Double-A schools are city of Winnipeg schools with a student population of less than 100 in grades 9-12, along with rural schools with a population of 125-300.
| YEAR | CHAMPION | COACH | FINAL | RUNNER-UP |
| 63-64 | Lowe Farm | Hardy Kehler | 58-34 | Dauphin |
| 64-65 | Lowe Farm | Hardy Kehler | 51-46 | Swan River |
| 65-66 | Brandon Vincent Massey | Stew Farnell | 41-38 | Morden |
| 66-67 | Portage La Prairie Arthur Meighen | Jan Green | 23-22 | Brandon Vincent Massey |
| 67-68 | Morden | Don Bell Ralph King | 33-19 | Portage La Prairie Arthur Meighen |
| 68-69 | Brandon Vincent Massey | Terry Little Barry Diller | 65-42 | Portage |
| 69-70 | Brandon Vincent Massey | Terry Little Barry Diller | 42-33 | St. Norbert |
| 70-71 | Brandon Vincent Massey | Barry Diller Terry Little | 33-26 | Winkler Garden Valley |
| 71-72 | Brandon T.A. Neelin | Murray MacMillan Bill Moody | 35-33 | Winkler Garden Valley |
| 72-73 | Selkirk Lord Selkirk | Peter Gerbrandt | 44-30 | Brandon Vincent Massey |
| 73-74 | Brandon Vincent Massey | Aubrey Ferris | 57-32 | Selkirk Lord Selkirk |
| 74-75 | Dauphin | Larry McDougall | 62-57 | Selkirk Lord Selkirk |
| 75-76 | Dauphin | Larry McDougall | 52-46 | Selkirk Lord Selkirk |
| 76-77 | Selkirk Lord Selkirk | Peter Gerbrandt | 59-45 | Virden |
| 77-78 | Selkirk Lord Selkirk | Duane Whyte | 47-43 | Killarney |
| 78-79 | Selkirk Lord Selkirk | Peter Gerbrandt | 54-43 | Portage La Prairie Arthur Meighen |
| 79-80 | Dauphin | Larry McDougall | 50-48 | Selkirk Lord Selkirk |
| 80-81 | Selkirk Lord Selkirk | Peter Gerbrandt | 64-50 | Winkler Garden Valley |
| 81-82 | Gretna Westgate Mennonite | 71-62 | Roblin Goose Lake | |
| 82-83 | Morden | Jack Van Damm | 76-54 | Dauphin |
| 83-84 | Teulon | Hannus Boundy | 50-49 | Killarney |
| 84-85 | Stonewall | Brent Corrigan | 63-55 | Killarney |
| 85-86 | Swan River Swan Valley | Duane Whyte | 68-63 | Killarney |
| 86-87 | Gimli | Jerry Jonasson | 71-57 | U. of Winnipeg Collegiate |
| 87-88 | Beausejour Edward Schreyer | Peter Nicholls | 74-69 | Portage |
| 88-89 | Portage | Ron McCutcheon | 57-40 | Steinbach |
| 89-90 | Winkler Garden Valley | Jim Klassen | 56-45 | Virden |
| 90-91 | Virden | Steve Densmore | 67-63 | Dauphin |
| 91-92 | Boissevain | Rod Tukaluke | 79-63 | Killarney |
| 92-93 | Boissevain | Rod Tukaluke | 52-51 | Killarney |
| 93-94 | Winnipeg Joseph Wolinsky | Greg Beddom | 91-89 | Morden |
| 94-95 | Winnipeg Joseph Wolinsky | Greg Beddom | 80-74 | Teulon |
| 95-96 | Morden | 79-71 | Roblin Goose Lake | |
| 96-97 | Morden | 116-114 | Altona W.C. Miller | |
| 97-98 | Altona W.C. Miller | 100-82 | Teulon | |
| 98-99 | Killarney | Brian Hendricks | 82-81 | Forrest Elton |
| 99-00 | Forrest Elton | Will Lamont | 69-47 | Warren |
| 00-01 | Ste. Anne | Graham Collier | 99-83 | Altona W.C. Miller |
| 01-02 | Boissevain | Rod Tukaluke | 80-48 | Forrest Elton |
| 02-03 | Teulon | Derek Cook Jeff Reinsch | 73-64 | Boissevain |
| 03-04 | Forrest Elton | Will Lamont | 66-54 | Warren |
| 04-05 | Teulon | Jeff Reinsch Derek Cook | 71-49 | Ste. Anne |
| 05-06 | MacGregor | Wayne Friesen Myron Friesen | 58-50 | Minnedosa |
| 06-07 | Roblin Goose Lake | Brant Neufeld | 82-77 | MacGregor |
| 07-08 | Roblin Goose Lake | Brant Neufeld | 66-38 | Steinbach Christian |
| 08-09 | Roblin Goose Lake | Brant Neufeld | 81-45 | MacGregor |
| 09-10 | Ste. Anne | Yvan St. Vincent Erik Leefe Ivan Gagnon | 78-65 | Killarney |
| 10-11 | Warren | Cathy Pleskach | 85-59 | Killarney |
| 11-12 | Killarney | Terry Beazley | 63-61 | Steinbach Christian |
| 12-13 | Carman | Braden Roschker | 79-40 | St. Anne |
| 13-14 | Carman | Jacquie Metcalf | 83-72 | Boissevain |
| 14-15 | Steinbach Christian | Jamie Rogalsky | 69-68 | Landmark |
| 15-16 | Steinbach Christian | Jamie Rogalsky | 77-47 | Niverville |
| 16-17 | Carman | Larisa Ens | 103-45 | MacGregor |
| 17-18 | Niverville | Richard Toews | 76-40 | Carman |
| 18-19 | Niverville | Richard Toews | 69-56 | Carman |
| 19-20 | CANCELLED | (covid-19 pandemic) | —— | —————— |
| 20-21 | CANCELLED | (covid-19 pandemic) | —— | —————— |
| 21-22 | Ile de Chenes Gabrielle-Roy | Xavier Lecocq | 67-63 | The Pas Margaret Barbour |
| 22-23 | Ile de Chenes Gabrielle-Roy | Xavier Lecocq | 97-68 | Virden |
| 23-24 | Ile de Chenes Gabrielle-Roy | Jax Chammartin | 85-36 | Grunthal Green Valley |