The original fare was $280. Strange how you mistakenly use it as $230 and yet end up with the $101 that he has to pay. After charging the $75 change fee, the airline cannot be forfeiting part of his unused fare while still charging him $101. That is manifestly unfair and AC would have to show that this was made clear to the passenger and he accepted it when he purchased the ticket. Perhaps you would care to quote the judgment where this math was "held up by the courts". Yes, please quote the judgment - case number, etc. If it was me I would surely test that one in small claims court.
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