Step Daintily Into Fall With These Ladylike Shoes

Kitten heels, Mary Janes, patent leather pumps — the season’s top footwear is perfectly polished, and surprisingly versatile. This fall, wear these ladylike, delicate leather heels and flats with everything from pencil skirts and cocktail dresses to your favourite cargo pants.

Miu Miu Leather Slingback Heels

Available in both black and siren red, these patent leather heels add a standout element to even the most conservative fits. Plus, they feature a comfortable, two-inch kitten heel and a padded footbed.

Maguire Viana Silver Pump

Made in Brazil, these slingback pumps by Montreal-based Maguire feature sweet details like a leather bow and squared-off pointed toe. In eye-catching silver, they’re made for dressing up your work basics this fall.

Poppy Barley The Studio Mary Jane

A sturdy, comfortable Mary Jane is a wardrobe essential any time of year. This smart pair by Edmonton’s Poppy Barley comes with bonus functional features like an anti-microbial lining and memory foam insoles.

La Canadienne Benny Heel

These heels combine two of fall’s top shoe silhouettes in one go: the Mary Jane and the slingback. Wear them on their own now, and with embellished socks or statement tights later in the season.

Max Mara Ballet Flats

Double straps will help these nappa leather ballet flats stay on your feet, making them a more comfortable choice for everyday wear. Consider them your new go-to for everything from work appointments to school pick up.

Roger Vivier Belle Vivier Pumps

The iconic Belle Vivier pump has been around since 1965 and continues to be relevant today. In black and white patent leather, they would look just as great with black jeans as with a skirt suit.

Rachel Comey Granny Pump

These retro pumps are best styled in contrast to more informal, sporty looks. Think: crew socks, varsity jackets or tailored shorts.

Dior Miss Dior Pump

Shown on the runway at Paris Fashion Week, these black patent calfskin pumps feature can’t-miss-it gold detailing and a chic square toe. Wear them to dress up your everyday denim, or with a pleated skirt for a retro look that’s very demure — and on trend!

Kate Spade Maren Pumps

Featuring a tall, 3.5-inch heel, these black suede pumps have a timeless appeal. This season, style them with sporty socks or colourful tights and your favourite mini.

Gucci Signoria Slingback Pump

A gold-tone Gucci chain detail updates the slingback pump for fall. Equal parts classic and flashy, these kitten heels are a very luxurious take on the shoe of the moment.

This article first appeared in FASHION’s September 2024 issue. Find out more here.