Olivia Palermo's Best Outfits Ever

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March 6, 2023

Olivia Palermo in a denim maxi skirt and shirt with tapered sleeves — Edward Berthelot / Getty Images

Palermo stepped out at Paris Fashion Week in head-to-toe denim. From her oversized V-neck shirt with tapered sleeves to her midi skirt with gold hardware, the results were seamless.

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March 4, 2023

Olivia Palermo in a black turtleneck and checked jacket with maxi skirt — Marc Piasecki / WireImage / Getty Images

Palermo arrived at the Elie Saab show during Paris Fashion Week in checked separates, a black turtleneck, and strappy sandals.

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March 3, 2023

Olivia Palermo in black and white dress suit with bowtie — Stephane Cardinale - Corbis / Getty Images

At the Giambattista Valli show, Palermo wore a black and white coatdress with fringe details and a perfectly placed headband.

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February 25, 2023

Olivia Palermo in oversized purple sweater and black flared skirt — Robino Salvatore / GC Images / Getty Images

Palermo made heads turn by pairing an oversized embellished purple sweater with a pleated black skirt during Milan Fashion Week.

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February 22, 2023

Olivia Palermo in a beige suit with zip-up turtleneck blouse — Alessandro Levati / Getty Images

Olivia Palermo stuck to an all-neutral palette, pairing pleated wide-leg trousers with a matching blazer and sheer zip-up. Platform sneakers elevated her monochrome outfit.

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February 21, 2023

Olivia Palermo in a gray oversized blazer with sequins and black pants with slits — Jacopo Raule / Getty Images

The fashionista chose to throw her oversized pinstriped blazer over black trousers with slits at the ankle.

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October 3, 2022

Olivia Palermo in an orange pattern coat, cropped jeans, and white loafers — Daniel Zuchnik / Getty Images

Outside the Zimmermann show during Paris Fashion Week, Palermo sported a statement jacket by Zimmermann along with cropped jeans, white loafers, and cat-eye sunnies.

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September 25, 2022

Olivia Palermo in printed maxi skirt and jacket with black crop top — Daniele Venturelli / WireImage / Getty Images

Palermo was a vision at the Ferrari fashion show wearing a black crop top and colorful printed separates.

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April 6, 2022

Olivia Palermo in a green neon skirt suit with brown puffer coat and overcoat vest — Gotham / GC Images

Palermo was all about the layers when she stepped out in New York City's Soho. Neon green separates made up the base of her outfit while a brown puffer jacket and long vest finished off the look.

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February 12, 2022

Olivia Palermo in a white turtleneck cutout dres — Gotham / WireImage

Palermo struck a pose at the PatBo fashion show during New York Fashion Week in this white turtleneck dress with cut-outs.

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September 8, 2021

Olivia Palermo in a bright pink knotted suit jacket and strappy sandals — Jared Siskin / Getty Images

Palermo promoted pink fashion, footwear, and makeup while at the Cinq à Sept show during New York Fashion Week.

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February 22, 2020

Olivia Palermo in a mustard yellow sweater and brown maxi skirt — Arnold Jerocki / Getty Images

Palermo was embracing sweater weather at Milan Fashion Week wearing an oversized mustard knit, brown midi skirt, and chunky nude boots.

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September 21, 2019

Olivia Palermo in a black bondage dress — Stefania M. D'Alessandro / Getty Images

Palermo gave off glamorous BDSM vibes when she showed up to the amfAR Gala in this black satin number complete with straps and sky-high slit.

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March 3, 2018

The It-girl was spotted outside of the Elie Saab show wearing a black and white poncho over a pleated dress. Black over-the-knee boots solidified another perfect outfit.

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March 2, 2018

Olivia Palermo in a bright pink skirt, black top, and military-style jacket — Christian Vierig/Getty Images

Olivia Palermo draped the coat that she designed with Banana Republic over a black sweater, which was tucked into a Balmain skirt and paired with Dior boots.

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February 27, 2018

Olivia Palermo in a gray overcoat — Christian Vierig/Getty Images

Who cares what's underneath your jacket when you've got a coat like Palermo's Dior number?

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February 25, 2018

Olivia Palermo in a sweater, faux fur coat, and leather track pants — Melodie Jeng/Getty Images

Palermo knows that an all-black outfit doesn't have to be boring. Here, she paired a Brunello Cucinelli sweater with a Cara Mila faux fur jacket, leather pants, and flats.

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February 24, 2018

Olivia Palermo in metallic python bomber jacket, a multi-toned leather skirt, and red boots — Timur Emek/Getty Images

Palermo had fun with a Brunello Cucinelli metallic python bomber jacket, a multi-toned leather skirt, and red boots.

