If this article is interesting to you, and you speak English, I have a book to recommend:

Highly Irregular: Why Tough, Through, and Dough Don't Rhyme―And Other Oddities of the English Language

And a podcast with the author:

https://99percentinvisible.org/episode/corpse-corps-horse-and-worse/

It turns out there are a lot of good (as in explainable) reasons why the language is so fucked up and broken. I found this a fascinating read.

Edit: Also, check out The Great Vowel Shift.