Mathematically, yes, you are correct. What I am saying is to go to any tire store and roll a LT 275/70r18 up against stock P265/65r18s. Then take a head-on or rear-view look at the difference. The LT 275 will look thinner than the mounted P265. When mounted, the LT 275s will not flex or bulge in the section width, so visually, all you have is the tread to look at. Thus, the stock P265s look wider than the LT 275s so all you are gaining is height which is only seen when approaching your truck from the side. Everyone else watching your truck roll away will just see the skinny treadwidth.
TireRack is a good company, but they charge shipping. I would never buy tires online because if you have ANY problem with them, your installer will tell you the tires are bad....then you have to deal with TireRack to send you replacements. A better way is to go to Sams Club and get their written price (usually $290 a tire) and then get your dealer to price match and do the install with road force balance. Then it's 100% your dealer problem if they won't balance or wear incorrectly.
As far as fitment, technically, yes they should fit on stockers (+24) with a level, but if you hold your steering wheel hard against the lock and look at the rubber to UCA clearance with your stock tires, you will see there is less than an inch before rubber will touch metal. Not a BIG deal as you won't be lock-to-lock often, but the 295 GYs (and any decent A/T) are wider and will have knobs on the side that might impact the UCA (or swaybar) on a tight turn or while parking. The only way to alleviate this is to go more negative offset with custom rims (0 offset is good) or run 1" spacers on your hubs with your stock rims (or avoid full lock steering). 1" spacers will require you to cut your wheel studs shorter.
GY Duratracs don't come in 285/65r18 but lots of other good A/Ts do. Look at the Cooper STT MAX or Toyo OC ATII Extreme.....they have beefy 285s.