If we could recommend any boot for the fall odds are we'd always gravitate towards the chukka. It's a great all-around style that you can use for various occasions and one you can wrong with everyday. Oak Street Bootmakers is releasing a new Chukka today that we're already lusting after with a special chocolate suede upper they've created with Horween. The leather comes from a full grain hide that uses a proprietary tumbling and oiling process to create a waterproof suede. It's also got a storm welt making it a surprisingly rugged piece that you won't be scared of getting dirty.
$426, Oak Street Bootmakers