Comfortable Square Toe Heels

Comfortable square toe heels are your secret weapon for looking fierce without sacrificing your vibe. These heels bring major energy to every step—think effortless style, bold confidence, and a little extra strut that says, “Yeah, I know I look good.” Whether you’re owning the dance floor or leveling up your brunch fit, these shoes are ready for wherever the night (or day) takes you. Slip into comfortable square toe heels and get ready to turn heads—because when comfort meets killer style, you’re unstoppable.

Read More
Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort
Best Seller

$32.90

4.545455 star rating

A silver low block heel with rhinestone-studded straps and adjustable ankle strap for added glamour.

$28.90

4.666667 star rating

A sleek black nubuck stiletto heel with a square toe and adjustable thin straps.

$28.90

5 star rating

A stylish pair of red faux leather block heels featuring a strappy design and cushioned insole.

$26.90

5 star rating

A chic pair of tan faux leather thong heels featuring a square toe and comfortable 2" kitten heel.

Best Seller

$32.90

A strappy silver block heel featuring asymmetrical rhinestone-embellished straps and metallic faux leather material.

$26.90

A bold gold jelly mule featuring a platform sole, block heel, square toe, and wide foot strap.

$34.90

A blue eyelet-embroidered platform heel featuring a block heel, square toe, and adjustable ankle strap.

$26.90

A chic pair of gold block heel mules featuring a square toe and faux leather material.

$32.90

A chic black platform block heel featuring a unique eyelet crisscross strap and adjustable ankle buckle.

$30.90

A white faux leather block heel mule featuring an H-shaped band adorned with elegant faux pearls.

$26.90

A chic pair of white faux leather block heels featuring a trendy toe ring and strappy design.

$30.90

A chic black faux leather mule featuring strappy knot details, square toe, and a comfortable block heel.

New Arrival

$32.90

A silver metallic faux leather wedge heel featuring rhinestone straps, an open square toe, and cushioned insole.

$36.90

An ivory faux leather heel featuring a 3" straw block heel and chic crisscross ankle straps.

Best Seller

$28.90

A black strappy kitten heel featuring a square toe and adjustable wrap-around ankle strap for sophistication.

$34.90

5 star rating

A chic white faux leather mule featuring a stiletto heel, square toe, and trendy buckle accent.

$28.90

5 star rating

A black block heel mule featuring a sheer floral lace strap and cushioned insole for chic comfort.

$24.90

A gold faux leather mule featuring a thong strap, buckle detail, kitten heel, and cushioned insole.

$26.90

A black faux leather wedge featuring a metal toe ring, strappy design, and modern square toe.

$40.90

A white faux leather stiletto heel featuring a tulle back bow and rhinestone-embellished toe strap.

New Arrival

$32.90

A black faux suede wedge heel adorned with rhinestone straps and an adjustable ankle buckle.

Best Seller

$28.90

A gold faux leather stiletto heel featuring a square toe and rhinestone heart-adorned thong strap.

$30.90

A beige faux leather mule featuring delicate strappy design, cushioned insole, and a 2.5" kitten heel.

Sale

$9.97 $24.90 60% off

A chic pair of camel faux leather mules featuring criss-cross buckle straps and a comfortable kitten heel.

$36.90

A chic tan espadrille wedge featuring a closed square toe and customizable lace-up ankle straps.

$38.90

A white satin kitten heel featuring chiffon beaded flower accents and adjustable ankle straps.

$26.90

A chic pair of white faux leather wedge heels featuring strappy design and an eye-catching buckle accent.

Loading...
Filters

Now Trending

Windsor Smooth And Sleek Block Heels in Ivory
(72) 4.638889 star rating

Step out in style in these chic low block heels! Create the perfect stylish graduation outfit or gorgeous prom look in these comfortable heels. This open-toe design features a stylish ankle strap detail with a zipper-closed back on a trendy block heel. The lower heel silhouette creates a supportive and comfy fit, perfect to wear with a semi-formal gown or dressy pant outfit. Fit & FeaturesZippered closed back , Ankle strap strap, Open almond toe , Single strap over the toe, Low block heel , Faux leather and nubuck material , Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth And Sleek Block Heels in Ivory | Size: 8 | Leather/Nubuck

Windsor Glam Up Rhinestone Strappy Low Block Heels in Silver
(11) 4.5454545 star rating

Amp up the glamour while still keeping it comfortable in these low block heels featuring an open square-shaped toe, a thin asymmetric strappy design accented with mini rhinestone embellishments for a pretty sparkle, and an adjustable ankle strap. Pair with your fave clutch! Fit & Features2.5" Low block heel, Open square toe, Asymmetric strappy design, mini rhinestones, Adjustable ankle strap with buckle detail, Closed back, faux leather padded insole, Black heels are faux nubuck, Gold and silver heels are faux leather, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Up Rhinestone Strappy Low Block Heels in Silver | Size: 6 | Leather/Faux Nubuck/Rhinestone

Windsor Endless Glam Rhinestone Bow Block Heels in Silver
(7) 5 star rating

Every step will look so glam in these rhinestone block heels featuring a statement bow and a luxe fit insole for comfort. Pair with a clutch. Fit & Features3" Block heel, Almond toe, Adjustable ankle strap, buckle closure, Luxe fit breathable cushioned insole, Rhinestones, Bow accent, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Endless Glam Rhinestone Bow Block Heels in Silver | Size: 8

