Are angels still choosing sides?

I’ve been watching the television series Supernatural (which I absolutely love by the way) and have once again had to shake my head at the incorrect assumptions taught to me in the Christian school I grew up in.  First, just let me say that the current season of Supernatural deals with some angels deciding to switch sides and oppose God.  Now, these last few episodes have been causing me to reflect upon what I had been taught versus what the Bible actually says – a very common problem that persists throughout the church = stating as fact what people think even if it is not supported with any Biblical evidence.

I had been taught in Bible class that angels didn’t have free will like we did.  In Isaiah 14 and Luke 10, it discusses Lucifer falling because of pride which isn’t really free will.  Pride is an emotion or mental notion that blossoms which may or may not cause an action within that person.  But, if Lucifer decides to become proud or decides not to deflect another’s praise of his attributes, then he is making a decision which uses free will.

In Revelations 12:7, it states:

And there was war in heaven. Michael and his angels fought against the dragon, and the dragon and his angels fought back.

Now, here we definitely see free will being used.  Can’t have a war without free will.  And of course we see free will being enacted in the longer version of Lucifer’s fall in Ezekiel 28:12-19.

I had always been taught that there was only one fall (Lucifer with 1/3rd of the heavenly angels falling with him), and that these would be the only angels opposing God throughout the ages ….. or at least up to the Protestant End Times.  Within the last decade, I read that Samḥazai and Azael led a group of 200 angels down to earth to live and mate with humans which (according to the Book of Enoch) were chained till the Day of Judgment which Jude 1:6

And the angels who did not keep their positions of authority but abandoned their own home—these he has kept in darkness, bound with everlasting chains for judgment on the great Day.

and 2 Peter 2:4

For if God spared not the angels that sinned, but cast them down to hell, and delivered them into chains of darkness, to be reserved unto judgment;

allude to.  These verses do not allude to Lucifer and his army.  Lucifer is known to be the Prince of this World and has the ability to roam at free will.  Or does he?  Hmmm.  Jesus, himself, identifies Satan and Beelzebub.  So then one must ask if they believe Satan is one entity with many names (Satan/Beelzebub/Lucifer) or if they are separate fallen angels.  Perhaps, we will contemplate that another time.

So here’s the question that popped into my head from the series:  Is there anything in Scriptures that says that angels may or may not be still choosing sides?