| 1 | State QF | Class 4A | 1 | Urbana | 8 | Richard Montgomery | 11/06/26 | 4:00PM | Urbana High School | 1 | Urbana | 5 | 0 | | |
| 2 | State QF | Class 4A | 2 | Leonardtown | 7 | Quince Orchard | 11/06/26 | 6:30 pm | Leonardtown High School (Stadium Field) | 2 | Leonardtown | 5 | 0 | | |
| 3 | State QF | Class 4A | 3 | Winston Churchill | 6 | Dulaney | 11/06/26 | 5:00 PM | Northwood HS | 3 | Winston Churchill | 3 | 2 | | |
| 4 | State QF | Class 4A | 4 | Severna Park | 5 | Montgomery Blair | 11/06/26 | 5:00 PM | Severna Park | 4 | Severna Park | 7 | 0 | | |
| 5 | | | | | | | | | | | | | | | |
| 6 | State SF | Class 4A | 1 | Urbana | 4 | Severna Park | 11/12/26 | 7:00 pm | Crofton | | | | | | |
| 7 | State SF | Class 4A | 2 | Leonardtown | 3 | Winston Churchill | 11/12/26 | 5:00 pm | Crofton | | | | | | |
| 8 | | | | | | | | | | | | | | | |
| 9 | State Finals | Class 4A | | | | | 11/14/26 | 11:00 am | Paint Branch HS | | | | | | |
| 10 | | | | | | | | | | | | | | | |
| 11 | State QF | Class 3A | 1 | South River | 8 | Westminster | 11/06/26 | 6:00pm | South River | | South River | 3 | 1 | | |
| 12 | State QF | Class 3A | 2 | Linganore | 7 | Towson | 11/06/26 | 6:00pm | Linganore | | Linganore | 5 | 0 | | |
| 13 | State QF | Class 3A | 3 | Chesapeake-AA | 6 | Chopticon | 11/07/26 | 2:30 | CHS stadium | | Chesapeake-AA | 1 | 0 | | |
| 14 | State QF | Class 3A | 4 | Thomas S. Wootton | 5 | Reservoir | 11/06/26 | 6:00pm | Thomas S. Wootton High School | | Reservoir | 0 | 3 | | |
| 15 | | | | | | | | | | | | | | | |
| 16 | State SF | Class 3A | 1 | South River | 5 | Reservoir | 11/11/26 | 7:00 pm | Crofton | 1 | South River | 5 | 1 | | |
| 17 | State SF | Class 3A | 2 | Linganore | 3 | Chesapeake-AA | 11/11/26 | 5:00 pm | Crofton | 2 | Linganore | 3 | 0 | | |
| 18 | | | | | | | | | | | | | | | |
| 19 | State Finals | Class 3A | 1 | South River | 2 | Linganore | 11/14/26 | 5:00 pm | Paint Branch HS | | | | | | |
| 20 | | | | | | | | | | | | | | | |
| 21 | State QF | Class 2A | 1 | C. Milton Wright | 8 | La Plata | 11/06/26 | 7:00pm | C. Milton Wright | | C. Milton Wright | 11 | 0 | | |
| 22 | State QF | Class 2A | 2 | Manchester Valley | 7 | Hereford | 11/06/26 | 3:30pm | Coppermine 4 Seasons | | Manchester Valley | 4 | 0 | | |
| 23 | State QF | Class 2A | 3 | Glenelg | 6 | Long Reach | 11/06/26 | 4:00pm | Glenelg HS | | Glenelg | 5 | 1 | | |
| 24 | State QF | Class 2A | 4 | Kent Island | 5 | Queen Anne's | 11/07/26 | 10:00 am | Kent Island High School | | Queen Anne's | 0 | 1 | 1 v 1 | |
| 25 | | | | | | | | | | | | | | | |
| 26 | State SF | Class 2A | 1 | C. Milton Wright | 5 | Queen Anne's | 11/11/26 | 5:00 pm | Glen Burnie | 5 | Queen Anne's | 0 | 1 | | |
