Southgate has warned the Foxes star and other members of his England squad that he cannot promise them game time as he faces the conundrum of selecting from a group of in-form players.
The Three Lions boss named his squad for the forthcoming Euro 2020 qualifiers away to the Czech Republic and Bulgaria on Thursday, insisting the set-up is a meritocracy as the likes of Dele Alli, Jesse Lingard and Kyle Walker missed out.
In a 25-man group containing just 11 of the players who made up Southgate's World Cup squad last summer, it is clear a new generation are starting to emerge.
While the likes of Jadon Sancho, Trent Alexander-Arnold and Mason Mount have already made their mark, Maddison is still waiting to make his senior debut having already previously been involved in two other squads.
The Leicester playmaker has been in fine form for his club but, along with new call-up Fikayo Tomori and Aston Villa's Tyrone Mings, is yet to collect a cap.
When asked if he had spoken to Maddison to explain why he has yet to make it onto the pitch in any of the four games he has been available for, Southgate replied: "I can't guarantee people football.” “He only has to see the players that have been left out to recognise just to get in the squad is an achievement, and I don’t handle him any differently to any of the others, really," he added. “He wants to talk football which is great. He wants to know what areas of his game that we like and that we think he can improve." “He seems to take all of that on board really well, so he’s playing very well, but so is Mount, so is Sancho and so are all of the others – that’s the conundrum.”