The cheapest fare on those dates are U/O for $974. Upgrade fees for those fares are $400 and $350 respectively. So, if he pays his $200 change fee, and both upgrades clear, it'll cost him about $1,900. Still a good $700 lower than the $2,600 he's paying now.

Anyways, I've never played, and will never play, the HoKeY game.