Style Pick of the Week: Frye Tyler Chelsea Boots – Best Men’s Chelsea Boots for Fall

Best men's Chelsea boots for fall

Among any list of the best fall style essentials — be it one of the best fall blazers or your new go-to henley — you’d also do well to consider some of the most rugged men’s boots, right? But there’s a fine line to walk, literally, if you want to maximize your versatility. While there’s a time and a place for hard-wearing work boots, you can still get fall-minded performance and style with *drumroll please* a pair of the best men’s Chelsea boots. In fact, at the current moment, there might not be a better pair of men’s boots for fall on the market than the FRYE Tyler Chelsea Boots.


You’ve hopefully encountered the brand through its penchant for making some of the best leather boots, period, but the American heritage footwear company continues to step up its game with timeless styles like the easy-on, easy-off Chelsea boot. It all starts, of course, with quality leather when it comes to the FRYE Tyler Chelsea Boots, and in this case, we’re talking a rich Cognac leather that wears well with plenty of fall style picks (everything from dark blue jeans to black denim to olive chinos).

The FRYE Tyler Chelsea Boots — which are selling somewhat fast despite a more investment-minded price tag of $328 at FRYE — also sit atop a sturdy leather outsole for traction on slick fall streets and through day-to-night pursuits (anyone up for a park stroll and brewery visit?). Better still, the FRYE Tyler Chelsea Boots are designed for a smooth ride, thanks to the injection of a rubber forepart in the leather outsole.


The end result is a pair of sleek yet hard-wearing boots, the kind you can team with wool trousers, stretch cotton chinos or your favorite pair of blue jeans without missing a beat. On your top half, go with rugged picks like one of the best men’s henleys or keep things a touch more refined with a cool cotton blazer. Either way, be sure to get as much wear as possible out of the FRYE Tyler Chelsea Boots, because they can take it.

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