The 2023–24 Scottish Challenge Cup, known as the SPFL Trust Trophy due to sponsorship reasons,[1] was the 32nd season of the competition.
This season also included guest clubs, with two sides each coming from Northern Ireland's NIFL Premiership (Cliftonville and Coleraine) and the Welsh Cymru Premier (TNS and Bala Town).
The draw for the second round was also made on 4 July 2023 at 13:00 on the live broadcast from the SPFL YouTube Channel.
NIFL Premiership Cymru Premier The draw was made on 14 September 2023 at 13:00 live on the SPFL YouTube Channel.
Cymru Premier The quarter-final and semi-final draws were made on 19 October 2023 at 13:00 live on the SPFL YouTube Channel.