday, September 11, 2009 | |
| 10 – 14 | |
| St. Frances Academy at Severn School (Severn) | 10 – 7 |
| St. Paul’s School at Archbishop Spalding High School (Archbishop Spalding) | 6 – 28 |
| St. John’s Catholic Prep at St. Mary’s High School (St. Mary’s) | 14 – 28 |
| Saturday, September 12, 2009 | |
| Archbishop Curley High School at Cardinal Gibbons School (Cardinal Gibbons) | 17 – 38 |
| Friday, September 18, 2009 | |
| St. Paul’s School at Archbishop Curley High School (Archbishop Curley) | 20 – 21 |
| Boys’ Latin School at Severn School (Severn) | 45 – 20 |
| John Carroll School at St. John’s Catholic Prep (McCurdy Field) | 41 – 42 |
| St. Mary’s High School at St. Frances Academy (Patterson Park) | 19 – 6 |
| Archbishop Spalding High School at Cardinal Gibbons School (Cardinal Gibbons) | 27 – 24 |
| Friday, September 25, 2009 | |
| Archbishop Curley High School at St. Frances Academy (Patterson Park) | 14 – 27 |
| Boys’ Latin School at St. John’s Catholic Prep (McCurdy Field) | 32 – 20 |
| Cardinal Gibbons School at St. Mary’s High School (St. Mary’s) | 18 – 20 |
| St. Paul’s School at John Carroll School (John Carroll) | 13 – 22 |
| Severn School at Archbishop Spalding High School (Archbishop Spalding) | 13 – 42 |
| Friday, October 02, 2009 | |
| Severn School at St. Paul’s School (St. Paul’s) | 14 – 49 |
| St. Frances Academy at Boys’ Latin School (Boys’ Latin) | 6 – 24 |
| St. John’s Catholic Prep at Archbishop Curley High School (Archbishop Curley) | 20 – 39 |
| Archbishop Spalding High School at St. Mary’s High School (St. Mary’s) | 45 – 7 |
| Monday, October 05, 2009 | |
| John Carroll School at Cardinal Gibbons School (Cardinal Gibbons) | 29 – 28 |
| Friday, October 09, 2009 | |
| Cardinal Gibbons School at St. Paul’s School (St. Paul’s) | 17 – 14 |
| Archbishop Curley High School at Archbishop Spalding High School (Archbishop Spalding) | 15 – 42 |
| John Carroll School at St. Frances Academy (North County HS) | 28 – 0 |
| Georgetown Preparatory School at St. Mary’s High School (St. Mary’s) | 49 – 0 |
| Saturday, October 10, 2009 | |
| Bullis at Boys’ Latin School (Boys’ Latin) | 7 – 35 |
| St. John’s Catholic Prep at Severn School (Severn) | 26 – 27 |
| Friday, October 16, 2009 | |
| St. John’s Catholic Prep at St. Paul’s School (St. Paul’s) | 8 – 35 |
| St. Frances Academy at Archbishop Spalding High School (Archbishop Spalding) | 0 – 36 |
| Boys’ Latin School at Cardinal Gibbons School (Cardinal Gibbons) | 34 – 22 |
| Severn School at John Carroll School (John Carroll) | 13 – 48 |
| Saturday, October 17, 2009 | |
| St. Mary’s High School at Archbishop Curley High School (Archbishop Curley) | 8 – 0 |
| Thursday, October 22, 2009 | |
| St. Frances Academy at St. Paul’s School (St. Paul’s) | 6 – 24 |
| Friday, October 23, 2009 | |
| Archbishop Spalding High School at Boys’ Lati n School (Boys’ Latin) | 0 – 20 |
| Archbishop Curley High School at Severn School (Severn) | 35 – 14 |
| St. Mary’s High School at John Carroll School (John Carroll) | 14 – 33 |
| Cardinal Gibbons School at St. John’s Catholic Prep (McCurdy Field) | 13 – 12 |
| Friday, October 30, 2009 | |
