Ayrshire derby

[5] The current record for Ayrshire derby games in major competitions stands at 56 wins for Kilmarnock and 48 for Ayr United.

[1] The term Ayrshire Derby has also been used to refer to Scottish Cup matches involving two teams from the county, most recently in the 2018–19 fourth round when Auchinleck Talbot beat Ayr United.

Major fixtures involving Ayr's predecessor clubs are shown below: This section shows the ten most recent competitive match-ups between the sides.

Ayr United had midfielder Paul Sheerin sent off early in the second half, playing the rest of the 90 minutes and extra time with ten men.

However, no goals were scored in open play, and Ayr United won 5–4, with Chris Innes of Kilmarnock missing the vital spot-kick.

This match was made even more special with Kilmarnock left back Dylan Kerr jumping into the Moffat Stand to celebrate his superb strike to make it 3–2.

Between 2003 and 2005, a series of annual one-off friendly matches were held in October, sponsored by a local commercial radio station and named the West Sound Trophy.