When I went to grad school a few years after undergrad, I had the same notion that I needed to dress up for class. This, however, is a myth.
The only people who were "dressed up" were the people that were coming from work, the other people wore what they would normally wear. Some looked like slobs others looked well put together, but no one was wearing suits and sport coats unless there was a need to.
Of those 3 the middle pair is really the only one that would work with a blazer, the other two are casual loafers. The middle pair is also well in range of working with khaki pants.
The leather is corrected grain and looks very shiny, if they are patent leather shiny (like tuxedo shoes) I wouldn't buy them as it will look odd.
Is ~$100 the top of your price range?
Originally Posted by Quadcammer
At 4 wears per year, the strands will last ages. the sting of the extra money will be forgotten quickly when you realize you bought a better looking, higher quality, more durable shoe.
+1 make the investment at 4 wears/year you will have them for the rest of your life most likely. Odds are if you buy a cheap pair now in a couple years (or less) you will buy another, and another, and so on...