Benhar's Cup record was strong; in the club's first entry, it reached the fourth round, and held Hibernian to a draw before losing the replay.

[10] In the third round, the club gained revenge over St Bernards for a heavy defeat in the Cup the previous year[11] with a 5–1 win; in the fourth Benhar beat Our Boys of Dundee 8–3 in a home replay.

[12] Benhar provided evidence that it sent a telegram offering to send a conveyance either to Shotts or West Craigs, but the answer did not come until after the match, as it had been sent to the wrong address, so the protest was dismissed.

With the wind now in its favour, Benhar scored within 3 minutes of the kick-off, but Annbank resorted to the tactic of clearing the ball out of the ground at every opportunity, taking advantage of the nearby Ayr Water, and, with no time being added on for such time-wasting, the club lost at least 15 minutes in fishing the ball out of the river.

[15] In the final Benhar lost 5–3 to Cambuslang in a replay, in front of 2,500 at Hamilton;[16] and over the season scored 140 goals in 30 matches.

[20] The season after being one of the top dozen clubs in Scotland, Benhar was struck from the Second XI roll,[21] and could not field enough players against Hamilton Academical in a Scottish Cup tie.