'If you had to'
 

I am trying to reply to someone who is going somewhere with a friend, but was prepared to go alone if that friend wasn't available. I want to say 'Its good that you're now not going alone, but its also good that you were ready to go alone if you needed to'.

This is alot of guesswork, but would the following make sense in this respect?

一人で行かないことがいいだけど、もし一人で行かなけ ればならなかったら行くこともいいだよ！

Head...hurts...

If getting your idea across were your main goal, that would probably work.

If you are asking if that's natural Japanese, then the answer is negative. It contains several not-so-minor-by-the-native-standards mistakes.

What would be a more natural way of saying it? Still in the upper-beginner stages at the moment, but for reference it'd be nice to know.

Scottish people: Butchering the English language for over eight hundred years. ;)

Americans.

Period.

;)

We (Japanese-speakers) never, ever say いいだけど or いいだよ. 　We say いいのだけど　（ＯＲ　いいんだけど） and いいね/いいですね respectively.

行かないこと　＞　行かない方
ならなかったら　＞　ならなかったとしたら

You used 行く three times in saying 「一人で行かないことがいいだけど、もし一人で行かな け ればならなかったら行くこともいいだよ！」 but that is a little wordy and awkward. Delete the last of the three.

To use as much as what you used, I would phrase it as follows:

「一人で行かない方がいいのだけど、もし一人で行かな け ればならなかったとしたら、それもよかっただろうね。 」

You just can't stop being sarcastic eh? :)

It is the Internet, after all :)