| Boys’ Latin School at Archbishop Curley High School (Archbishop Curley) | 34 – 15 |
| Severn School at Cardinal Gibbons School (Cardinal Gibbons) | 0 – 40 |
| Archbishop Spalding High School at John Carroll School (John Carroll) | 30 – 19 |
| St. Paul’s School at St. Mary’s High School (St. Mary’s) | 13 – 14 |
| St. Frances Academy at St. John’s Catholic Prep (McCurdy Field) | 0 – 40 |
| Friday, November 06, 2009 | |
| Boys’ Latin School at St. Paul’s School (St. Paul’s) | 40 – 27 |
| John Carroll School at Archbishop Curley High School (Archbishop Curley) | 27 – 14 |
| St. John’s Catholic Prep at Archbishop Spalding High School (Archbishop Spalding) | 20 – 55 |
| Saturday, November 07, 2009 | |
| St. Mary’s High School at Severn School (Severn) | 40 – 0 |
| St. Frances Academy at Cardinal Gibbons School (Cardinal Gibbons) | 6 – 33 |
| Thursday, November 12, 2009 | |
| St. Frances Academy at Calvert Hall College High School (Calvert Hall) | 0 – 39 |
| Saturday, November 14, 2009 | |
| Archbishop Spalding High School at Boys’ Latin School (Mount St. Joseph) | 12 – 0 |
Varsity C | |
| Friday, August 28, 2009 | |
| Baltimore Lutheran School at Maryland School for the Deaf (Maryland School for the Deaf) | 6 – 38 |
| Saturday, August 29, 2009 | |
| Cardinal Gibbons School at St. Vincent Pallotti High School (Lansdowne) | 35 – 6 |
| Maryland Christian Saints at Friends School (Friends) | 39 – 15 |
| Thursday, September 03, 2009 | |
| Baltimore Lutheran School at Pope John Paul the Great (VA) (Pope John Paul) | 20 – 13 |
| Friday, September 04, 2009 | |
| Mount Zion Baptist at Friends School (Friends) | 27 – 40 |
| Severn School at St. Vincent Pallotti High School (Fairland Regional Park) | 18 – 21 |
| Avalon at Annapolis Area Christian School (Arundel HS) | 0 – 20 |
| Friday, September 11, 2009 | |
| Bishop Walsh at Annapolis Area Christian School (Arundel HS) | 20 – 0 |
| Saturday, September 12, 2009 | |
| York County Tech (PA) at Baltimore Lutheran School (Baltimore Lutheran) | 38 – 10 |
| Bullis at St. Vincent Pallotti High School (Fairland Regional Park) | 3 – 0 |
| Thursday, September 17, 2009 | |
| St. Vincent Pallotti High School at Western Tech (Arbutus Middle School) | 0 – 2 |
| Friends School at Wilmington Friends (DE) (Wilmington Friends (DE)) | 28 – 57 |
| Saturday, September 19, 2009 | |
| Annapolis Area Christian School at Perryville (Perryville) | 17 – 20 |
| Baltimore Lutheran School at Long Island Lutheran (NY) (Long Island Lutheran (NY)) | 21 – 7 |
| Friday, September 25, 2009 | |
| Annapolis Area Christian School at St. Vincent Pallotti High School (Fairland Regional Park) | 16 – 13 |
| Saturday, September 26, 2009 | |
| Friends School at Frederick County Christian (Frederick County Christian) | 49 – 6 |
| Friday, October 02, 2009 | |
| Baltimore Lutheran School at St. Vincent Pallotti High School (Fairland Regional Park) | 13 – 14 |
| Saturday, October 03, 2009 | |
| Annapolis Area Christian School at Friends School (Friends) | 26 – 24 |
| Friday, October 09, 2009 | |
| Friends School at Baltimore Lutheran School (Baltimore Lutheran) | 14 – 28 |
| Maryland Christian Saints at Annapolis Area Christian School (Annapolis HS) | 20 – 29 |
