
There are plentiful welcome signs as far as the return of fall is concerned: The pleasant crunch of leaves underfoot, a brisk breeze carried on the air, the welcome cracking of a cold can of Oktoberfest beer and of course, the return of plentiful opportunities to wear your new favorite boots. Or rather, your old favorite boots.
Or a dash of both, and that’s where a refresh when it comes to the best chukka boots for men can sort out your footwear rotation in fine form.
Naturally, we turn towards Huckberry for a selection of the best boots for men — and I’ve got even better news. The fan-favorite Sanders Hi-Top Chukka Boots, a modern offering from a heritage British brand, are back and better than ever. Newly restocked, the Sanders Hi-Top Chukka Boots are billed by Huckberry as “British-made chukkas for shoe connoisseurs,” with hand-finishing processes and exceptional craftsmanship dating back to the 1870s.

These handsome chukka boots are made all the better by soft, supple leather lining accented by an elegant suede upper. And with a refined toe shape and a chunky, eye-catching and utterly comfortable outsole, these are the sort of stylish men’s chukka boots you can wear with wool trousers and a navy blazer as readily as you can style them with dark blue jeans and a trim flannel shirt.
The rubber crepe outsole on the Sanders Hi-Top Chukka Boots is a major selling point: That outsole should deliver comfort, rebound and even a touch of traction (although careful about getting these suede chukka boots wet, my friends).

In a rich shade of brown, the Sanders Hi-Top Chukka Boots are especially appealing and stylish when worn with everything from olive chinos to burgundy corduroy trousers and even faded mid-wash denim (it’s helpful that you can certainly find many a complementary piece at Huckberry to go with your new favorite pair of fall boots).
With made-in-England construction and an ankle-length cut accented by a minimal two-eyelet design, the Sanders Hi-Top Chukka Boots can be dressed up or dressed down (somewhat) with ease.
And while $310 might seem a pretty penny to pay for chukka boots, these are some of the best-made and most versatile boots for men on the market, at least in my experience. Time to lace up and get out there, my friends.