Dundee United and Hearts are both on course to qualify. Robbie Neilson's side are at home to East Fife this evening while Craig Levein's men host Stenhousemuir on Wednesday.
Ross County will seal top spot with a draw against Forfar Athletic at the Global Energy Stadium on Wednesday. St Johnstone and Brechin City, who are both yet to pick up a point, meet at McDiarmid Park.
The big game is at Easter Road on Tuesday when Hibernian face leaders Arbroath while Alloa Athletic and Stirling Albion are seeking their first win when they meet at the Indodrill Stadium.
Dundee, Peterhead and Inverness CT are involved in a three-way battle. Caley Thistle are at home to SPFL newcomers Cove Rangers tonight while Peterhead go to Raith Rovers.
Motherwell are looking for a third straight win when they face Dumbarton at the C&G Systems Stadium while Annan Athletic host Morton in the other Group E game this evening.
Both games are on Wednesday and Partick Thistle will secure top spot if they beat Clyde at the Energy Check Stadium at Firhill. Airdrieonians are at home to Queen's Park in the other match.
Leaders Ayr United don't play this midweek so Livingston will be aiming to take advantage when they travel to Stranraer tonight, with Falkirk favourites to take full points from their trip to Berwick Rangers in the other game.
Dunfermline Athletic are top but don't play again until Saturday. St Mirren are away to Albion Rovers and Edinburgh City welcome East Kilbride to Ainslie Park, with both clubs having earned good results at the weekend.