Half chaps and paddock boots all the way. In terms of cheap half chaps, I like my ovations. 40 bucks. My tall boots are cavaliers, $300 new. I only bought them for shows, and never wear them if I don't need to. Most uncomfortable things ever.
Biggest waste of 300 dollars.
As for paddock boots, I hated my Ariats. I had them for 3 years. I really don't think their worth the money. Especially if you don't show. I have Smokey's now. Half the price of Ariat. Sure they aren't as "pretty". But hell, I could sleep in those boots they're so comfy.