YOU SAID:

I wish he would have left earlier

INTO JAPANESE

彼がもっと早く去っていたらよかったのに

BACK INTO ENGLISH

I wish he had left earlier

INTO JAPANESE

彼が早く去っていたらよかったのに

BACK INTO ENGLISH

I wish he had left early

INTO JAPANESE

彼が早く出発していたらよかったのに

BACK INTO ENGLISH

I wish he had left early