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| December 2 |
St. Mary's |
Loyola 61 St Mary's 9 |
| December 5-6 |
Parkville Invitational @Parkville High School |
1st (233 pts) |
| December 10 |
@McDonogh |
Loyola 31 McDonogh 33 |
| December 16 |
Curley |
Loyola 31 Curley 37 |
| December 19-20 |
Big 20 Invitational @Perry Hall High School |
2nd Place 145 points |
| December 27 |
McDonogh Duals @McDonogh High School |
Loyola 64 Susquahannock 11 |
| Loyola 39 Pennsbury 36 |
| Loyola 30 Paquoson 45 |
| Loyola 29 McDonogh 40 |
| Loyola 29 Spring Grove 35 |
| January 2-3 |
Arundel Holiday Tournament @Arundel High |
5th place 139 pts |
| January 9-10 |
Iron Horse Duals @ C. Milton Wright High |
Loyola 32 John Carroll 28 |
| Loyola 61 Joppatown 15 |
| Loyola 48 Parkville 25 |
| Loyola 48 AACS 6 |
| Loyola 52 Chesapeake AA 18 |
| Loyola 59 Howard 3 |
| Loyola 26 St. Benedicts 43 |
| January 13 |
Mount St. Joe |
Loyola 21 Mount St. Joe 47 |
| January 16-17 |
Mount Mat Madness @CCBC-Catonsville |
|
| January 23 |
Boys' Latin (Senior Night) |
Loyola 51 Boys' Latin 22 |
| January 27 |
@Gilman |
Loyola 42 Gilman 25 |
| January 30-31 |
Arundel Duals @ Arundel High |
Loyola 24 Hammond 43 |
| Loyola 36 Arundel 37(8th criteria) |
| Loyola 27 Wooten 45 |
| Loyola 30 Tabb 51 |
| Loyola 16 Rising Sun 55 |
| Loyola 51 Lansdowne 26 |
| Loyola 51 Howard 19 |
| Loyola 48 Walkersville 24 |
| February 3 |
@ Calvert Hall |
Loyola 53 Calvert Hall 24 |
| February 6-7 |
MIAA Tournament @ MSJ |
3rd place (153.5pts) |
| February 13-14 |
MIS Tournament @ McDonogh |
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| February 15 |
Baltimore County MSWA Regional @Loyola |
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| February 20-21 |
National Prep Tournament @ Lehigh |
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