I just starting ridin with the Chukka's. In fact I'm wearing them right now. They are still kinda stiff, but I think they will break in nice. I did have to move the shift lever up and the brake lever down. They are a thicker toe and are less flexible then regular walking boots, but not bad at all. I did have to buy a 1/2 size larger.
I did trie on the Field Armors and they were horrible. Way too stiff, there is almost no movement between the foot and ankle. And they have a bright yellow icon logo on the heal.
Good luck.