| 27 | State SF | Class 2A | 2 | Manchester Valley | 3 | Glenelg | 11/11/26 | 7:00 pm | Glen Burnie | 2 | Manchester Valley | 2 | 1 | | |
| 28 | | | | | | | | | | | | | | | |
| 29 | State Finals | Class 2A | 2 | Manchester Valley | 5 | Queen Anne's | 11/14/26 | 3:00 pm | Paint Branch HS | | | | | | |
| 30 | | | | | | | | | | | | | | | |
| 31 | State QF | Class 1A | 1 | Liberty | 8 | Kent County | 11/06/26 | 3:30 pm | Western Regional Field 5 | 1 | Liberty | 8 | 0 | | |
| 32 | State QF | Class 1A | 2 | Patuxent | 7 | Sparrows Point | 11/09/26 | 5:00 PM | Patuxent HS | 2 | Patuxent | 4 | 0 | | |
| 33 | State QF | Class 1A | 3 | Fallston | 6 | Rising Sun | 11/06/26 | 4:00pm | Fallston High School | 3 | Fallston | 1 | 0 | | |
| 34 | State QF | Class 1A | 4 | Middletown | 5 | Pocomoke | 11/06/26 | 6:00 PM | Middletown HS | 4 | Middletown | 1 | 0 | | |
| 35 | | | | | | | | | | | | | | | |
| 36 | State SF | Class 1A | 1 | Liberty | 4 | Middletown | 11/12/26 | 5:00 pm | Glen Burnie | | | | | | |
| 37 | State SF | Class 1A | 2 | Patuxent | 3 | Fallston | 11/12/26 | 7:00 pm | Glen Burnie | | | | | | |
| 38 | | | | | | | | | | | | | | | |
| 39 | State Finals | Class 1A | | | | | | | | | | | | | |
| 40 | | | | | | | 11/14/26 | 1:00 pm | Paint Branch HS | | | | | | |
| 41 | | | | | | | | | | | | | | | |
| 42 | Region SF | Class 4A West I | 1 | Urbana | 4 | Bye | | | Urbana | | Urbana | | | | |
| 43 | Region SF | Class 4A West I | 2 | Clarksburg | 3 | Gov. Thomas Johnson | 10/29/26 | 6:00pm | Clarksburg | | Clarksburg | 5 | 0 | | |
| 44 | | | | | | | | | | | | | | | |
| 45 | Region Finals | Class 4A West I | 1 | Urbana | 2 | Clarksburg | 11/03/26 | 3:00PM | Urbana | | Urbana | 8 | 0 | | |
| 46 | | | | | | | | | | | | | | | |
| 47 | Region SF | Class 4A West II | 1 | Quince Orchard | 4 | Gaithersburg | 10/30/26 | 6:00pm | Quince Orchard | | Quince Orchard | 5 | 0 | | |
| 48 | Region SF | Class 4A West II | 2 | Seneca Valley | 3 | Northwest | 10/29/26 | 5:30 pm | Seneca Valley | | Seneca Valley | 3 | 2 | OT | |
| 49 | | | | | | | | | | | | | | | |
| 50 | Region Finals | Class 4A West II | 1 | Quince Orchard | 2 | Seneca Valley | 11/04/26 | 6:00pm | Quince Orchard HS | | Quince Orchard | 3 | 0 | | |
| 51 | | | | | | | | | | | | | | | |
| 52 | Region SF | Class 4A North I | 1 | Dulaney | 4 | Bye | | | Dulaney | | Dulaney | | | | |
| 53 | Region SF | Class 4A North I | 2 | Glen Burnie | 3 | North County | | | Glen Burnie | | Glen Burnie | 1 | 0 | | |
| 54 | | | | | | | | | | | | | | | |
| 55 | Region Finals | Class 4A North I | 1 | Dulaney | 2 | Glen Burnie | 11/03/26 | 3:00 PM | AT County Home Park | | Dulaney | 10 | 0 | | |
| 56 | | | | | | | | | | | | | | | |
| 57 | Region SF | Class 4A North II | 1 | James Hubert Blake | 4 | Wheaton | 10/30/26 | 3:45pm | James Hubert Blake | | James Hubert Blake | 8 | 0 | | |
