| Thu | 09/04/14 | BRADY TOURNAMENT VS. RUTLAND | | HOME | | 07:00PM | W 3-0 |
| Sat | 09/06/14 | BRADY TOURNAMENTCHAMPIONSHIP GAME VS RICE | | HOME | | 07:00PM | L 1-2 |
| Tue | 09/09/14 | MMU | | AWAY | 03:00PM(BUS) | 04:30PM | W 4-2 |
| Fri | 09/12/14 | BURLINGTON | | HOME | | 04:30PM | W 6-0 |
| Wed | 09/17/14 | SOUTH BURLINGTON | | AWAY | 05:30PM(BUS) | 07:00PM | W 2-1 |
| Sat | 09/20/14 | COLCHESTER | | AWAY | 08:30AM(BUS) | 10:00AM | W 2-0 |
| Tue | 09/23/14 | MMU | | HOME | | 04:30PM | Tie 1-1 |
| Fri | 09/26/14 | SOUTH BURLINGTON | | HOME | | 04:30PM | L 1-5 |
| Wed | 10/01/14 | BFA ST.ALBANS | | HOME | | 04:00PM | W 4-1 |
| Fri | 10/03/14 | BURLINGTON | | AWAY | 02:30PM(BUS) | 04:00PM | W 3-0 |
| Tue | 10/07/14 | ST. JOHNSBURY | | AWAY | 12:45(ER)
01:00PM(BUS) | 04:00PM | W 4-1 |
| Fri | 10/10/14 | CVU | | HOME | | 04:00PM | W 1-0 |
| Tue | 10/14/14 | NCU | | HOME | | 06:00PM | W 2-1 |
| Sat | 10/18/14 | SPAULDING | | HOME | | 10:00AM | W 7-0 |
| Wed | 10/22/14 | PLAYOFF #3 ESSEX VS #14 LYNDON INSTITUTE | | HOME | 1:30(ER) | 03:00PM | W 4-0 |
| Sat | 10/25/14 | QUARTERFINAL #3 ESSEX VS #6 COLCHESTER | | HOME | | 02:00PM | W 1-0 OT |
| Wed | 10/29/14 | SEMIFINAL #3 ESSEX AT #2 MOUNT ANTHONY | | AWAY | 9:15(ER)
09:30AM(BUS) | 03:00PM | W 2-1 |
| Sat | 11/01/14 | FINAL #3 ESSEX VS #1 S. BURLINGTON | | BURLINGTON HIGH SCHOOL | 11:15AM(BUS) | 01:00PM | L 1-1
Penatly Kicks - S. Burlington 4 Essex 2 |
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