| Friday, October 16, 2009 | |
| St. Vincent Pallotti High School at Friends School (Friends) | 42 – 35 |
| Baltimore Lutheran School at Annapolis Area Christian School (Arundel HS) | 0 – 27 |
| Friday, October 23, 2009 | |
| St. Vincent Pallotti High School at Baltimore Lutheran School (Baltimore Lutheran) | 15 – 7 |
| Annapolis Area Christian School at Friends School (Meade HS) | 30 – 14 |
| Friday, October 30, 2009 | |
| Baltimore Lutheran School at Friends School (Friends) | 14 – 28 |
| St. Vincent Pallotti High School at Annapolis Area Christian School (Arundel HS) | 7 – 27 |
| Friday, November 06, 2009 | |
| Annapolis Area Christian School at Baltimore Lutheran School (Baltimore Lutheran) | 27 – 13 |
| Friends School at St. Vincent Pallotti High School (Friends) | 20 – 36 |
Jr. Varsity A | |
| Thursday, September 03, 2009 | |
| Archbishop Spalding High School at Calvert Hall College High School (Calvert Hall) | 6 – 27 |
| St. Frances at Loyola Blakefield (Loyola Blakefield) | 22 – 14 |
| Mount St. Joseph High School at Archbishop Curley High School (Archbishop Curley) | 20 – 22 |
| St. Paul’s at McDonogh School (McDonogh) | 14 – 19 |
| Wednesday, September 09, 2009 | |
| Georgetown Preparatory School at Paul VI (VA) (Paul VI (VA)) | 16 – 0 |
| Thursday, September 10, 2009 | |
| Gilman School at DeMatha (DeMatha) | 6 – 8 |
| St. Frances at Calvert Hall College High School (Calvert Hall) | 6 – 36 |
| Severn School at McDonogh School (McDonogh) | 9 – 0 |
| Mount St. Joseph High School at Good Counsel (Good Counsel) | 31 – 15 |
| Loyola Blakefield at Edmondson (Edmondson) | 15 – 8 |
| Wednesday, September 16, 2009 | |
| Good Counsel at Gilman School (Gilman) | 34 – 29 |
| Thursday, September 17, 2009 | |
| Calvert Hall College High School at Havre de Grace (Calvert Hall) | 40 – 0 |
| St. John’s at Loyola Blakefield (Loyola Blakefield) | 4:00 p.m. |
| Archbishop Spalding High School at McDonogh School (McDonogh) | 18 – 27 |
| Friday, September 18, 2009 | |
| Mount St. Joseph High School at DeMatha (Colmar Manor Park) | 7 – 13 |
| Gonzaga (DC) at Georgetown Preparatory School (Georgetown Prep) | 7 – 6 |
| Thursday, September 24, 2009 | |
| Calvert Hall College High School at Mount St. Joseph High School (Mount St. Joseph) | 35 – 7 |
| McDonogh School at Archbishop Curley (Archbishop Curley) | 7 – 0 |
| McDonogh School at Archbishop Curley High School (Archbishop Curley) | 7 – 0 |
| Friday, September 25, 2009 | |
| Georgetown Preparatory School at Gilman School (Gilman) | 14 – 20 |
| Thursday, October 01, 2009 | |
| Towson at Calvert Hall College High School (Calvert Hall) | 0 – 50 |
| Georgetown Preparatory School at Mount St. Joseph High School (Mount St. Joseph) | 7 – 14 |
| McDonogh School at Landon (Landon) | 28 – 27 |
| Loyola Blakefield at Archbishop Curley High School (Fallston Rec.) | 12 – 7 |
| Thursday, October 08, 2009 | |
| McDonogh School at Loyola Blakefield (Loyola Blakefield) | 7 – 35 |
| John Carroll School at Mount St. Joseph High School (Mount St. Joseph) | 7 – 26 |
| Gilman School at Calvert Hall College High School (Calvert Hall ) | 7 – 21 |
