Halifax Town began their ENL Cup campaign with a 2-1 victory over Middlesbrough U21 on September 10, 2025. The National League side started the competition with a hard-fought win against category one academy opposition at The Shay. Halifax took an early lead, utilizing their experience and home advantage to put pressure on the young Boro side. Middlesbrough U21 responded well, showing their technical quality to equalize and make it 1-1. The match was decided by a moment of quality in the second half, with Halifax finding a winner to secure all three points. The 2-1 result was a perfect start for Halifax, giving them early momentum in the group table. This match result set a positive tone for their ENL Cup campaign, proving they could compete with and beat elite academy teams.