[1] On 13 July 2018, manager Steve Clarke said that Youssouf Mulumbu had left Kilmarnock and wasn't expected to return to the club.

The first was against East Kilbride on 18 July 2018 in which Daniel Higgins scored the only goal of the game to give Killie a 1–0 win.

[3] On 22 July 2018, Killie played local junior side Kilwinning Rangers in Ben Lewis's testimonial.

[5] Kilmarnock were seeded for the group stage draw of the League Cup and were drawn to face Premiership rivals St Mirren along with Dumbarton, Queen's Park and Spartans.

In their opening fixture, Kilmarnock drew 0–0 with St Mirren and missed out on the opportunity for a bonus point as they lost 3–2 on penalties.