YOU SAID:
I really wish that school was over
INTO JAPANESE
学校が終わったらいいのに
BACK INTO ENGLISH
I wish the school was over.
INTO JAPANESE
学校が終わったらいいのに。
BACK INTO ENGLISH
I wish I had finished school.
INTO JAPANESE
私は学校を終えていればよかったのに。
BACK INTO ENGLISH
I wish I had finished school.
That didn't even make that much sense in English.