Yep. Here are the amounts with the value of the miles factored in[1]:
>$1366.06 on Alaska, 307500 Alaska miles
307500 Alaska miles * 1.2 cents/mile = $3690
>$380.86 on Southwest, 43732 Southwest points
43732 Southwest points * 1.5 cents/point = $655.98
>$42.80 on United, 5500 United miles
5500 United miles * 1.2 cents/mile = $66
>$15.60 on Avianca, 6500 Avianca miles
6500 Avianca miles * 1.2 cents/mile = $78
So for the fall semester it costed him $1805.32 in cash, but if you factor in the value of the points that rises to $6295.30. He also mentioned that he spent 45972 minutes on commuting. If you factor the value of time (eg. minimum wage), the "cost" rises further to $17,788.30.
[1] obtained from googling "[points program] value"