But Obafemi responded to make it 3-3 with a clinical strike from Danny Ings.
The two teams were level after 90 minutes so it went to golden goal, with Maddison advancing in dramatic fashion with a second strike from himself.
Before the match Maddison tried to put off his opponent by reminding him of Leicester’s record-breaking 9-0 win at St Mary's Stadium in October.
“I hope the 9-0 in real life is not getting in his head at all!" Maddison said.
And speaking following his comeback win Maddison said his tactics worked perfectly.
“Jose Mourinho won the Premier League off the back of mind games so that was definitely a big thing!"
James Maddison (LEI) 4-3 Michael Obafemi (SOU)*
Charlie Taylor (BUR) 1-8 Keinan Davis (AVL) | Report and highlights
John Egan (SHU) 4-2 Aaron Connolly (BHA) | Report and highlights
Max Aarons (NOR) 3-1 Emerson (CHE) | Report and highlights
Finals Day will also be shown live in the UK on Sky Sports' Premier League and Main Event channels, with the tournament again being televised around the world by the Premier League's international broadcast partners.
The tournament will urge everyone to follow official advice by staying at home and saving lives.
We would also ask anyone inspired to play FIFA 20 to take regular breaks from gaming, every 45 minutes.