A-List Glam Rhinestone Strappy Block Heels in Gold
(4) 4.75 star rating

Make everyone starstruck when you're in these block heels showcasing rhinestone embellished straps for a glamorous look! Fit & Features2.5" Block heel, Square toe, Rhinestone embellished strappy design, Closed ankle, adjustable ankle strap, buckle closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor A-List Glam Rhinestone Strappy Block Heels in Gold | Size: 6.5

Windsor Love To Sparkle Rhinestone Strap Block Heels in White
(4) 4.75 star rating

The perfect glam block heels for the girl who loves to sparkle! They feature sparkling rhinestone embellished asymmetrical straps and a luxe fit cushioned insole. Complete the look with a clutch. Fit & Features3.5" Block heel, Almond toe, Rhinestone embellished straps, Back zipper closure, closed ankle, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Love To Sparkle Rhinestone Strap Block Heels in White | Size: 9 | Leather/Rhinestone

Windsor So Much Personality Strappy Block Heels in White
(3) 4.6666665 star rating

Give your outfits some cuteness in these strappy block heels, perfect for pairing with your favorite bottoms or dresses! Fit & Features3" Round block heel, Square toe, Strappy design, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Much Personality Strappy Block Heels in White | Size: 7.5 | Leather

Windsor So Pretty Chiffon Bow Satin Block Heels in White
(3) 4.3333335 star rating

Perfect for any occasion, these block heels add the prettiest allure to your look! These stunning heels feature a delicate chiffon bow and a sleek satin finish. Fit & Features2" Block heel, Square toe, wide toe strap, Back chiffon bow, Closed ankle, adjustable ankle strap, rhinestone buckle closure, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Pretty Chiffon Bow Satin Block Heels in White | Size: 8 | Chiffon/Rhinestone/Satin Fabric

Windsor Fabulous Strut Strappy Kitten Heels in Black
(3) 4.6666665 star rating

Show off a fabulous strut in these sleek strappy kitten heels with a trendy gold metal ring accent. Fit & Features3" Kitten stiletto heel, Faux leather material, Open square-shaped toe, Thong strap design, gold metal ring accent, Adjustable ankle strap, buckle detail, Padded insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fabulous Strut Strappy Kitten Heels in Black | Size: 10 | Leather

Sweet Attraction Toe Ring Strappy Block Heels in Tan
(3) 5 star rating

A pair of strappy block heels with a trendy toe ring trim that gives every outfit a sweet look! Fit & Features2.5" Block heel, Square toe, Strappy design, Toe ring trim, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Attraction Toe Ring Strappy Block Heels in Tan | Size: 9 | Leather

Feeling Chic Thong Square Toe Heels in Pink
(2) 5 star rating

From daytime outings to nights out, these thong heels are perfect for dressing up any look for every occasion! Fit & Features2" short kitten heel, Square toe, Thin thong toe strap, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Feeling Chic Thong Square Toe Heels in Pink | Size: 9 | Leather

Comfortable Square Toe Heels

Let’s be real—sometimes you need a heel that looks like a total knockout but feels like you could run a marathon in it (or at least sprint to the Uber at 2 a.m.). Enter: comfortable square toe heels, the ultimate ride-or-die for every “I need to look cute but I refuse to suffer” moment. These beauties are the low-key MVPs of any wardrobe, blending a bold, modern silhouette with all the comfort your feet have been begging for. Whether you’re strutting into a big presentation, dancing all night with your besties, or just leveling up your brunch game, square toe heels closed toe styles have your back. The squared-off front isn’t just a fashion flex—it gives your toes room to breathe, so you can actually enjoy the night instead of plotting your escape from pinched, achy feet. And let’s not forget the way these heels instantly elevate anything you pair them with, from tailored pants to those “OMG where did you get those?” mini dresses.

Gift-giving? Oh, you’re about to win Best Friend of the Year. Comfortable square toe heels are the kind of present that says, “I know you want to look fire, but I also care about your comfort.” Perfect for the friend who always hosts the pregame, the sister who’s got a closet full of shoes but nothing she can actually wear all day, or the coworker who’s always on the move but never misses a chance to serve a look. These heels are the sweet spot between chic and practical, making them a go-to for anyone who’s tired of sacrificing style for comfort (or vice versa). Imagine slipping into a pair that feels like a hug for your feet, with cushioned insoles and sturdy block heels that keep you steady on your feet from sunrise to last call. And if you’re the type who loves a little drama, there’s something about that signature square toe that just screams confidence—like you’re ready to take on whatever the day (or night) throws your way.

When it comes to choosing your perfect pair, think about what makes you feel unstoppable. Are you all about closed toe styles for that extra touch of polish? Or maybe you’re here for bold colors and unexpected textures that turn every sidewalk into your personal runway. Don’t be afraid to play with heel heights, either—chunky, mid, or sky-high, there’s a square toe heel for every mood and every mission. And if you want to see the full lineup of styles that’ll have you feeling like the main character, check out our Square Toe Heels page for even more inspo. Whether you’re treating yourself or spoiling someone you love, these heels are proof that you really can have it all—style, comfort, and a whole lot of attitude.

Top Picks For Comfortable Square Toe Heels