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You could have nonstandard shaped feet. I have had horribly uncomfortable footwear most of my life - turns out I need wide or double-wide sizes and taller mids (not the arch, but the corresponding top of the foot - the talus I think?).
You might have a local shoe store that offers custom fitting or measurements for work or sports footwear. Visit them and describe how your boots are uncomfortable. They can help figure out what features you need and which brands offer them.
Personally, I found Rockport chukkas to be perfect for me in the wide sizes. Very little break in time and decent quality (my current pair are 3 years of daily wear and going strong). That said, if you find a pair that work for you, but two and alternate wearing them to give them time to air out. They will last longer.