| St. Mary’s High School at Georgetown Preparatory School (Georgetown Prep) | 14 – 23 |
| Saturday, October 10, 2009 | |
| Friendship Collegiate at Georgetown Preparatory School (Georgetown Prep) | 16 – 23 |
| Thursday, October 15, 2009 | |
| Calvert Hall College High School at Georgetown Preparatory School (Georgetown Prep) | 46 – 0 |
| Loyola Blakefield at Gilman School (Gilman) | 3 – 7 |
| Mount St. Joseph High School at McDonogh School (McDonogh) | 27 – 0 |
| Thursday, October 22, 2009 | |
| Mount St. Joseph High School at Loyola Blakefield (Hargaden Field) | 24 – 6 |
| Georgetown Preparatory School at McDonogh School (McDonogh) | 26 – 15 |
| Largo at Calvert Hall College High School (Calvert Hall) | 0 – 44 |
| Thursday, October 29, 2009 | |
| Gilman School at Mount St. Joseph High School (Mount St. Joseph) | 35 – 13 |
| Calvert Hall College High School at McDonogh School (McDonogh) | 34 – 14 |
| Friendship Academy at Loyola Blakefield (Loyola Blakefield) | 6 – 7 |
| Friday, October 30, 2009 | |
| Georgetown Preparatory School at St. Alban’s (St. Alban’s) | 14 – 14 |
| Thursday, November 05, 2009 | |
| McDonogh School at Gilman School (Gilman) | 7 – 31 |
| Good Counsel at Loyola Blakefield (Loyola Blakefield) | 32 – 13 |
| Friday, November 06, 2009 | |
| Landon at Georgetown Preparatory School (Georgetown Prep) | 8 – 41 |
| Friday, November 13, 2009 | |
| Loyola Blakefield at Georgetown Preparatory School (Georgetown Prep) | 12 – 29 |
| Thursday, November 19, 2009 | |
| Loyola Blakefield at Calvert Hall College High School (Calvert Hall) | 7 – 48 |
Jr. Varsity B | |
| Thursday, August 27, 2009 | |
| St. Vincent Pallotti at Cardinal Gibbons School (Cardinal Gibbons) | 16 – 29 |
| Wednesday, September 02, 2009 | |
| Boys’ Latin School at St. Mary’s High School (St. Mary’s) | 38 – 16 |
| Thursday, September 03, 2009 | |
| Mount St. Joseph High School at Archbishop Curley High School (Archbishop Curley) | 20 – 22 |
| St. Vincent Pallotti at Severn School (Severn) | 0 – 36 |
| Archbishop Spalding High School at Calvert Hall College High School (Calvert Hall) | 6 – 27 |
| St. Paul’s School at McDonogh (McDonogh) | 4:15 p.m. |
| Friday, September 04, 2009 | |
| John Carroll School at Havre de Grace (Havre de Grace) | 38 – 28 |
| Saturday, September 05, 2009 | |
| Calvert Hall College High School at Cardinal Gibbons School (Cardinal Gibbons) | 8 – 0 |
| Thursday, September 10, 2009 | |
| Archbishop Spalding High School at St. Paul’s School (St. Paul’s) | 28 – 12 |
| Cardinal Gibbons School at Archbishop Curley High School (Archbishop Curley) | 2 – 30 |
| John Carroll School at Boys’ Latin School (Boys’ Latin) | 17 – 13 |
| Severn School at McDonogh School (McDonogh) | 9 – 0 |
| Thursday, September 17, 2009 | |
| Archbishop Curley High School at St. Paul’s School (St. Paul’s) | 49 – 6 |
| Cardinal Gibbons School at Archbishop Spalding High School (Archbishop Spalding) | 0 – 33 |
| Severn School at Boys’ Latin School (Boys’ Latin) | 8 – 14 |
| St. Frances at St. Mary’s High School (St. Mary’s) | 34 – 6 |
| John Carroll School at Perryville (Perryville) | 8 – 6 |
| Tuesday, September 22, 2009 | |
