I have a theory that might work if you take the compilation into account.

maybe the question was about forgiveness. He sees Aerith, feels terrible he let her die and now she's helping him escape so he asks "Will I ever be forgiven?"

The answer, you'll meet her in the Promised Land and find out. Cloud was the only one who wanted forgiveness right? This makes perfect sense when you think about where his Promised land in ACC was. He had met Aerith and he had redeemed himself and can now live happily with his family and friends without guilt.