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In Step

Swap your sandals for the latest brogues and boots

By Kaitlyn McInnis

In Step

By Kaitlyn McInnis

When it comes to putting together a quick daytime outfit, fall footwear makes it easy. Whether you’re wearing jeans and a tee or a blazer and chinos, pulling on a pair of desert boots, brogues, or oxfords instantly upgrades your overall look. With that in mind, we’ve rounded up a selection of stylish, multi-functional fall shoes to help you transition into chillier times in style.

Oliver Boot

Good Sport
Let’s be honest: Finding a good all-weather boot can be a challenge. You want something that’s warm, waterproof, and durable, but not clunky or cliché. The Oliver boot by J.Lindeberg is crafted especially for winters in the city, and the black leather upper works just as well with a pea coat and jeans as it does with a heavy parka. The textured rubber sole ensures that slippery sidewalks won’t be an issue.


Pebbles from Paris
The Reade chukka boot from Jack Erwin was conceptualized in Paris and constructed in Portugal, so you know right away it’s going to be one of the most stylish and well-crafted boots in your closet. The flexible outsole and pebble grain leather will allow you to trek through the season in style without sacrificing warmth.


Light Me Up
Fall fashion is usually all about warm shades and deep hues, but there’s something to be said for adding a contrasting pop of bright winter white—and these classic lace-up sneakers by Jack Erwin do just that. The full-grain calfskin leather will bring a fresh twist to any autumn look.


Port to Pavement
You don’t have to tuck away your boat shoes just because the weather’s cooling off. Riomar’s chukka combines everything you love about a fall boot with the ease and convenience of a slip-on boat shoe. It’s crafted from 100% waterproof Portuguese leather, so you can trek through rain and slush without worry.


London Fog
This handsome chukka boot epitomizes autumn street style. Crafted from the highest quality English suede with a durable rubber sole, this classic boot is a great option for trekking through the city but will also serve you well if you venture out to the pumpkin patch.