| 58 | Region SF | Class 4A North II | 2 | Richard Montgomery | 3 | John F. Kennedy | 10/29/26 | 7:30 PM | Richard Montgomery | | Richard Montgomery | 7 | 0 | | |
| 59 | | | | | | | | | | | | | | | |
| 60 | Region Finals | Class 4A North II | 1 | James Hubert Blake | 2 | Richard Montgomery | 11/04/26 | 7pm | James Hubert Blake | | Richard Montgomery | 1 | 7 | | |
| 61 | | | | | | | | | | | | | | | |
| 62 | Region SF | Class 4A South I | 1 | Winston Churchill | 4 | Walter Johnson | 10/29/26 | 6:00 PM | Winston Churchill | | Winston Churchill | 6 | 0 | | |
| 63 | Region SF | Class 4A South I | 2 | Walt Whitman | 3 | Bethesda-CC | 10/29/26 | 7:15PM | Walt Whitman | | Bethesda-CC | 1 | 2 | | |
| 64 | | | | | | | | | | | | | | | |
| 65 | Region Finals | Class 4A South I | 1 | Winston Churchill | 3 | Bethesda-CC | 11/04/26 | 3:30 PM | Winston Churchill HS | | Winston Churchill | 4 | 0 | | |
| 66 | | | | | | | | | | | | | | | |
| 67 | Region SF | Class 4A South II | 1 | Montgomery Blair | 4 | Paint Branch | 10/29/26 | 4:30pm | Montgomery Blair | | Montgomery Blair | 6 | 0 | | |
| 68 | Region SF | Class 4A South II | 2 | Albert Einstein | 3 | Springbrook | 10/30/26 | 5:15 PM | Albert Einstein | | Albert Einstein | 5 | 0 | | |
| 69 | | | | | | | | | | | | | | | |
| 70 | Region Finals | Class 4A South II | 1 | Montgomery Blair | 2 | Albert Einstein | 11/04/26 | 5:00 pm | Montgomery Blair | | Montgomery Blair | 1 | 0 | | |
| 71 | | | | | | | | | | | | | | | |
| 72 | Region SF | Class 4A East I | 1 | Severna Park | 4 | Meade | 10/29/26 | 5:30 PM | Severna Park | | Severna Park | 15 | 0 | | |
| 73 | Region SF | Class 4A East I | 2 | Crofton | 3 | Severn Run | 10/29/26 | 5:00 PM | Crofton | | Crofton | 10 | 0 | | |
| 74 | | | | | | | | | | | | | | | |
| 75 | Region Finals | Class 4A East I | 1 | Severna Park | 2 | Crofton | 11/04/26 | 5:00 PM | Severna Park High School | | Severna Park | 1 | 0 | | |
| 76 | | | | | | | | | | | | | | | |
| 77 | Region SF | Class 4A East II | 1 | Leonardtown | 4 | North Point | 10/29/26 | 5:00 | Leonardtown | | Leonardtown | 18 | 0 | | |
| 78 | Region SF | Class 4A East II | 2 | Broadneck | 3 | Annapolis | 10/29/26 | 6:00 PM | Broadneck | | Broadneck | 3 | 0 | | |
| 79 | | | | | | | | | | | | | | | |
| 80 | Region Finals | Class 4A East II | 1 | Leonardtown | 2 | Broadneck | 11/04/26 | 4:30 | Leonardtown High School (Stadium Field) | | Leonardtown | 2 | 0 | | |
| 81 | | | | | | | | | | | | | | | |
| 82 | Region SF | Class 3A West I | 1 | Linganore | 4 | Tuscarora | 10/29/26 | 7pm | Linganore | | Linganore | 11 | 0 | | |
| 83 | Region SF | Class 3A West I | 2 | Oakdale | 3 | Frederick | 10/29/26 | 6:00pm | Oakdale | | Oakdale | 4 | 1 | | |
