It’s Sandal Season! How Fashion’s Chicest Insiders Wear Sleek Heeled Pairs

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Photo: Courtesy of Phil Oh, Backgrid, Acielle / StyleDuMonde

It’s the most wonderful time of year—sandal season is here! Consider this your cue to officially stow away your sturdy lug soles and shearling-lined pairs in favor of sleek, open-toe styles fit for the long-awaited warm weather. While strappy flat sandals remain forever timeless, we’re shifting our focus this season to sleek heeled versions—a little outfit elevation never hurt anyone, after all.

Vogue’s Favorite Heeled Sandals:

The Pop of Red
Jil Sander leather sandals
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The Celebrity-Favorite
Toteme croc embossed kitten heel flip flops
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The Editors’ Pick
Khaite Loop sandals
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The Chunky Heel
Lemaire Tong sandals
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The Notable Neutral
The Row Vika sandals
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The Strappy Black
Emme Parsons Delicat sandals
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The Knotty ’90s
Jude knotty leather pumps
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The T-Strap Wedge
Aeyde Roose sandals
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Luckily, fashion’s chicest insiders are offering plenty of inspiration, styling their go-to heeled sandals with everything from tailored trousers and suede outerwear—looking at you, Hailey Bieber—to polished midi skirts and crisp button-ups.

Bieber’s often spotted in Toteme’s classic black heeled-thong sandals, styling hers with sleek neutrals-forward looks (and one of The Row’s latest It bags in tow). Equally versatile (and street style–approved) are Emme Parsons’s lizard-effect heeled sandals. Perfect for soirée season or a festive dinner out, we love the idea of pairing the sharp silhouette with Simkhai’s white poplin dress, Nili Lotan’s cherry-red utility jacket for a pop of color, and a Loewe x Paula Ibiza raffia bag.

Hollywood isn’t the only fan of the heeled sandal—Vogue’s own editors are just as devoted. Whether it’s Vogue’s head of editorial content, Chloe Malle, in caramel-colored Khaite heels; Vogue Shopping’s market director, Madeline Fass, in Jil Sander’s red-hot cage sandals; or Kia Goosby at Vanity Fair in The Row’s dainty pair, the summer staple has earned a permanent place in our editors’ wardrobes.

Below, discover our favorite heeled sandals for spring and summer 2026—and how to wear them in style.

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Photo: Courtesy of Acielle / StyleDuMonde

The Red Hot

Vogue Shopping’s fashion market director, Madeline Fass’s signature spring styling trick? A red-hot heeled sandal from Jil Sander. Her other city-chic essentials include a go-to gray sweater, dark-wash denim, and Khaite’s python-effect day clutch. A woven leather belt and sleek tortoiseshell sunnies help complete the outfit.

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&Daughter

Sligo sweater

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Madewell

The Jules slim-straight jeans

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Jil Sander

leather sandals

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Nili Lotan

Nicola braided belt

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Khaite

Lina crossbody bag

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Thistles

The Jack sunglasses

Justin Bieber and Hailey Bieber Sushi Park LA
Photo: Backgrid

The Celeb-Loved Thong Sandal

Hailey Bieber is back in her warm-weather shoe rotation—starting off strong with Toteme’s classic black heeled-thong sandals. She styles them with her signature staples: a sumptuous suede jacket, relaxed trousers, and black tote. A pair of YSL sunnies and Donni’s baby tank round out the look—now yours, too.

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Kallmeyer

Liam suede jacket

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Mango

ankle straight-leg pants

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Toteme

croc embossed kitten heel flip flops

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Donni.

The Baby scallop tank top

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The Row

Marcel bag

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Saint Laurent

SL 902 howl sunglasses

11 Heeled Sandal Outfits Perfect for Spring and Summer 2026
Photo: Courtesy of Phil Oh

The Malle Wear

Curious what Vogue’s head of editorial content, Chloe Malle, is shopping right now? Look no further than these strappy heeled sandals from Khaite. Like Malle, style yours with a crisp striped button-up, a denim midi skirt, and—when spring temperatures dip—a cozy cashmere cardigan. A petite printed pouch and statement earrings add a playful, polished touch—never too precious.

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Róhe

striped crepon shirt

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Khaite

Kilian skirt

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Khaite

Loop sandals

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Gap

relaxed crop cardigan sweater

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Loewe

floral-print drawstring pouch

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Tohum

Savanna Sangha earrings

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Photo: Courtesy of Asia Typek

Photo: Asia Typek

The Barely-There Sandal

So sleek, you might not even see them! Like Vogue’s shopping director, Talia Abbas, we favor a barely-there sandal for summer-in-the-city, like this pair from Madewell. Whether you’re crossing Fifth Avenue or hailing a cab downtown, they add a polished finish to any look. Take a cue from Abbas and style yours with a lace slip skirt, a simple white tee, and a cobalt-blue sweater draped casually over your shoulders. Khaite’s studded bag and tortoiseshell sunnies add a dose of cool city edge.

