19 Wins, 18 Losses
| Date | Game Type | Upset Magnitude | |||
|---|---|---|---|---|---|
| 12/30/86 | Lost | Glenwood 40 | Goldendale 42 | Non-league | 0.941 |
| 01/06/87 | Lost | Glenwood 33 | White Swan 43 | Non-league | 5.201 |
| 01/27/87 | Lost | Glenwood 41 | Goldendale 58 | Non-league | 0.941 |
| 03/05/87 | Won | Glenwood 65 | Columbia (Hunters) 56 | Playoff | 9.059 |
| 03/07/87 | Lost | Glenwood 46 | White Swan 54 | Playoff | 5.201 |
| 02/20/88 | Lost | Glenwood 51 | White Swan 65 | Playoff | 7.813 |
| 02/27/88 | Lost | Glenwood 50 | White Swan 59 | Playoff | 7.813 |
| 03/04/89 | Lost | Glenwood 41 | Kittitas 46 | Playoff | 11.284 |
| 02/17/90 | Won | Glenwood 73 | White Swan 70 | Playoff | 0.083 |
| 02/24/90 | Won | Glenwood 53 | White Swan 46 | Playoff | 0.083 |
| 03/02/90 | Won | Glenwood 55 | Bridgeport 52 | Playoff | 2.422 |
| 02/16/91 | Lost | Glenwood 37 | Sunnyside Christian 59 | Playoff | 0.293 |
| 02/22/91 | Won | Glenwood 71 | Royal 63 | Playoff | 0.290 |
| 02/23/91 | Lost | Glenwood 49 | Sunnyside Christian 61 | Playoff | 0.293 |
| 12/07/91 | Lost | Glenwood 50 | Lakeside (Nine Mile Falls) 52 | Non-league | 0.882 |
| 01/24/92 | Lost | Glenwood 31 | Klickitat 55 | League | 1.246 |
| 02/25/92 | Lost | Glenwood 41 | Klickitat 51 | Playoff | 1.246 |
| 01/14/94 | Won | Glenwood 58 | Lyle 48 | League | 2.010 |
| 01/28/94 | Lost | Glenwood 45 | Trout Lake 48 | League | 5.550 |
| 02/21/94 | Won | Glenwood W | Warden L | Playoff | 8.614 |
| 11/30/95 | Lost | Glenwood 29 | Washington School for the Deaf 36 | Non-league | 21.586 |
| 12/21/96 | Won | Glenwood 51 | Trout Lake 47 | League | 0.791 |
| 02/22/97 | Won | Glenwood 46 | Trout Lake 42 | League | 0.791 |
| 02/03/98 | Won | Glenwood 49 | Trout Lake 48 | League | 7.519 |
| 02/17/98 | Lost | Glenwood 45 | Lyle 48 | League | 3.965 |
| 02/25/98 | Won | Glenwood 46 | West Side Christian 44 | Playoff | 0.128 |
| 02/12/99 | Lost | Glenwood 45 | Klickitat 53 | League | 1.768 |
| 01/18/00 | Lost | Glenwood 49 | Trout Lake 53 | League | 21.901 |
| 01/22/00 | Lost | Glenwood 46 | West Side Christian 53 | League | 0.828 |
| 12/05/00 | Won | Glenwood 52 | Lyle 51 | League | 14.379 |
| 12/15/00 | Won | Glenwood 38 | La Salle 29 | League | 4.298 |
| 02/09/01 | Won | Glenwood 68 | Klickitat 64 | League | 11.206 |
| 12/06/03 | Won | Glenwood 34 | Trout Lake 23 | Non-league | 1.203 |
| 01/09/04 | Won | Glenwood 25 | Trout Lake 21 | Non-league | 1.203 |
| 01/13/04 | Won | Glenwood 26 | Trout Lake 25 | League | 1.203 |
| 02/11/05 | Won | Glenwood W | Lyle L | League | 7.742 |
| 02/12/05 | Won | Glenwood 28 | Lyle 23 | Playoff | 7.742 |
5 Wins, 6 Losses
| Date | Game Type | Upset Magnitude | |||
|---|---|---|---|---|---|
| 01/04/03 | Lost | Glenwood 53 | Trout Lake 54 | League | 2.228 |
| 01/17/03 | Won | Glenwood 59 | Lyle 53 | League | 2.965 |
| 02/01/03 | Won | Glenwood 69 | Yakama Tribal 54 | League | 0.762 |
| 02/07/03 | Lost | Glenwood 61 | Trout Lake 62 | League | 2.228 |
| 02/14/03 | Won | Glenwood 56 | Lyle 54 | League | 2.965 |
| 12/05/03 | Lost | Glenwood 37 | Christian Faith 46 | Non-league | 2.327 |
| 01/31/04 | Lost | Glenwood 52 | Yakama Tribal 61 | League | 3.394 |
| 01/08/05 | Lost | Glenwood 77 | Klickitat 83 | League | 12.329 |
| 01/25/05 | Lost | Glenwood 53 | Klickitat 62 | League | 12.329 |
| 02/05/05 | Won | Glenwood 63 | Trout Lake 49 | League | 9.460 |
| 02/11/05 | Won | Glenwood 49 | Lyle 40 | League | 1.419 |