Apple Canada should have a student/educational version of their store still. The discounts are not huge. Scroll down to the bottom of one of their pages and click on anything that says for education. (Not very helpful directions but that was how I accessed it the last time I needed to … let me see if I can dig up a real link.)
As for the Chromebooks you have enough advice in this thread. My own experience buying for my children is that they almost fit with what is needed but not quite. They were worth considering but rejected in favour of alternatives.