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Best Overall Comfortable Heels
Cole Haan Grand Ambition Pump
Best Overall Comfortable Heels
Cole Haan Grand Ambition Pump
Now 44% Off
Credit: Cole HaanThese science-approved heels, developed with the help of biomechanics at the University of Massachusetts Amherst, check all the boxes when it comes to comfortable shoes. They feature premium leather, a contoured footbed, layers of cushion, and stabilizing traction, all for a sale price of less than $100.
Heel Height: 3" | Material: Leather | Size Range: 5-11 | Colors: 2
Best Affordable Comfortable Heels
Lulus Harper Ankle Strap Heels
Best Affordable Comfortable Heels
Lulus Harper Ankle Strap Heels
Now 20% Off
Credit: lulusA low heel isn’t necessarily a comfortable one, but reviewers rave about this pair from Lulus. With long-lasting support and suitability for a variety of occasions, these shoes offer a lot of potential at an affordable price point.
Heel Height: 2.5" | Material: Synthetic | Size Range: 5-11 | Colors: 17
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Most Comfortable Sustainable Heels
Soludos Suede Collette Heel
Most Comfortable Sustainable Heels
Soludos Suede Collette Heel
Now 20% Off
Credit: SoludosThese French-inspired suede heels are extremely comfortable without sacrificing height, thanks to a discreet built-in platform and padding. Their outsole is also made from 40% recycled rubber, which makes them a sustainable fashion purchase.
Heel Height: 3.5" | Material: Suede | Size Range: 5-11 | Colors: 3
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Most Comfortable Classic Pumps
Naturalizer Michelle Pump
Most Comfortable Classic Pumps
Naturalizer Michelle Pump
Now 30% Off
Credit: NaturalizerWith over 700 5-star reviews and counting, these pumps have been thoroughly vetted for comfort. They score highly thanks to Naturalizer's Contour+ Technology, which includes foam cushioning, breathable lining, a sculpted insole, and heel support.
Heel Height: 3" | Material: Leather, Patent Leather, Suede or Fabric | Size Range: 4-12 | Colors: 4
Best Heels for Plantar Fasciitis
Clarks Ambyr Joy Medium/Wide Pump
Best Heels for Plantar Fasciitis
Clarks Ambyr Joy Medium/Wide Pump
Now 16% Off
Credit: ClarksThese Clarks pumps feature an Ortholite footbed that offers protection against a variety of foot-related pains. One 5-star reviewer shared that, "I have been searching forever for shoes that fit the bill and these are it! I have a history of a broken ankle on one side and also plantar fasciitis. I can actually wear these adorable shoes and I love it since most comfortable heels look like old lady shoes. Fit is true to size and bonus, I did not get any blisters!"
Heel Height: 3.5" | Material: Leather | Size Range: 5-12 | Colors: 2
Most Comfortable Wedding Guest Shoes
Naturalizer Taimi Strappy Dress Sandals
Most Comfortable Wedding Guest Shoes
Naturalizer Taimi Strappy Dress Sandals
Now 10% Off
Credit: NaturalizerYou can dance all night with these dress sandals that have over 3,000 5-star reviews on Amazon. One happy customer who wore them to a wedding wrote, "I’m 68 and can’t wear the really high heels anymore. These were just right!! I read one review that said she never felt like taking them off!( I thought oh ya right!) but I’m here to say the same. I wore these from 4pm until 1030pm and they never hurt my feet!"
Heel Height: 2.25" | Material: Leather | Size Range: 4-12 | Colors: 7
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Most Comfortable Heeled Sandals
Madewell The Saige Double-Strap Sandal in Leather
Most Comfortable Heeled Sandals
Madewell The Saige Double-Strap Sandal in Leather
Now 18% Off
Credit: MadewellThese double-strapped Madewell sandals feature comfy details like Cloudlift Lite padding and a stacked heel. One satisfied reviewer called them her "go-to heel" and wrote, "These got a lot of wear already - and they are SO comfortable! The padded straps didn't rub or give me any trouble on the first wear. I really love them."