| 84 | | | | | | | | | | | | | | | |
| 85 | Region Finals | Class 3A West I | 1 | Linganore | 2 | Oakdale | 11/03/26 | 4:45pm | Linganore | | Linganore | 4 | 0 | | |
| 86 | | | | | | | | | | | | | | | |
| 87 | Region SF | Class 3A West II | 1 | Rockville | 4 | Northwood | 10/29/26 | 730 | Rockville | | Rockville | 3 | 0 | | |
| 88 | Region SF | Class 3A West II | 2 | Thomas S. Wootton | 3 | Col. Zadok Magruder | 10/30/26 | 3:15pm | Thomas S. Wootton | | Thomas S. Wootton | 10 | 0 | | |
| 89 | | | | | | | | | | | | | | | |
| 90 | Region Finals | Class 3A West II | 1 | Rockville | 2 | Thomas S. Wootton | 11/04/26 | 6 | Rockville HS | | Thomas S. Wootton | 1 | 2 | 2 OT | |
| 91 | | | | | | | | | | | | | | | |
| 92 | Region SF | Class 3A North I | 1 | Baltimore City College | 4 | Catonsville | 10/29/26 | 3:30 | KIPP - Baltimore | | Catonsville | 0 | 3 | | |
| 93 | Region SF | Class 3A North I | 2 | Towson | 3 | Franklin | | | Towson | | Towson | 11 | 2 | | |
| 94 | | | | | | | | | | | | | | | |
| 95 | Region Finals | Class 3A North I | 2 | Towson | 4 | Catonsville | 11/04/26 | 3:15 | Towson HS Randy Dase Field | | Towson | 8 | 1 | | |
| 96 | | | | | | | | | | | | | | | |
| 97 | Region SF | Class 3A North II | 1 | Damascus | 4 | Bye | | | Damascus | | Damascus | | | | |
| 98 | Region SF | Class 3A North II | 2 | Sherwood | 3 | Westminster | 10/30/26 | 5:00 PM | Sherwood | | Westminster | 0 | 7 | | |
| 99 | | | | | | | | | | | | | | | |
| 100 | Region Finals | Class 3A North II | 1 | Damascus | 3 | Westminster | 11/04/26 | 6:00 | Damascus | | Westminster | 2 | 6 | | |
| 101 | | | | | | | | | | | | | | | |
| 102 | Region SF | Class 3A South I | 1 | Marriotts Ridge | 4 | Guilford Park | 10/29/26 | 4pm | Marriotts Ridge | | Marriotts Ridge | 9 | 0 | | |
| 103 | Region SF | Class 3A South I | 2 | Reservoir | 3 | Atholton | 10/29/26 | 4pm | Reservoir | | Reservoir | 2 | 1 | | |
| 104 | | | | | | | | | | | | | | | |
| 105 | Region Finals | Class 3A South I | 1 | Marriotts Ridge | 2 | Reservoir | 11/04/26 | 4pm | Marriotts Ridge | | Reservoir | 1 | 2 | | |
| 106 | | | | | | | | | | | | | | | |
| 107 | Region SF | Class 3A South II | 1 | Chopticon | 4 | Bye | | | Chopticon | | Chopticon | | | | |
| 108 | Region SF | Class 3A South II | 2 | Great Mills | 3 | Bye | | | Great Mills | | Great Mills | | | | |
| 109 | | | | | | | | | | | | | | | |
| 110 | Region Finals | Class 3A South II | 1 | Chopticon | 2 | Great Mills | 11/03/26 | 4 | Chopticon | | Chopticon | 3 | 0 | | |
| 111 | | | | | | | | | | | | | | | |
| 112 | Region SF | Class 3A East I | 1 | Chesapeake-AA | 4 | Bye | | | Chesapeake-AA | | Chesapeake-AA | | | | |
