The chukka is the coolest and manliest shoe in existence. Chelsea boots are too feminine and gay, if you wear sneakers you need to grow up, oxfords and derbys are boring, service boots make it look like you are compensating, loafers are for twinks that take it from the behind. Nothing gives you the cool, rugged, masculine, but also put together appearance like a nice suede chukka.
Chukkas. Are. King.

My go-to shoes are suede chukkas and a pair of Paraboot for when it's raining. I wear them with jeans or chinos.
You still need a pair of oxfords or derbys when you're dressing up.