Livi's last victory at the semi-final stage was in 2003/04 when they beat Dundee 1-0 and went on to defeat Hibernian 2-0 in the final.
Derek Lilley coolly converted a last-minute penalty at Easter Road on a memorable night for Davie Hay's side.
🦁 Livi left it late to book their place in the 2004 League Cup Final. Derek Lilley buried a 90th minute spot kick to send the Lions to Hampden!— SPFL (@spfl) January 21, 2021
🦸♂️ Who could be the hero for Livingston on Sunday?#SPFL | @LiviFCOfficial pic.twitter.com/C1L81BO7cr