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DRU New York Scottie

DRU New York Scottie
A low profile heel doesn't keep this neutral wedge from being as chic as its taller counterparts. The black patent cap toe adds an edge to the soft nude calfskin. Perfect for those days when you're on your feet for hours and need something stylish and comfortable at once.

$135 at piperlime.com

Privo by Clarks Puffer Ballet

Privo by Clarks Puffer Ballet Shoe

Every step you take in these comfortable ballet flats makes a big difference. Not only are they cozier than the average shoe thanks to the synthetic wool lining, but $2 from the purchase of each Pink Ribbon style goes to The Breast Cancer Research Foundation. Also in black, chocolate and olive.

$60 at eddiebauer.com

N.Y.L.A. Randee Lace-Up Oxford Pump

N.Y.L.A. Randee Lace-Up Oxford Pump
If you're intrigued by fall's menswear-inspired styles but aren't quite ready to jump in headfirst, you'll find the solution in these chic oxford pumps. The pink palette and flirty peep-toe bring sweetness and light to the shoe's otherwise sharp silhouette. Also in black and camel.

$84.95 at endless.com

Ash Liason Pump

Ash Liason Pump
Just call it architectural chic. The shapely wooden heel on this classic-meets-mod pump adds just enough contrast to make it stand out in a sea of Mary Jane styles. A wide ankle strap finishes the shoe with finesse.

$179.95 at nordstrom.com

Nike Zoom Essential Trainer

Nike Zoom Essential Trainer
Make the most of your workouts with this high performance training shoe. Constructed primarily of mesh, Nike's Zoom Essential Trainer is ultra-comfortable and promises to maximize your potential whether you're competing or training. Flexible, supportive, cushioned and available in six colors, it's the ultimate workout shoe for women.

$78 at nike.com

Franco Sarto Relic Mary Jane

Franco Sarto Relic Mary Jane

Mary Janes will never go out of style, but these chic, deep blue patent Franco Sarto Relics have a vintage appeal that ties in beautifully with flirty frocks and polished trousers alike. The menswear-inspired design is trendy, but this style will wear well for years. Also in white and black.

$89.95 at nordstrom.com

NA NA Tajo Heels

NA NA Tajo Heels
Dance the night away in these vintage-inspired heels. The softly shirred turquoise satin is a striking element that lends the traditional gold dress shoe a dose of unique, head-turning style.

$80 at piperlime.com

Merona Elaina T-Strap Pumps

Merona Elaina T-Strap Pumps


These chic, vintage-inspired heels are a gorgeous combination of polished brown and cream, with a sexy peep-toe and T-strap to pull it all together. Worn with everything from flirty dresses to smart, tailored trousers, they're destined to be your go-to pumps throughout the fall season.

$24.99 at target.com

American Eagle Argyle Ballet Flats

American Eagle Argyle Ballet Flats

These adorable flats are the antidote to aching feet in dire need of a break. Slip into these argyle-printed shoes to up your wardrobe's girlishly cute factor and provide some comfort with their cushion-soft padded insoles. They're perfect with skirts and dresses right now, and will add charm to smart trousers as we transition into fall.

$21.99 at payless.com

Rope T-Strap Sandals

Rope T-Strap Sandals

The ultimate in chic, nautical style, these comfortable t-strap sandals will keep you cool all season long. The unique rope strap and playful stripes give it a fun, youthful look. Try them with everything from shorts to your favorite summer dress. Also in gray, khaki and blue.

$19.50 at oldnavy.com
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