1. Go casual
wearing Chelsea boots on casual outfit is a very good option,it always looks cool when you style chelsea boots with some casual t-shirt, you can also wear it on a shirt.
This is a best way to style a Chelsea boots if you wanna looks classy and very stylish,this is my personal favorite look
you can style it with a leather jacket or denim jacket and even a bomber jacket too,it really looks dope on every jacket