There’s literally no point in having them lose now to then lose again
At worst, I can see Law losing. Not to even markedly shit on Law, he's great. But Law doesn't even have the same ambition as Kid/Luffy. He wants to know the meaning of D., not become Pirate King.
Plus, the Killer vs Hawkins chapter was entirely centered on the fact that Kid was the main focus against Big Mom. Basically I can see 1039 or 1040 having Law lose. Kid does something drastic/game changing. Then over several chapters (with other stuff), Kid vs Big Mom actually happens and she loses. But we'll see what happens next chapter first