[6] The club's first Scottish Cup tie was at Rob Roy of Callander, the side losing 1–0 after a match of "give and take" character.

[8] Coupar Angus' first victory in the competition was in 1880–81, against Strathmore (Dundee), winning 4–1 in front of "a large number of spectators", in which every goal was scored in the first half.

[13] In 1885–86, the club played in the first edition of the Forfarshire Cup, but after a 6–1 second round defeat to Strathmore (Arbroath)[14] eschewed the competition to focus on the Perthshire.

With 15 minutes to go, Coupar Angus was 2–0 up, but ran out of stamina, and Dunblane scored three late goals - the second "a rather soft one" - to retain the trophy.

[17] In the final, again at St Johnstone's Park, the club beat Fair City Athletics 2–1, to lift the Perthshire Cup for the only time.

[20] The club made the third round again the following season, after recording its biggest Cup win of 9–2 against Blairgowrie Our Boys,[21] and again getting the benefit of a bye.

with ten minutes remaining, when visiting supporters invaded the pitch in protest at an injury,[23] leaving Coupar Angus "in a state of riot" after 200 Perth "rowdies" ran amok.

[25] In the final, the club lost to St Johnstone at Balhousie Park; Coupar Angus took an early lead, and the score remained 1–1 at half-time, but four quick second half goals sent the cup to Perth for the first time.