We’ve recommended the Red Wing Gentleman’s Traveler before as an excellent casual boot to pair with jeans and chinos. A little more refined than the work boot alternatives without being as fussy as wingtip boots or as expensive as, say, Alden Indys.
Amazon’s currently offering the GT at $214, minus a $20 discount, which brings their price under $200. Given that their retail is just shy of $300 and they’re not often on sale, it’s a great deal. If you’re looking for a solid casual boot, strike now.