Heel Height: 2.5" | Material: Leather | Size Range: 5-12 | Colors: 3
Best Heels for Standing All Day
Everlane The Italian Leather Day Heel
Best Heels for Standing All Day
Everlane The Italian Leather Day Heel
Credit: EverlaneEverlane's two-inch block heel is comfortable enough to walk in all day long thanks to its buttery Italian leather, rounded toe, and elasticized back. With over 3,000 5-star reviews, it's one of the most beloved pairs on this list.
Heel Height: 2" | Material: Italian leather | Size Range: 5-11 | Colors: 5
Most Comfortable Kitten Heels
Aquatalia Pasha Pump
Most Comfortable Kitten Heels
Aquatalia Pasha Pump
Now 57% Off
Credit: AquataliaDress up any casual outfit with these classy suede kitten heels, which are low in height to keep you pain-free and looking fabulous. One reviewer wrote: "These are the most comfortable shoes I have ever owned," and "I don't think I will ever buy any other brand!"
Heel Height: 1.8" | Material: Suede | Size Range: 5-12 | Colors: 8
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Most Comfortable Heels for Work
Margaux NY The Heel
Most Comfortable Heels for Work
Margaux NY The Heel
Credit: MargauxHandcrafted in Spain, these elegant Margaux blocks heels are ready to wear to the office straight out of the box. One happy customer wrote that she was "Naturally a little apprehensive at the 'break in period'...well there was no 'break in period'...my 37.5 Narrow fit like a glove! Classy, professional and super comfy. Highly recommend."
Heel Height: 2.5" | Material: Italian nappa leather | Size Range: 3-14 | Colors: 9
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Best Comfortable Podiatrist-Backed Heels
Mollie Chalk Reptile Emboss
Best Comfortable Podiatrist-Backed Heels
Mollie Chalk Reptile Emboss
Credit: Frankie4Australian brand Frankie4 is a podiatrist founded company that aims to maximize women's comfort and wellness through their cleverly designed shoes. Board Certified Podiatric Surgeon Dr. Suzanne Levine can personally vouch for the brand, telling Woman's Day, "I had hours of comfort while I toured Paris in my Frankie4 heels." While there are several supportive Frankie4 options, we love the Mollie pair for their ankle straps and arch support.
Heel Height: 2" | Material: Leather | Size Range: 6-13 | Colors: 2
Most Comfortable Mary Jane Style Heels
Sam Edelman Jildie
Most Comfortable Mary Jane Style Heels
Sam Edelman Jildie
Now 25% Off
Credit: Sam EdelmanCustomers love these Mary Jane heels for their spacious square toe, which is especially helpful for wide feet. One reviewer raved that, "These shoes are EVERYTHING!!! The fit and width are on point and true to Sam Edelman style. I love this shoe because it has a chunky heel and square toe. I have had bunion surgery and am not able to wear the pointy toe fashioned shoes anymore. Thanks Sam Edelman for making this wonderful shoe!"
Heel Height: 4" | Material: Patent leather | Size Range: 5-12 | Colors: 9
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Most Comfortable Day-to-Night Heels
aerosoles Women's Sandal
Most Comfortable Day-to-Night Heels
aerosoles Women's Sandal
These Aerosoles sandals are casual enough for daytime activities yet can easily transition to evening wear for those times when an outfit change isn't possible. They feature a very slight pitch and a diamond flex outsole to keep you comfortable for hours on end.
Most Comfortable Platform Heels
Camilla Platform
Most Comfortable Platform Heels
Camilla Platform
Credit: InezDon't let the height and chic design of Inez's Camilla platform fool you: these shoes are truly comfortable enough for hours of wear. They're handcrafted from soft Spanish leather and have a supportive custom insole, plus the ankle strap helps to keep you feeling secure.
