Kilmarnock v Dundee United - Tuesday (Premier Sports, 7.45pm)
- The sides drew 1-1 at the BBSP Stadium, Rugby Park on the opening day of the season
- Dundee United won this trophy in 1979/80 and 1980/81
- Kilmarnock were League Cup winners in 2011/12
- Both teams drew at the weekend - Killie at St Mirren and United at Ross County
Motherwell v Celtic - Wednesday (Premier Sports, 6.15pm)
- Celtic won 2-1 when the sides met in the cinch Premiership on October 1
- Motherwell's last win over Celtic was 2-1 at Parkhead in December 2015
- Ange Postecoglou's team are the current holders, having beaten Hibernian in last year's final
- The Steelmen were League Cup winners back in season 1950/51
Aberdeen v Partick Thistle - Wednesday (7.45pm)
- The last meeting of the teams was a 0-0 draw at Firhill in March 2018
- Thistle beat Hamilton Accies 2-1 on Saturday to stay top of the cinch Championship
- The Dons beat Hearts 2-0 on Sunday and have won this competition six times
- The Jags famously lifted the trophy in 1971 when they shocked Celtic 4-1
Rangers v Dundee - Wednesday (Premier Sports, 8.15pm)
- Rangers have won the League Cup a record 27 times but not since season 2010/11
- Dundee have won this competition on three previous occasions, most recently in 1973/74
- Rangers won the last meeting of the teams - 2-1 at the Kilmac Stadium in March
- The Dark Blues beat Ayr United 2-1 on Saturday; Rangers won 2-1 at Motherwell on Sunday