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First of all, i'm fairly certain that the bigger ones probably won't fit. Second I would say that it depends on what kind of look you are going for. Are these mud tires? Are they low-profiles on some big a$$ rims? Need more info to know how to answer lol
I know the 275/40/20 will fit fine, also there are a tome of all season tires avaiale. Falkin tires are avaiable ( Do not suggestthem as the cupped in less than 10K on mine). I may choose the GY eagle GT2s (they are good price). I like the michlin 4x4 but come with a steep price.
285/50/20 will rub even with 2" level kit, but a little trimming of the inside edge of the mudflap will take care of it. This was on Dodge RAM 20" rims, different offset may produce different results.