The Milestone Flyers are a men's senior team from Milestone, Saskatchewan established in 1955 that plays in the Qu'appelle Valley Hockey League. They have previously played in the 39C Hockey League
| Season | League | GP | W | L | T | OL | Pts | GF | GA | Finish | Playoffs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1969-70 | 39C | 16 | 11 | 5 | 0 | - | 22 | 109 | 66 | 2nd | |
| 1970-71 | 39C | information unavailable | |||||||||
| 1971-72 | 39C | 20 | 7 | 11 | 2 | - | 16 | 113 | 102 | 5th | |
| 1972-73 | 39C | 20 | 16 | 4 | 0 | - | 32 | 160 | 68 | 2nd | |
| 1973-74 | 39C | 20 | 14 | 2 | 4 | - | 32 | 164 | 76 | 1st | |
| 1974-75 | 39C | 11 | 9 | 1 | 1 | - | 19 | - | - | 1st | |
| 1975-76 | 39C | 12 | 6 | 5 | 1 | - | 13 | 72 | 59 | 3rd | |
| 1976-77 | 39C | 18 | 10 | 8 | 0 | - | 20 | 130 | 99 | 3rd | |
| 1977-78 | 39C | 17 | 10 | 5 | 2 | - | 22 | - | - | 2nd West | |
| 1978-79 | 39C | 18 | 10 | 7 | 1 | - | 21 | - | - | 2nd West | |
| 1979-80 | 39C | Information unavailable | |||||||||
| 1980-81 | 39C | 18 | 4 | 13 | 1 | - | 9 | 90 | 124 | 6th | |
| 1981-82 | 39C | 12 | 6 | 5 | 1 | - | 13 | 74 | 70 | 4th | |
| 1982-83 | 39C | 17 | 7 | 9 | 1 | - | 15 | 104 | 126 | 3rd | |
| 2000-01 | QVHL | 22 | 15 | 7 | 0 | - | 30 | 145 | 87 | 2nd West | Lost West Semifinals |
| 2001-02 | QVHL | ||||||||||
| 2002-03 | QVHL | ||||||||||
| 2003-04 | QVHL | ||||||||||
| 2004-05 | QVHL | 20 | 17 | 3 | 0 | - | 34 | 166 | 50 | 1st | Won Championship |
| 2005-06 | QVHL | 20 | 18 | 2 | 0 | - | 36 | 134 | 63 | 1st | Won Championship |
| 2006-07 | QVHL | ? | Lost Final | ||||||||
| 2007-08 | QVHL | ? | ? | ||||||||
| 2008-09 | QVHL | 18 | 14 | 4 | 0 | 0 | 28 | 102 | 67 | 3rd | Lost Final |
| 2009-10 | QVHL | 22 | 15 | 7 | 0 | 0 | 32 | 133 | 101 | 2nd West | Lost West Final |
| 2010-11 | QVHL | 18 | 13 | 3 | 0 | 2 | 28 | 143 | 66 | 2nd | Lost Final |
| 2011-12 | QVHL | 19 | 17 | 2 | 0 | 0 | 34 | 135 | 77 | 1st | Lost Final |
| 2012-13 | QVHL | 20 | 7 | 10 | - | 3 | 17 | 86 | 112 | 5th | Lost Semifinals |
| 2013-14 | QVHL | 20 | 14 | 6 | 0 | - | 28 | 90 | 75 | 1st | Lost Semifinals |
| 2014-15 | QVHL | 20 | 9 | 9 | - | 2 | 20 | 83 | 94 | 4th | Lost First Round |
| 2015-16 | QVHL | 20 | 9 | 11 | - | 0 | 18 | 85 | 96 | 4th | Lost Semifinals |
| 2016-17 | QVHL | 20 | 11 | 9 | - | 0 | 22 | 108 | 103 | 3rd | Lost Final |
| 2017-18 | QVHL | 17 | 11 | 4 | - | 1 | 23 | 98 | 86 | 3rd | Lost Semifinals |
| 2018-19 | QVHL | 20 | 14 | 6 | - | 0 | 28 | 138 | 70 | 3rd | Won Championship |
| 2019-20 | QVHL | 18 | 16 | 1 | - | 1 | 33 | 137 | 52 | 1st | Final cancelled with team leading 1 game to none |
| 2020-21 | QVHL | 0 | 0 | 0 | - | 0 | 0 | 0 | 0 | N/A | Season cancelled due to COVID-19 pandemic |
| 2021-22 | QVHHL | 18 | 14 | 4 | - | 0 | 28 | 83 | 49 | 2nd | Lost Semifinals |
| 2022-23 | QVHHL | 18 | 8 | 9 | - | 1 | 17 | 71 | 66 | 5th | Lost Quarterfinals |
| 2023-24 | QVHHL | 18 | 11 | 5 | - | 2 | 24 | 87 | 64 | 3rd | Lost Semifinals |
| 2024-25 | QVHHL | 18 | 7 | 10 | - | 1 | 15 | 62 | 95 | 4th | Lost Semifinals |