Reading this reminds me quite a bit of C. S. Lewis, though Chesterton is much more charming. Both are fun to read, but there’s always a whiff of sophistical reasoning that prevents me from, say, actually converting. To be fair to Chesterton, he explicitly says this is not a regular book of apologetics, but rather how he personally came to the faith.
I especially appreciate Chesterton’s discussion of fairytale morality---its depiction of the enchantment of the world and its fragility---and the “Yes / And” logic of orthodoxy (really, Catholicism), one that simultaneously exhorts two seemingly contradictory beliefs in full force.
His description of the absurdities of modern thought---especially of skepticism and materialism---are fine, but rather limited in scope. His idea that madness is a kind of metastasized rationality is very interesting, and I think strikes at something deep and true. At the same time, he doesn’t engage, for example, with the philosophical project of grounding morality in reason (Kant), or in providing actual positive arguments for the existence of miracles, but rather just fends off the usual skeptical replies by attributing them to a dogmatic kind of materialism.