Assuming you want a personal answer to this question:
I tend to wear chukka boots with jeans that are either cropped or flared at the bottom. I think this look is flattering and stylish. If I’m going for a more casual look, I might pair them with a denim skirt or shorts. And if I’m dressing up for a night out, I might wear them with
a black skinny jean and a cute top. There are endless possibilities