I have two types of shoes- work/riding and everyday. My work ones cost a lot. I am going to have to buy some field boots, and to find some that fit my leg right I think I'll have to go at least $300. Customs would be great but they start at about $600 and that's way too much unless I'm competing every weekend or something.
Everyday shoes I like converse. Easier to fit me (no womens or mens, all unisex) and colorful. I also love my nike hiking boots I bought basically new without tags in a consignment store for $15.