There’s an easy way to step up your style game, gentlemen: focus on the accessories. That means, instead of overhauling your fall wardrobe, add a few key pieces to refresh your favorite cool-weather staples.
French classic brief bag M ($1,022). Porsche Design, 520 N. Michigan Ave., 312-321-0911
Slim and sophisticated, this leather bag presents the perfect opportunity to keep your business items organized in designated compartments while looking subtly stylish.
Bowman tweed tie ($128). Jack Spade, 47 E. Oak St., 312-915-0315
It's not time to ditch your traditional silk ties for good, but put on this New York-finished tweed tie when the workday calls for something a little more laidback.
Cashmere scarf ($795). Burberry, 633 N. Michigan Ave., 312-787-2500
Once you wrap a silky-soft cashmere scarf around your neck, there’s no going back to basic wool. This option from Burberry features a deep burgundy hue—one that brings to mind the changing fall colors and stands out nicely against a classic camel coat.
Umbrella, Filson ($108). Nordstrom, 55 E. Grand Ave., 312-464-1515
There’s no reason style has to be lost when bad weather hits. Add a sophisticated yet playful option, like this one, to your closet or car so you’re always prepared.
LunarGrand chukka ($278). Cole Haan, 673 N. Michigan Ave., 312-642-8995
Like any Chicago fall, there’s a good chance that the weather will jump from dry and crisp to wet and wintery in a matter of hours. Arm yourself with these modern chukka boots for when the inevitable occurs.
Three-color tweed cable crew sock, Anonymousism ($22). Haberdash, 611 N. State St., 312-646-7870
When you start to really feel the fall chill in the air, slip your feet into a pair of tweed cable crew socks. These feature color-blocked shades of blue and gray for an extra punch of style.