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February 23, 2018

Olivia Palermo in a peach top and rolled up tan pants with white sneakers — Christian Vierig/Getty Images

Palermo made this head-to-toe Tod's outfit look cool by pairing it with sneakers.

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February 19, 2018

Olivia Palermo in an orange sweater with a yellow sash and leather pants — Christian Vierig/Getty Images

During London Fashion Week, Olivia kept warm in an orange sweater with a yellow sash. Leather J. Brand jeans and Sophia Webster Felicity boots rounded out her winning outfit.

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February 11, 2018

Olivia Palermo in a black and white striped blouse, black blazer, and cropped trousers — Daniel Zuchnik/Getty Images

Palermo put her own twist on a classic suit by styling it with a stripe top (notice the red details on the sleeves) and slip-on sneakers.

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January 22, 2018

Olivia Palermo in a Valentino jacket paired with a ruffle top, skirt, and combat boots — Melodie Jeng/Getty Images

Palermo served us an extra dose of style with this cool Valentino jacket paired with a ruffle top, skirt, and combat boots.

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January 22, 2018

Olivia Palermo in a red Dior suit and beige Prada boots — Edward Berthelot/Getty Images

We're in love with Palermo's red Dior suit, and her Prada boots are just as amazing.

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October 3, 2017

Olivia Palermo in a green and black jacket with ripped jeans — Edward Berthelot/Getty Images

Mixed shades of green were the highlight of this picture-perfect street-style outfit. But we'd be remiss not to mention Palermo's purple Fendi sunglasses.

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October 1, 2017

Olivia Palermo in a red coat over a white and red Valentino dress — Jacopo Raule/Getty Images

Olivia Palermo teamed up with Banana Republic to design this statement coat, which was paired with a Valentino dress.

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September 28, 2017

Olivia Palermo in a beige cable-knit sweater, vest, cropped trousers, and teal pumps — Edward Berthelot/Getty Images

Palermo stuck to mostly tan tones with a Balmain sweater and Max Mara sleeveless jacket and pants. But her favorite Jimmy Choo pumps added a punch of color.

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April 10, 2017

In Manhattan, the style star elevated a sweatshirt and sneakers like only she can. She paired a simple white crewneck with bejeweled Roger Vivier sneakers, a quilted off-white coat, and a tea-length skirt, giving the outfit a pop of color with a blush Elena Ghisellini satchel and purple-tinted sunnies.

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February 20, 2017

Olivia Palermo in a black ruffled coat, sheer striped top, and leather leggings — Timur Emek/GC Images)

Palermo took London Fashion Week by storm in a ruffled coat, sheer striped top, and leather leggings. She polished off the chic look with a neck scarf and black booties.

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February 20, 2017

Olivia Palermo in a floral print dress over leather leggings — Christian Vierig/Getty

The fashion icon was spotted outside of the Erdem LFW show in a floral print dress over leather leggings. She topped off the chic cold-weather look with a black scarf and heeled booties.

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February 20, 2017

Olivia Palermo in an orange turtleneck, brown skirt, and blue loafers, with a sweater tied over her shoulders — Neil Mockford/GC Images

Palermo looked perfectly preppy during LFW in an orange turtleneck, embellished skirt, and blue loafers, with a burnt orange sweater tied over her shoulders.

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February 19, 2017

Olivia Palermo in a white ribbed turtleneck and asymmetrical skirt and black coat — Timur Emek/Getty

Palermo made white work after Labor Day in a ribbed turtleneck and asymmetrical skirt during London Fashion Week. She topped the monochromatic look with a long black blazer and patent combat boots.

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February 13, 2017

Olivia Palermo in a printed plush coat, ripped skinnies, and pointy booties — Gilbert Carrasquillo/GC Images

The style star looked chic during NYFW in a printed plush coat, ripped skinnies, and pointy booties.

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January 24, 2017

Olivia Palermo in a military-style coat with a conductor hat and track pants — Edward Berthelot/Getty

Only Palermo could mix and match like this. She paired a military-style coat with a conductor hat and track pants for an unexpected look in Paris.

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January 6, 2017

Olivia Palermo in a navy blue velvet trench coat and over-the-knee boots — Alo Ceballos/GC Images

Palermo was walking her Maltese, Mr. Butler, in a navy blue velvet trench coat and a set of over-the-knee boots. She topped her wintry look with a simple black beanie.

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January 5, 2017

Olivia Palermo in a double-breasted army green wool military coat over an ankle-length turtleneck dress — Robert O'neil/Splash News

The modern style icon stepped out in Brooklyn wearing a faux double-breasted army green wool military coat over an ankle-length turtleneck dress. Palermo amped up her look with classic black boots, rose-colored shades, and a deep crimson handbag by Longchamp.