| 113 | Region SF | Class 3A East I | 2 | Edgewood | 3 | Bye | | | Edgewood | | Edgewood | | | | |
| 114 | | | | | | | | | | | | | | | |
| 115 | Region Finals | Class 3A East I | 1 | Chesapeake-AA | 2 | Edgewood | 11/04/26 | 7:30 PM | Chesapeake-AA | | Chesapeake-AA | 9 | 0 | | |
| 116 | | | | | | | | | | | | | | | |
| 117 | Region SF | Class 3A East II | 1 | South River | 4 | Stephen Decatur | 10/29/26 | 6pm | South River | | South River | 3 | 0 | | |
| 118 | Region SF | Class 3A East II | 2 | James M. Bennett | 3 | Arundel | 10/29/26 | 3:30 PM | James M. Bennett | | James M. Bennett | 5 | 0 | | |
| 119 | | | | | | | | | | | | | | | |
| 120 | Region Finals | Class 3A East II | 1 | South River | 2 | James M. Bennett | 11/04/26 | 6pm | South River | | South River | 6 | 0 | | |
| 121 | | | | | | | | | | | | | | | |
| 122 | Region SF | Class 2A West I | 1 | Walkersville | 4 | Winters Mill | 10/29/26 | 4:00pm | Walkersville | | Walkersville | 5 | 0 | | |
| 123 | Region SF | Class 2A West I | 2 | Manchester Valley | 3 | Poolesville | 10/29/26 | 4:00 | Coppermine 4 Seasons | | Manchester Valley | 13 | 0 | | |
| 124 | | | | | | | | | | | | | | | |
| 125 | Region Finals | Class 2A West I | 1 | Walkersville | 2 | Manchester Valley | 11/04/26 | 4:00pm | Walkersville | | Manchester Valley | 0 | 5 | | |
| 126 | | | | | | | | | | | | | | | |
| 127 | Region SF | Class 2A West II | 1 | Glenelg | 4 | Centennial | 10/29/26 | 5pm | Glenelg | | Glenelg | 10 | 1 | | |
| 128 | Region SF | Class 2A West II | 2 | Mount Hebron | 3 | River Hill | 10/29/26 | 5:30 PM | Mount Hebron | | Mount Hebron | 2 | 0 | | |
| 129 | | | | | | | | | | | | | | | |
| 130 | Region Finals | Class 2A West II | 1 | Glenelg | 2 | Mount Hebron | 11/03/26 | 5pm | glenelg hs | | Glenelg | 7 | 0 | | |
| 131 | | | | | | | | | | | | | | | |
| 132 | Region SF | Class 2A North I | 1 | Eastern Tech | 4 | Bye | | | Eastern Tech | | Eastern Tech | | | | |
| 133 | Region SF | Class 2A North I | 2 | Northeast-AA | 3 | Hereford | 10/29/26 | 5:00 PM | Northeast-AA | | Hereford | 1 | 3 | | |
| 134 | | | | | | | | | | | | | | | |
| 135 | Region Finals | Class 2A North I | 1 | Eastern Tech | 3 | Hereford | 11/04/26 | 3:30 PM | Eastern Tech | | Hereford | 0 | 4 | | |
| 136 | | | | | | | | | | | | | | | |
| 137 | Region SF | Class 2A North II | 1 | C. Milton Wright | 4 | Bye | | | C. Milton Wright | | C. Milton Wright | | | | |
| 138 | Region SF | Class 2A North II | 2 | Bel Air | 3 | North Harford | 10/29/26 | 5:30 | Bel Air | | North Harford | 0 | 1 | | |
| 139 | | | | | | | | | | | | | | | |
| 140 | Region Finals | Class 2A North II | 1 | C. Milton Wright | 3 | North Harford | 11/02/26 | 5:00pm | C. Milton Wright | | C. Milton Wright | 1 | 1 | 2-1 in OT | |
| 141 | | | | | | | | | | | | | | | |