Heel Height: 3.9" | Material: Spanish leather | Size Range: 6-10.5 | Colors: 3
Most Comfortable T-Strap Heels
Michael Kors Becker Block Heel Platform Sandal
Most Comfortable T-Strap Heels
Michael Kors Becker Block Heel Platform Sandal
Now 35% Off
Credit: Michael KorsDr. Suzanne Levine says Michael Kors is one of her personal go-to brands for comfortable and stylish heels. These ones feature a supportive ankle strap, and one enthusiastic reviewer shared that they feel like "walking on pillows. The perfect fit."
Heel Height: 4" | Material: Leather | Size Range: 6-10 | Colors: 3
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Most Comfortable Heels to Splurge On
Sarah Flint Perfect Pump 85
Most Comfortable Heels to Splurge On
Sarah Flint Perfect Pump 85
Credit: Sarah FlintIf you're looking to invest in a pair of celebrity-approved heels, bloggers (and even royals like Meghan Markle) swear by Sarah Flint pumps. This pair features practical elements like an expanded toe box, anatomical arch support, and extra footbed padding, that all help justify the high price point.
Heel Height: 3.3" | Material: Italian suede | Size Range: 4-13 | Colors: 23
Best Nude Heels for All Skin Tones
Kahmune Becky Pointed Toe 70mm Pumps
Best Nude Heels for All Skin Tones
Kahmune Becky Pointed Toe 70mm Pumps
Customization is key at Kahmune, which offers shoes in 10 different skin tone shades, and various heights from kitten to ultra-high. For comfort, this Becky Pump is a winner with its lower heel height and two layers of memory foam padding.
Heel Height: 2.75" | Material: Nappa Calfskin, Patent Leather, or Suede | Size Range: 4.5-13 | Colors: 10
Most Comfortable Heels for Summer
Dolce Vita Pilton Sandal
Most Comfortable Heels for Summer
Dolce Vita Pilton Sandal
Now 40% Off
Credit: Dolce VitaThese Dolce Vita heels are playful and versatile enough for any summer event, and dozens of customers have written about their noticeable comfort. One reviewer wrote, "So comfy and cute, the square toe and funky heel make these extra fun. They don’t fall off at all when walking, and aren’t too tight at all. LOVE!"
Heel Height: 3" | Material: Recycled synthetic | Size Range: 5-12 | Colors: 3
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Most Comfortable Espadrilles
Yoox Organic Cotton Essential Wedge Espadrilles
Most Comfortable Espadrilles
Yoox Organic Cotton Essential Wedge Espadrilles
Now 25% Off
Credit: YooxThese espadrilles come recommended by Board Certified Surgical Podiatrist, Dr. Nelya Lobkova. She notes that the straps "provide extra stability in the ankle as well as the awareness that the ankle is supported, allowing you to wear heels for longer." She adds that the chunky wedge also provides more stability for the ankle.
Heel Height: 3.9" | Material: Organic Cotton | Size Range: 5-11 | Colors: 5
Most Comfortable Heeled Mules
Tony Bianco Shae Mule
Most Comfortable Heeled Mules
Tony Bianco Shae Mule
Credit: Tony BiancoThese best-selling Tony Bianco mules can easily be slipped on and have a padded leather footbed for support. Not only are they super comfy according to reviewers, they're also a sophisticated addition to any outfit given the eyelet and bow detailing.
Heel Height: 3.25" | Material: Suede, Leather | Size Range: 5-10 | Colors: 3
Sam Lawyer is a lifestyle writer and television producer based in New York City. She’s been contributing to Woman’s Day for nearly five years, and covers a variety of topics from gifting, to health, and entertainment. Her work has additionally been featured in Cosmopolitan, Country Living, and Good Housekeeping. When she’s not writing or producing, you can find her binging her favorite Bravo shows or getting walked by her French Bulldog.
Updates Editor
Elizabeth Berry (she/her) is the Updates Editor at the Good Housekeeping Institute where she optimizes lifestyle content across verticals. Prior to this role, she was an Editorial Assistant for Woman’s Day where she covered everything from gift guides to recipes. She also has experience fact checking commerce articles and holds a B.A. in English and Italian Studies from Connecticut College.
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