15 of the Fall’s Best Booties

Perfect with skinnies, booties also add a contemporary edge to skirts and dresses. Find the right pair and they’ll not only look fabulous, but elongate your legs. Here are 15 pairs we love

Rockstud Harness Bootie, Valentino, $1375

Chic and sophisticated, these deliciously glamorous booties feature Valentino’s signature stud detailing and will elevate (literally) any outfit in an instant.

Available at The September

Suede Boulevard Bootie, Chelsea Crew, $145

The mid-heel, suede bootie (thank you, Isabel Marant) is quickly earning status as cult classic. But if you’re looking for a version that’s all yours, this taupe bootie by Chelsea Crew features a buckle and angled heel that’ll keep you a step ahead of the crowd.

Available at Plenty

Balors, Chie Mihara, $555

Like all Chie Mihara shoes, this bootie has great curves, is perfectly balanced and has a bit of a vintage vibe while remaining entirely modern. And – thanks to Mihara’s time spent apprenticing at an orthopedic shoe company early on in her career – her shoes are blessedly comfy to wear.

Available at Gravity Pope

Collection Metropolitan Calf Hair, J. Crew, $450

This statement-making bootie has become a fan-favourite at J.Crew, achieving the near-impossible: high heels that are comfortable (thanks to a hidden platform). These leopard print beauties are made in Italy and will have you feel like you`re strolling a palazzo… even if you’re just power walking to work.

Available at J. Crew

Triple Buckle Bootie, Tabitha Simmons, $1195

This everyday boot by Tabitha Simmons is hardly your average footwear. Bring some major attitude to your wardrobe with the triple buckle detail and luscious suede (and yes, there’s a zipper too).

Available at The September

Lena, Fluevog, $359

Subtle and even elegant, the Fluevog Lena bootie is no wallflower. With four inches of leather-wrapped heels to command a presence, slip these on and you’ll be ready for anything this season.

Available at Fluevog

Remi Double-zip Ankle Boot, J. Crew, $258

This sleek, low-profile bootie from J. Crew will be your wardrobe workhorse this fall. The Remi is the perfect pair for anyone who’s looking to elongate their legs, subtly adding 1.75 inches.

Available at J. Crew

Miss Juliette Shortie, Aigle, $155

From the venerable French house, Aigle (the first and final authority on riding boots), this bootie is the short version of the brand’s massively popular Miss Juliette tall boots. Hand-made (bien sur) in France from high-quality natural rubber with insulated insoles – like all Aigle boots – this shortie was designed to withstand the muckiest of conditions while beaming with style.

Available at Plenty

Fifi 2, Cougar, $100

Need your booties to work overtime, keeping you warm and dry and stylish? These pull-ons from Cougar, with a hidden wedge, will do just the trick – they’re comfy as slippers but far more durable and completely waterproof (guaranteed!).

Available at Cougar

Dazzle, Rachel Comey, $495

If you love Rachel Comey’s near-iconic Mars bootie but thought the heel was a smidge too chunky, then the Dazzle is for you. Everything you love about this style of bootie remains the same: smooth leather, stacked wooden heel, leather sole and contemporary contours. Heaven.

Available at Gravity Pope

Shena, Fluevog, $299

You can often spot Fluevogs a block away – they radiate with distinct, Fluevogian style that’s coveted around the world. The Shena features oversized straps that make them about as formal as Fluevogs can be – all without sacrificing cool factor and comfort.

Available at Fluevog

Ankle Boot With Metallic Block Heel, Casadei, $895

Casadei’s ankle boot with its two-inch metallic block heel will kick up your style quotient significantly. The best part? They’re ridiculously comfy.

Available at The September

Armor Lace-up Boot, Chelsea Crew, $95

This lace-up bootie channels elements of the classic Oxford, giving it a preppy, schoolboy vibe. Combined with the sturdy, stacked heel, this bootie was designed to flatter while keeping you on the move.

Available at Plenty

Mambo Tang, Repetto, $585

From the Parisian label famous for its ballet slippers (for dancers) and later for introducing ballet shoes to the rest of the world (for non-dancers), the Mambo Tang continues the evolution of combining artistic virtuosity with high street functionality. To the knowing eye, you can see an homage to the point shoe. For the rest of us, it’s simply a beautiful boot.

Available at Gravity Pope

Motorcycle Ankle Boot, Marc by Marc Jacobs, $368

This calf-skin motorcycle ankle boot by Marc Jacobs is a classic style for good reason. It’s timeless and pairs perfectly with everything from skinnies to skirts. Not just a looker, the rubber soles will keep your feet happy as you rush through your day.

Available at The September