| 142 | Region SF | Class 2A South I | 1 | Long Reach | 4 | Oakland Mills | 10/29/26 | 5:30 | Long Reach | | Long Reach | 12 | 0 | | |
| 143 | Region SF | Class 2A South I | 2 | Wilde Lake | 3 | Howard | 10/29/26 | 4:00PM | Wilde Lake | | Howard | 0 | 5 | | |
| 144 | | | | | | | | | | | | | | | |
| 145 | Region Finals | Class 2A South I | 1 | Long Reach | 3 | Howard | 11/04/26 | 6:30 | Long Reach | | Long Reach | 4 | 0 | | |
| 146 | | | | | | | | | | | | | | | |
| 147 | Region SF | Class 2A South II | 1 | La Plata | 4 | | | | La Plata | | La Plata | | | | |
| 148 | Region SF | Class 2A South II | 2 | | 3 | | | | | | | | | | |
| 149 | | | | | | | | | | | | | | | |
| 150 | Region Finals | Class 2A South II | 1 | La Plata | | | | | La Plata | | La Plata | | | | |
| 151 | | | | | | | | | | | | | | | |
| 152 | Region SF | Class 2A East I | 1 | Huntingtown | 4 | Bye | | | Huntingtown | | Huntingtown | | | | |
| 153 | Region SF | Class 2A East I | 2 | Kent Island | 3 | Northern-C | 10/29/26 | 5:00 pm | Kent Island | | Kent Island | 8 | 0 | | |
| 154 | | | | | | | | | | | | | | | |
| 155 | Region Finals | Class 2A East I | 1 | Huntingtown | 2 | Kent Island | 11/03/26 | 3:00 pm | Huntingtown | | Kent Island | 0 | 5 | | |
| 156 | | | | | | | | | | | | | | | |
| 157 | Region SF | Class 2A East II | 1 | Easton | 4 | North Caroline | 10/29/26 | 4:00pm | Easton | | Easton | 12 | 0 | | |
| 158 | Region SF | Class 2A East II | 2 | Queen Anne's | 3 | Parkside | 10/29/26 | 3:45 pm | Queen Anne's | | Queen Anne's | 4 | 1 | | |
| 159 | | | | | | | | | | | | | | | |
| 160 | Region Finals | Class 2A East II | 1 | Easton | 2 | Queen Anne's | 11/04/26 | 3:30pm | Easton | | Queen Anne's | 0 | 1 | | |
| 161 | | | | | | | | | | | | | | | |
| 162 | Region SF | Class 1A West I | 1 | Liberty | 4 | Francis Scott Key | 10/29/26 | 3:30 PM | Western Regional Field 5 | | Liberty | 6 | 0 | | |
| 163 | Region SF | Class 1A West I | 2 | South Carroll | 3 | Century | 10/30/26 | 4:00 PM | South Carroll | | South Carroll | 3 | 2 | 2 OT | |
| 164 | | | | | | | | | | | | | | | |
| 165 | Region Finals | Class 1A West I | 1 | Liberty | 2 | South Carroll | 11/04/26 | 3:30pm | Western Regional Field 5 | | Liberty | 2 | 0 | | |
| 166 | | | | | | | | | | | | | | | |
| 167 | Region SF | Class 1A West II | 1 | Middletown | 4 | Brunswick | 10/29/26 | 6:00 PM | Middletown | | Middletown | 6 | 1 | | |
| 168 | Region SF | Class 1A West II | 2 | Catoctin | 3 | Hammond | 10/29/26 | 5:30 PM | Catoctin | | Catoctin | 13 | 0 | | |
| 169 | | | | | | | | | | | | | | | |
| 170 | Region Finals | Class 1A West II | 1 | Middletown | 2 | Catoctin | 11/03/26 | 6:00 PM | Middletown | | Middletown | 5 | 1 | | |
| 171 | | | | | | | | | | | | | | | |
