18 stylish heels under $100 that are absolutely painless to wear

As much as we love our killer queen stilettos, we are only human at the end of the day. Shoving our feet into unforgiving heels or tight pumps is something that everyone should avoid doing on the regular. It’s totally fine to want to look professional and effortlessly stylish for work, but your pretty tootsies deserve a day off every now and then.

Give your feet a rest day and try to compromise with these totally chic and painless heels that won’t leave a dent in your wallet.

ALSO READ: GOING ON HOLIDAY? HERE ARE 15 COMFORTABLE SNEAKERS TO WEAR ON THE FLIGHT, ALL UNDER $200

Charles & Keith buckle slip-on heels, S$46.90

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It’s never a proper spring season if you’re not rocking the season’s boldest hues. And we can never turn down a good dose of pastel – it does wonders for injecting a pop of fun during the dreary work week. Slip into this pair of powder blues to avoid going black on black on black all day, every day.

Photo: Charles & Keith

Pedro ankle strap block heels, S$73.90

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We love the clever addition of the ankle strap as it’s an alternative to the usual criss-cross straps we so commonly see. Wear this with a pair of cropped trousers or a casual playsuit to complement the shoe’s witty design.

Photo: Pedro

Charles & Keith spherical heel leather sandals, S$75.90

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Don’t get us wrong, nude shoes are still very much a workwear-wardrobe staple, but banal nude shoes just don’t cut it anymore. Amp up your heel game with these nudes that are embellished with specially-crafted knots to inject an element of fun into your #ootd.

Photo: Charles & Keith

H&M mules, S$64.95

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Yes, it is that pair of quinessential black mules but even better. It is where the indispensable day-to-day black pump meets the animal-print trend. Take it all the way by matching this pair with wide-legged pants in a leopard print that’s all the rage right now.

Photo: H&M

Pedro slingback block heels, S$89.90

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This pair of pointed-toe suede slingbacks are pointing us in the direction of the most underrated colour: emerald green. Footwear in this magical colour often fails to make the cut when it comes to our shoe cupboard. Contrary to popular belief, emerald green is a versatile shade. It looks chic with all the neutral hues, and that includes black, white, brown, grey, as well as beige tones.

Photo: Pedro

Topshop Ally slingback point shoes, S$49.90

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We all have those days where the last thing we need on our minds is whether we look a hot mess. For those days, simply throw on this pair of trusty black slingbacks and you’ll be ready to head out the door in no time. Also, you’ll never look #basic, as these come in a crocodile effect detailing.

Photo: Topshop

Charles & Keith cylindrical espadrille block heel slingbacks, S$49.90

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Is it a pair of espadrilles? Or is it a pair of statement fuchsia slingbacks? Call it whatever you’d like but there’s no denying this cheery combination of bright colour and esparto rope. Go with your favourite floral frock for endless summer style.

Photo: Charles & Keith

Pedro pointed toe slingback heels, S$73.90

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The question is: is it white or black? The answer is: why not both? Have the best of both worlds at your feet (pun intended) with a chic pair of slingback heels with buckle detail. Now, the rest of your outfit can be black or white, black and white, or everything in between.

Photo: Pedro

Topshop darla tortoiseshell strap mules, S$66.90

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The ’50s are back and the revival of the tortoiseshell trend is stronger than ever. This evergreen speckled style looks fabulous on accessories from sunnies to earrings, and even buttons, so who’s to say it won’t look totally gorgeous on your feet? What we love about this particular pair is that it comes in a darker, less obvious hue – a perfect solution for those who are trying to dip their toes into the tortoiseshell trend.

Style tip: match it with a little white dress for a feminine twist and break the predictable total-white look.

Photo: Topshop

Zara leather sandals with methacrylate kitten heel, S$89.90

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Yes, kitten heels are great again. Because why should you tumble around in torturous stilettos or dumb down your outfits with just flat sandals or slippers? These elevated leather sandals are a great supplement to your footwear collection as they’re perfect on the weekends with a pair of casual denim shorts or on work days with an elegant pleated number.

Photo: Zara

Zara wood effect heeled sandals, S$69.90

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We have the phenomenal Audrey Hepburn to thank for making kitten heels a beloved fashion staple for working women everywhere. Plus, it never goes wrong with a little black dress.

Photo: Zara

ALSO READ: 15 BEST SHOES FOR WORK TO START OFF THE NEW YEAR ON THE RIGHT FOOT

Mango geometric heeled leather shoe, S$99.90

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This pair of sculptural heels is vastly more comfortable than a pair of stilettos. It allows women to embrace style in a painless way, especially when block heels are getting a tad boring.

Photo: Mango

ALSO READ: GOING ON HOLIDAY? HERE ARE 15 COMFORTABLE SNEAKERS TO WEAR ON THE FLIGHT, ALL UNDER $200

H&M leather sandals, S$94.95

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Here’s a tip: Try matching a brightly coloured pair of strappy heels with a structured pant-suit for a power outfit that’s perfect for the workplace.

Photo: H&M

ALSO READ: 15 BEST SHOES FOR WORK TO START OFF THE NEW YEAR ON THE RIGHT FOOT

Zara checkered slingback heels, S$69.90

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High heels certainly take a toll on the feet, so it’s only fair to give them a break every now and again. Opt for a low-heeled, slingback pair for a break.

Photo: Zara

ALSO READ: GOING ON HOLIDAY? HERE ARE 15 COMFORTABLE SNEAKERS TO WEAR ON THE FLIGHT, ALL UNDER $200

Charles & Keith square toe ankle strap heels, S$49.90

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Any pair of shoes that easily slip on and off your feet are an absolute dream. However, a pair fashioned with ankle straps provides the necessary security. Match this with a blazer dress so your outfit doesn’t look too casual.

Photo: Charles & Keith

ALSO READ: 15 BEST SHOES FOR WORK TO START OFF THE NEW YEAR ON THE RIGHT FOOT

Charles & Keith criss cross low heeled sandals, S$46.90

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If you still aren’t totally sure that your pair looks appropriate (especially if your workplace maintains a strict dress code), try wearing them with comfy flared trousers. Or choose a black pair.

Photo: Charles & Keith

ALSO READ: GOING ON HOLIDAY? HERE ARE 15 COMFORTABLE SNEAKERS TO WEAR ON THE FLIGHT, ALL UNDER $200

Bershka slingback heels, S$59.90

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It doesn’t feel great to confine your feet in virtually airtight pumps regularly, so slingback heels give us the opportunity to let loose while still looking luxe.

Photo: Bershka

ALSO READ: 15 BEST SHOES FOR WORK TO START OFF THE NEW YEAR ON THE RIGHT FOOT

Zara strappy leather heeled sandals, S$99.90

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Shoes with thin straps can look just as luxe, and the low heel helps you look feminine yet professional. Wear this glamourous gold pair on casual Fridays, or on the weekends.

Photo: Zara

ALSO READ: GOING ON HOLIDAY? HERE ARE 15 COMFORTABLE SNEAKERS TO WEAR ON THE FLIGHT, ALL UNDER $200