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November 14, 2016

Olivia Palermo in a buttoned navy coat with ruffled sleeves with wide-leg trousers — Robert Kamau/GC Images

Palermo was sailor-chic for dinner in Manhattan, pairing a buttoned navy coat with ruffled sleeves with wide-leg trousers. She topped off the look with a graphic clutch and black booties.

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October 18, 2016

Olivia Palermo in a red dress, leather motorcycle jacket, and combat boots — Jackson Lee/Splash News

Palermo went rocker chic in N.Y.C. in a red dress, leather motorcycle jacket, and combat boots. She polished off the edgy look with a studded choker and waist-defining leather belt.

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October 2, 2016

Olivia Palermo in an off-the-shoulder sweater with colorful printed maxi skirt — Jacopo Raule/GC Images

The queen of making unexpected pairings look endlessly chic rocked an off-the-shoulder striped sweater and tropical print skirt to Paris Fashion Week. Never one to shy away from color, she topped off the look with beige and black sandals and a colorful clutch.

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September 30, 2016

Olivia Palermo in a sheer lace top and wrap skirt — Pascal Le Segretain/Getty Images

Palermo donned an unexpected navy lip for Paris Fashion Week, pairing the bold hue with a sheer lace top and wrap skirt.

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September 23, 2016

Olivia Palermo in a collared blouse and printed midi skirt — Christian Vierig/Getty Images

Palermo looked perfectly polished during Milan Fashion Week in a collared blouse and printed midi skirt.

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September 18, 2016

Olivia Palermo in track pants, a turtleneck sweater vest, and white ruffled long sleeves — Christian Vierig/Getty Images

Palermo makes track pants look so chic when paired with a turtleneck sweater vest and white ruffled long sleeves. She topped off the daring look with a fishtail braid and oversize sunnies.

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September 14, 2016

Olivia Palermo in white button-down with light gray sweater and jeans with fringe details — Jared Siskin/Patrick McMullan via Getty Images

Thanks to O.P., fringed jeans are now a thing. The style setter paired the unexpected pants with a button-up shirt and layered sweater during NYFW.

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August 19, 2016

Olivia Palermo in a white blouse with a leopard-print pocket, ripped skinny jeans, and yellow flats — Splash News

The street style star paired a Zara blouse with a leopard-print pocket with ripped skinny jeans and yellow flats.

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July 6, 2016

Olivia Palermo in a black studded dress with tulle skirt and jacket — Dominique Charriau/WireImage

The style icon strolled her way into Russian model Natalia Vodianova's fifth annual "Art of Giving" Love Ball wearing a ballerina-inspired tulle dress with studs. She styled the frock with a sporty over-the-shoulder jacket and sky-high strappy pumps paired with sheer black tights and a braided 'do.

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July 4, 2016

Olivia Palermo in hothouse florals and earthy neutrals — Michael Ip/Runway Manhattan

Palermo was seen during Couture Fashion Week wearing a striking mix of hothouse florals and earthy neutrals. The star paired a floral skirt with a yellow shirt and topped off the look with a green jacket.

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June 23, 2016

Olivia Palermo in a navy blue jacket over a black midi dress — Franziska Krug/Getty Images

Palermo proved that black and navy can work together by layering a blue jacket over a black midi dress. She topped the look off with strappy black sandals and a colorful clutch.

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June 15, 2016

Olivia Palermo in black leather pants with a black and white chiffon blouse and a colorful Fendi handbag — JENY / Splash News

The entrepreneur strolled across Manhattan's Upper East Side in a bold look. She paired black leather pants with a black and white chiffon blouse and standout accessories, like her colorful Fendi handbag.

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June 2, 2016

Olivia Palermo in a white jumpsuit and off-white trench coat — BFA/REX/Shutterstock

The socialite went monochrome for an event in N.Y.C. in a white jumpsuit and off-white trench.

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May 25, 2016

Olivia Palermo wearing a navy top with white separates and Stella McCartney platform brogues — Charles Roussel/BFA.com

The fashion influencer attended Piaget's Possession Collection in New York wearing crisp tailored white separates with Stella McCartney platform brogues. She accessorized her look with a delicate pink Adornmonde choker and stunning pieces from the new Piaget Possession Collection.

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April 20, 2016

Olivia Palermo in a t-shirt, duster, and skinny jeans — Michael Simon/startraksphoto.com

Palermo hit the streets of New York City wearing a relaxed V-neck from Old Navy in light heather gray. She paired the tee with black Paige skinny jeans, a breezy draped trench coat, ankle-strap Jimmy Choo heels, an envelope clutch, and oversize sunnies.