| 172 | Region SF | Class 1A North I | 1 | Sparrows Point | 4 | Bye | | | Sparrows Point | | Sparrows Point | | | | |
| 173 | Region SF | Class 1A North I | 2 | Pikesville | 3 | Carver A&T | 10/30/26 | 3:00 PM | Pikesville | | Pikesville | 7 | 5 | | |
| 174 | | | | | | | | | | | | | | | |
| 175 | Region Finals | Class 1A North I | 1 | Sparrows Point | 2 | Pikesville | 11/04/26 | 6:00 PM | Sparrows Point | | Sparrows Point | 6 | 0 | | |
| 176 | | | | | | | | | | | | | | | |
| 177 | Region SF | Class 1A North II | 1 | Fallston | 4 | Bye | | | Fallston | | Fallston | | | | |
| 178 | Region SF | Class 1A North II | 2 | Patterson Mill | 3 | Harford Tech | 10/29/26 | 4:00 p.m. | Patterson Mill | | Patterson Mill | 4 | 0 | | |
| 179 | | | | | | | | | | | | | | | |
| 180 | Region Finals | Class 1A North II | 1 | Fallston | 2 | Patterson Mill | 11/04/26 | 7:00 | Fallston | | Fallston | 4 | 0 | | |
| 181 | | | | | | | | | | | | | | | |
| 182 | Region SF | Class 1A South I | 1 | Bohemia Manor | 4 | Kent County | 10/29/26 | 6:00pm | Bohemia Manor | | Kent County | 1 | 2 | OT | |
| 183 | Region SF | Class 1A South I | 2 | Elkton | 3 | North East-C | 10/29/26 | 6:00 | Elkton | | North East-C | 0 | 1 | | |
| 184 | | | | | | | | | | | | | | | |
| 185 | Region Finals | Class 1A South I | 3 | North East-C | 4 | Kent County | 11/04/26 | 7:00 | North East- C (Stadium Turf) | | Kent County | 1 | 2 | | |
| 186 | | | | | | | | | | | | | | | |
| 187 | Region SF | Class 1A South II | 1 | Rising Sun | 4 | Bye | | | Rising Sun | | Rising Sun | | | | |
| 188 | Region SF | Class 1A South II | 2 | Perryville | 3 | Havre de Grace | | | Perryville | | Perryville | 8 | 0 | | |
| 189 | | | | | | | | | | | | | | | |
| 190 | Region Finals | Class 1A South II | 1 | Rising Sun | 2 | Perryville | 11/04/26 | 4:00 | Rising Sun | | Rising Sun | 4 | 2 | | |
| 191 | | | | | | | | | | | | | | | |
| 192 | Region SF | Class 1A East I | 1 | Patuxent | 4 | Bye | | | Patuxent | | Patuxent | | | | |
| 193 | Region SF | Class 1A East I | 2 | Southern-AA | 3 | Bye | | | Southern-AA | | Southern-AA | | | | |
| 194 | | | | | | | | | | | | | | | |
| 195 | Region Finals | Class 1A East I | 1 | Patuxent | 2 | Southern-AA | 11/03/26 | 6:00 | Patuxent | | Patuxent | 3 | 0 | | |
| 196 | | | | | | | | | | | | | | | |
| 197 | Region SF | Class 1A East II | 1 | Pocomoke | 4 | BYE | | | Pocomoke | | Pocomoke | | | | |
| 198 | Region SF | Class 1A East II | 2 | Crisfield | 3 | St. Michael's | 10/30/26 | 3:30 PM | Crisfield | | Crisfield | 4 | 0 | 0 | |
| 199 | | | | | | | | | | | | | | | |
| 200 | Region Finals | Class 1A East II | 1 | Pocomoke | 2 | Crisfield | 11/04/26 | 5pm | Pocomoke High School | | Pocomoke | 2 | 1 | 0 | |
| 201 | | | | | | | | | | | | | | | |