| St. John’s Catholic Prep at Cardinal Gibbons School (Cardinal Gibbons) | 4:00 p.m. |
| Thursday, September 24, 2009 | |
| St. Mary’s High School at Cardinal Gibbons School (Cardinal Gibbons) | 14 – 20 |
| Archbishop Spalding High School at Severn School (Severn) | 34 – 14 |
| McDonogh School at Archbishop Curley High School (Archbishop Curley) | 7 – 0 |
| John Carroll School at St. Paul’s School (St. Paul’s) | 35 – 32 |
| Forest Park at Boys’ Latin School (Boys’ Latin) | 4:15 p.m. |
| Thursday, October 01, 2009 | |
| St. Frances at Boys’ Latin School (Boys’ Latin) | 4:00 p.m. |
| St. Paul’s School at Severn School (Severn) | 8 – 22 |
| St. Mary’s High School at Archbishop Spalding High School (Archbishop Spalding) | 0 – 35 |
| Loyola Blakefield at Archbishop Curley High School (Fallston Rec.) | 12 – 7 |
| Monday, October 05, 2009 | |
| Cardinal Gibbons School at John Carroll School (John Carroll) | 20 – 61 |
| Thursday, October 08, 2009 | |
| St. Paul’s School at Cardinal Gibbons School (Cardinal Gibbons) | 36 – 14 |
| John Carroll School at Mount St. Joseph (Mount St. Joseph) | 4:00 p.m. |
| St. Frances at Severn School (Severn) | 12 – 21 |
| Archbishop Spalding High School at Archbishop Curley High School (Archbishop Curley) | 26 – 27 |
| John Carroll School at Mount St. Joseph High School (Mount St. Joseph) | 7 – 26 |
| Boys’ Latin School at Samuel Banks (Samuel Banks) | 4:15 p.m. |
| St. Mary’s High School at Georgetown Preparatory School (Georgetown Prep) | 14 – 23 |
| Thursday, October 15, 2009 | |
| Archbishop Curley High School at St. Mary’s High School (St. Mary’s) | 17 – 10 |
| John Carroll School at Severn School (Severn) | 0 – 12 |
| Cardinal Gibbons School at Boys’ Latin School (Boys’ Latin) | 0 – 14 |
| Thursday, October 22, 2009 | |
| Severn School at Archbishop Curley High School (Archbishop Curley) | 28 – 16 |
| John Carroll School at St. Mary’s High School (St. Mary’s) | 28 – 14 |
| Boys’ Latin School at Archbishop Spalding High School (Archbishop Spalding) | 8 – 20 |
| Gilman School at Cardinal Gibbons School (Cardinal Gibbons) | 8 – 12 |
| Thursday, October 29, 2009 | |
| Archbishop Curley High School at Boys’ Latin School (Archbishop Curley) | 22 – 14 |
| St. Mary’s High School at St. Paul’s School (St. Paul’s) | 16 – 22 |
| John Carroll School at Archbishop Spalding High School (Archbishop Spalding) | 14 – 0 |
| Cardinal Gibbons School at Severn School (Severn) | 13 – 31 |
| Thursday, November 05, 2009 | |
| St. Paul’s School at Boys’ Latin School (Boys’ Latin) | 3:00 p.m. |
| St. Frances at Cardinal Gibbons School (Cardinal Gibbons) | 4:00 p.m. |
| Archbishop Curley High School at John Carroll School (John Carroll) | 7 – 0 |
| Friday, November 06, 2009 | |
| Severn School at St. Mary’s High School (St. Mary’s) | 43 – 20 |
Fresh/Soph A | |
| Saturday, September 05, 2009 | |
| Calvert Hall College High School at Cardinal Gibbons School (Cardinal Gibbons) | 8 – 0 |
| Wednesday, September 09, 2009 | |
| Calvert Hall College High School at Archbishop Spalding High School (Archbishop Spalding) | 35 – 8 |
| Thursday, September 10, 2009 | |
| Good Counsel at Gilman School (Mount St. Joseph) | 26 – 6 |