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Leset

Classic Margo tee

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Madewell

The Maycie sandals

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Leset

Margo cotton-jersey polo shirt

Khaite

Elena bag

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Loewe Eyewear

x Paula's Ibiza's tortoiseshell sunglasses

11 Heeled Sandal Outfits Perfect for Spring and Summer 2026
Photographed by Phil Oh

The Chunky Heel

Not all heeled sandals need to be thin and dainty. Follow Yumi Shin’s lead and opt for Lemaire’s chunky heeled sandals in butter yellow. Style them with Prada’s statement skirt and, for a cool layered look, Cos’s navy polo sweater worn over Zara’s thin white long-sleeve tee. Create a cinched waist with Déhanche’s woven leather belt, finished with a Savette charm.

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Cos

collared cardigan

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Prada

patchwork skirt

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Lemaire

Tong sandals

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Zara

semi-sheer knit top

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Déhanche

Hollyhock braided belt

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Savette

Tondo pendant necklace

11 Heeled Sandal Outfits Perfect for Spring and Summer 2026
Photographed by Phil Oh

The Notable Neutral

These neutral heeled sandals from The Row require minimal effort while delivering maximum impact—just look to Vanity Fair’s senior market editor, Kia Goosby for proof. Style it similarly with a roomy flannel shirt, swishy satin midi skirt, and a printed red silk scarf tied at the waist for a Parisian-inspired finish. A woven leather tote and black sunnies keep the look grounded for everyday ease.

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Citizens of Humanity

Kota checked shirt

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Leset

Barb midi skirt

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Celine

silk square

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St. Agni

woven mini tote

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Celine

Journey sunglasses

The Strappy Black

These Emme Parsons strappy heeled sandals can do it all. For a chic daytime look, style yours with Simkhai’s white poplin dress, Nili Lotan’s colorful utility jacket, and Loewe x Paula Ibiza’s festive raffia tote. Add Chan Luu’s shell necklace and a crochet headscarf from Miu Miu to carry the look straight into summer.

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Simkhai

Maddy midi dress

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Nili Lotan

Leroy jacket

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Emme Parsons

Delicat sandals

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Loewe

medium Braid basket bag

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Chan Luu

turbo shell paracord necklace

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Miu Miu

crochet triangle scarf

The Knotty ’90s

Channel your inner ’90s muse with these knotted sandals from Jude. Continue the pared-back theme with black capri pants, an oversized linen blazer, and Miu Miu’s Vivant bag in green for a vibrant dose of color. Accessories from Tory Burch and Dries Van Noten feel especially Kate Moss–inspired.

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Polo Ralph Lauren

linen blazer

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The Park

Allison capri pants

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Jude

knotty leather pumps

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Miu Miu

Vivant bag

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Tory Burch

runway wrap sunglasses

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Dries Van Noten

embellished beaded scarf

The T-Strap Wedge

Wedges are back and better than ever for summer 2026, with this burgundy pair from Aeyde at the top of our wish list. Work them into your rotation alongside Tove’s twisted white tee, St. Agni’s clean-lined maxi skirt, and Arma’s slouchy leather jacket. Savette’s east-west tote keeps the minimalist mood on track, as does Lié Studio’s embellished cord necklace.

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Tove

Murle ruched blouse

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St. Agni

wool-blend maxi skirt

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Aeyde

Roose sandals

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Arma

leather jacket

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Savette

Symmetry Trapeze Pochette tote

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Lié Studio

The Julia necklace

The Resort Ensemble

Beach-bound? Staud’s vibrant yellow heeled sandals are a must-pack. Style them with Sara Cristina’s nautical-print dress, Tohum’s statement shell necklace, and—for a touch of bohemian spirit—Kallmeyer’s beaded cap. Bembien’s tassel-adorned handbag and Jennifer Behr’s silver cuff bring an elevated finish to evenings under tropical stars.

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Sara Cristina

metallic midi dress

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Staud

Louden heels

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Tohum

Samsara necklace

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Kallmeyer

Georgina beaded cap

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Bembien

La Isla Esme bag

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Jennifer Behr

Johanna bangle

The Chic Chocolate

Flip-flops are a forever summer staple, but these Gucci heeled-thong sandals go the extra fashion mile. In a rich chocolate hue, style the pair with Dôen’s lace-trim slip skirt, a sporty striped tee from Prada, and Lemaire’s lightweight summer trench. Add a touch of flair with Jacquemus’s polka-dot silk scarf and Alex Mill’s wear-with-everything raffia tote.

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Prada

oversized striped T-shirt

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Dôen

Aurella ruffled midi skirt

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Gucci

Vittoria thong sandals

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Lemaire

coated cotton-canvas coat

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Jacquemus

The Coeur scarf

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Alex Mill

Mary Mill tote

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Khaite

Liria ankle strap sandals

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Margaux

The Dylan sandals

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Proenza Schouler

Tee thong sandals

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Jacquemus

The Low sandals

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Le Monde Béryl

micro wedge thong sandals

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A.Emery

Lulu heeled sandals

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Dear Frances

tee metallic sandals

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St. Agni

leather sandals

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Paris Texas

Ipanema sandals

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Bottega Veneta

Riva strap sandals

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Alaïa

Tong 30 wedge sandals

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Neous

Vena 65 sandals

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Jimmy Choo

Elsy 70 slingback sandals

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Christen

leather ankle-strap sandals

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Neous

Ibor slingback sandals

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Loewe

Pebble soft slides

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Khaite

Marlow mules

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Loeffler Randall

Mareka strappy heels