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The best option would be to do a full backup and restore to your new Hard Drive.
The catch is, you will need to copy the Register and the Documents folder since both also have FSX:SE information.
I, too, am planning and prepping for such a move. But I expect that my real bugger will be in trying to remember the tweaks (that I didn't keep a list of) that I installed/modded outside of but cooperative to FSX.
If all Directory names and files are the same on new Hard Drive (HDD), as they were on old Hard Drive I do not see why it would not work, as long as the new HDD (or SDD) end up with the same Drive Letter, using the same Operating System.
Since you are planing on moving to a new PC, if you want to keep as much the same as possible, I'd just do a full back up from old HDD and restore everything to the new HDD (or SDD), that way you would not need to worry about the Register.
Keep in mind, with any software title that makes changes to the Register, not only will the Files and all Directories need to be copied but the Register as well.
One possible option with FSX:SE is, you could try to access Steam after you get the newPC up and running and just Re-Install FSX:SE from your menu. Once done, copy the directories from your old HDD to the New HDD, making sure everything goes into the correct FSX:SE and My Documents Directory. The new Install should tell the Register where FSX:SE is. As for any extra add-ons, I'd suggest re-installing them so they add the correct entries into the Registry (if you did not just Restore a copy of the Registry that already had the data). If the Registry already has the Data, then just copy those files over.
Warning: You must make an exact copy from 1 HDD to the other so your PC (or Steam) does not notice the change.
I've done a few of those techniques in the past. they can be time consuming but in the end, all your Flight Data should be the same.
Do not delete the original files, just in case you need them.
Once it is up and running, you can then copy over your Roster, and Logbook files over to the new Directories of the same name and replace the newer copies.