| Good Counsel at Mount St. Joseph High School (Mount St. Joseph) | 4:00 p.m. |
| Paul VI (VA) at Georgetown Preparatory School (Georgetown Prep) | 18 – 31 |
| Monday, September 14, 2009 | |
| Calvert Hall College High School at Urbana (Urbana) | 33 – 6 |
| Thursday, September 17, 2009 | |
| St. Paul’s at Mount St. Joseph High School (Mount St. Joseph) | 4:00 p.m. |
| Archbishop Spalding High School at McDonogh School (McDonogh) | 18 – 27 |
| Georgetown Preparatory School at Gonzaga (DC) (Gonzaga (DC)) | 28 – 8 |
| Tuesday, September 22, 2009 | |
| Calvert Hall College High School at Mount St. Joseph High School (Mount St. Joseph) | 9 – 14 |
| Wednesday, September 23, 2009 | |
| MCCA at Loyola Blakefield (Loyola Blakefield) | 4:00 p.m. |
| Thursday, September 24, 2009 | |
| Gilman School at Georgetown Preparatory School (Georgetown Prep) | 8 – 42 |
| Monday, September 28, 2009 | |
| Archbishop Spalding High School at Mount St. Joseph High School (Mount St. Joseph) | 0 – 35 |
| Tuesday, September 29, 2009 | |
| Good Counsel at Calvert Hall College High School (Calvert Hall) | 4:00 p.m. |
| Wednesday, September 30, 2009 | |
| Baltimore Lutheran at Loyola Blakefield (Loyola Blakefield) | 4:00 p.m. |
| Friday, October 02, 2009 | |
| Mount St. Joseph High School at Georgetown Preparatory School (Georgetown Prep) | 7 – 8 |
| Monday, October 05, 2009 | |
| Gilman School at Calvert Hall College High School (Calvert Hall) | 14 – 33 |
| Wednesday, October 07, 2009 | |
| Archbishop Spalding High School at Loyola Blakefield (Loyola Blakefield) | 33 – 18 |
| Thursday, October 08, 2009 | |
| St. Mary’s at Georgetown Preparatory School (Georgetown Prep) | 4:30 p.m. |
| Wednesday, October 14, 2009 | |
| Loyola Blakefield at Gilman School (Gilman) | 6 – 14 |
| Thursday, October 15, 2009 | |
| Georgetown Preparatory School at Calvert Hall College High School (Calvert Hall) | 28 – 13 |
| Wednesday, October 21, 2009 | |
| Mount St. Joseph High School at Loyola Blakefield (Loyola Blakefield) | 40 – 0 |
| Georgetown Preparatory School at Archbishop Spalding High School (Archbishop Spalding) | 28 – 24 |
| Thursday, October 22, 2009 | |
| Gilman School at Cardinal Gibbons School (Cardinal Gibbons) | 8 – 12 |
| Monday, October 26, 2009 | |
| Mount St. Joseph High School at Archbishop Spalding High School (Archbishop Spalding) | 8 – 42 |
| Wednesday, October 28, 2009 | |
| Gilman School at Mount St. Joseph High School (Mount St. Joseph) | 16 – 37 |
| Mount Zion at Calvert Hall College High School (Calvert Hall) | 3:30 p.m. |
| St. Vincent Pallotti at Loyola Blakefield (Loyola Blakefield) | 4:00 p.m. |
| Thursday, October 29, 2009 | |
| Flint Hill (VA) at Georgetown Preparatory School (Georgetown Prep) | 6 – 46 |
| Wednesday, November 04, 2009 | |
| Archbishop Spalding High School at Gilman School (Gilman) | 6 – 22 |
| Loyola Blakefield at Calvert Hall College High School (Calvert Hall) | 3:30 p.m. |
| Friday, November 06, 2009 | |
| Georgetown Preparatory School at Landon (Landon) | 20 – 14 |
| Thursday, November 12, 2009 | |
| Georgetown Preparatory School at Loyola Blakefield (Loyola Blakefield) | Cancelled |
