YOU SAID:
Dan is going to pay for mine and his plane ticket, he only asks that i pay him back if you could cover whatever you can that would be great
INTO JAPANESE
ダンは私のものと彼の飛行機のチケットの代金を支払うつもりです。
BACK INTO ENGLISH
Dan is going to pay for mine and his plane ticket.
INTO JAPANESE
ダンは私のものと彼の飛行機のチケットを支払うつもりです。
BACK INTO ENGLISH
Dan is going to pay for mine and his plane ticket.
That didn't even make that much sense in English.