in 2012–13's third round Prior to becoming an SFA member in 2019, Bonnyrigg qualified to enter the senior
Scottish Cup by winning the
East Superleague on four occasions. In their first campaign in
2009–10, Bonnyrigg lost in their opening tie to
Highland League club
Fraserburgh. Better results were achieved in
2012–13, losing to
SFL Second Division side
Brechin City in a third round replay after wins over
Girvan and
Stirling University. The third Scottish Cup adventure in
2016–17 was their most successful. The Rose easily saw off
Glasgow University and then defeated
Burntisland Shipyard 14–0, the biggest win in the competition since 1984. This was followed by wins over Highland sides
Turriff United and
Cove Rangers. In an upset, Bonnyrigg then eliminated
Dumbarton of the
Scottish Championship after a replay to progress to the Fourth Round. They were drawn at home against the cup holders
Hibernian, with the match moved to
Tynecastle Stadium in Edinburgh to accommodate the expected number of spectators and the basic facilities at New Dundas Park. The result, an 8–1 defeat, was a disappointing end to the run for the team and the 5,000 fans who had travelled from
Midlothian to give their support. The club qualified again for the Scottish Cup in
2018–19, having won the
East Superleague for a record fourth time. Now playing in the senior pyramid, this campaign ultimately ended in disappointment for the club, losing 2–1 to
Deveronvale in the first round. 2018 also saw them take part in the inaugural Shaun Woodburn Memorial Cup, established in memory of former player Woodburn, who had been killed on the previous
Hogmanay. In June 2019, the club announced it had been accepted as a member of the
Scottish Football Association, which would allow them to automatically qualify for the Scottish Cup annually. In their first Scottish Cup as a licensed team, Bonnyrigg would once again go on an impressive run, defeating
Highland League sides
Fraserburgh and
Buckie Thistle before dispatching
Scottish League One side
Montrose 2–1 at New Dundas Park, despite being a man down. In the Fourth round, Bonnyrigg would again valiantly fight against a League One team, but could not repeat their heroics and lost 0–1 late on to
Clyde. Entering in the Second round in
2020–21, Bonnyrigg would defeat fellow Lowland Leaguers
Bo'ness United 5–2, with Lee Currie scoring a hat-trick of penalties within 10 minutes of each other. In the next round, the
Rosey Posey would nearly have a cup upset for the ages, with another Currie penalty and a strong performance from keeper Mark Weir nearly knocking out
Scottish Championship side
Dundee before a late equaliser sent the game to extra time. Currie again put Bonnyrigg ahead from the spot, but two goals by Dundee in the second half of extra time ended the club's dream. ==Lowland League==