I would suggest keyword research and planning out how you want them to flow. You will also need to look at your permalinks since you are using wordpress as you might prefer to show the category in the URL
Easiest path would be to just let the post name be the permalink, excluding categories in the url, then you just move them to their respective categories.
Take your time and carefully plan everything out first, you will also need to fix the old URLs to point to the new ones so don't forget that.