First the tire calculators have huge error margin as tires are manufactured with pretty loose tolerances.
That is why when you want to compare the sizes, you have to got to specific tire spec and find rpm (rounds per mile) what is the right parameter to compare.
Now going to bigger tire, it depends how you feel your truck.
My new F350 even I order it with smallest differential ratio has so much torque, that I sure could use another gear.
So I would not hesitate to put bigger wheels for highway driving and I understand dealer can reset your speedo/odometer to new wheel size.