John Chrysostom

Now the evil spirits who dwell in the souls of the Jews, are worse than those in former times. For then the Jews raged against the Prophets, now they lift up their hands against the Lord of the Prophets, and therefore suffered worse things from Vespasian and Titus than in Egypt and Babylon. Hence it follows, And the last state of that man is worse than the former. …

Catena Aurea by Aquinas ↗

Bede

And the last state of that man is worse than the first. For it would have been better for him not to know the way of truth than after knowing it to turn back. This we read particularly fulfilled in Judas the betrayer, or Simon the magician, and others of the kind. But as to where this parable generally tends, the Savior himself according to Matthew explained, where, having finished it, he immediately added, saying: So shall it be also to this wicked generation. …

On the Gospel of Luke ↗

Bonaventure

Third, indeed, as regards the entry through the deepening of wickedness, he adds: And then he goes and takes seven other spirits more wicked than himself, and having entered, they dwell there. These seven spirits are seven simulations which feign and falsely claim to be virtues in appearance; they are therefore more wicked than open vices, because they possess a greater perversity of malice, as Augustine says: "Simulated justice is not justice, but double iniquity." Hence note three groups of seven spirits. …

Commentary on Luke, Chapter 11 ↗