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April 7, 2016

Olivia Palermo in a black hoodie and red sports jacket with "Olivia" on the back — Splash News Online

The fashionista sported an off-duty look perfect for an overcast spring day, hitting the streets of NYC in a personalized red satin jacket with "Olivia" written on the back of it, along with a gray top and jeans.

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March 5, 2016

Olivia Palermo in red shirt, fuzzy cream vest, printed pants, and booties — Christian Vierig

At Paris Fashion Week, Palermo wore a cream fuzzy vest over a cherry red silk blouse to combat the cold. Her tribal print trousers were just the right amount of boho, and the cropped detail showed off the dainty laser-cut detail on her pointy-toe black booties.

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January 25, 2016

Olivia Palermo in a plaid dress and thigh-high boots — Pascal Le Segretain/Getty Images

Wearing a plaid mini-dress, Palermo redefined school-girl style in thigh-high boots and sunnies.

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January 10, 2016

Olivia Palermo in a green, red, and white, strapless A-line dress — John Shearer/Getty Images

In a Delpozo knee-length dress at the Golden Globes, Palermo's look stood out on the red carpet.

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December 9, 2015

Olivia Palermo in a tan satin dress with dual slits — Jason LaVeris/FilmMagic

The stylish socialite donned a tan dress with dual slits for a red-carpet event in Beverly Hills.

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December 7, 2015

Olivia Palermo in a black Valentino gown with gold detailing — Monica Schipper/FilmMagic

Palermo stunned in a Valentino gown while attending a red carpet event honoring Valentino in New York City.

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November 3, 2015

Olivia Palermo in head-to-toe denim with a long vest — Pacific Coast News

Palermo stepped out with hubby Johannes Huebl in the West Village in N.Y.C. in her preferred off-duty uniform: denim on denim. But she gave her chambray shirt-and-skinnies combo a fall-ready take by topping it with a wool two-tone sleeveless coat and caramel brown croc pumps. The finishing touches? Tortoiseshell shades and a bright cherry red duffel affixed with a fluffy pom charm.

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September 10, 2015

Olivia Palermo in a colorful floral gown and red pumps — Splash News

Palermo sizzled in a bold lip and floral gown with fiery red pumps while attending an event in London.

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July 22, 2015

Olivia Palermo in a tucked Chambray shirt and destroyed denim skinny jeans — Splash News

Palermo prevailed once again, ruling the New York City streets in a chambray monogrammed Rails shirt that she casually half-tucked into a pair of destroyed skinnies.

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July 20, 2015

Olivia Palermo seen wearing a blue printed dress while walking in New York City — Splash News

Palermo's sartorial greatness remains intact even in 90-plus-degree weather. She brought her impossibly chic, not to mention melt-proof, aesthetic to the streets in a summery blue-multi watercolor-esque Tularosa top tucked into a matching Tularosa flared mini. She topped off her look with hot-weather staples, like tortoiseshell shades, an easy golden yellow bucket bag, a chilled bottle of Evian water, and comfy snakeskin ballet flats.

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January 26, 2015

Olivia Palermo in a flowy berry-colored dress with high neckline — Joe Schildhorn/BFA/REX/Shutterstock

The former reality star slipped into a berry-colored, flowing gown for an evening out while attending Paris Fashion Week.

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June 3, 2015

Oliva Palermo in an all-black outfit with open shoulders and strappy heels — Raymond Hall/GC Images

While running errands in NYC, Palermo stuck to mostly black with an open-shoulder blouse and loose trousers. She added a hint of color with a python tote and white sunglasses.

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December 9, 2014

Olivia Palermo in a black top, gold sequined skirt, and blazer — MICHAEL SIMON/Startraksphoto

The street style star got into the holiday spirit at the Piperlime holiday party in a gold-dipped Piperlime Collection knit that she layered over a high-shine sequined Milly skirt, styling the two with a sharp tuxedo jacket, a black clutch, and ankle-strap heels.

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December 4, 2014

Olivia Palermo in a white top and orange maxi skirt with slit — David M. Benett/Getty Images for Monica Vinader

At the Monica Vinader London flagship launch party, Palermo gave her summery orange maxi skirt a winter-ready spin by pairing it with a crisp white long-sleeve neck-tie blouse, black opaque tights, and over-the-knee leather boots. A studded belt (for a touch of edge), a printed clutch, and a selection of Monica Vinader pieces completed her look.

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November 14, 2014

Olivia Palermo in a white top, black leather jacket, and floor-length skirt — Victor Chavez/WireImage

Palermo hit the House of Herrera runway show and gala in Mexico City in an elegant white asymmetrical CH Carolina Herrera blouse with a navy silk evening skirt, lending edge with a black leather jacket draped over her shoulders, Dior earrings, and a black clutch.