Fashion Shoes Olivia Palermo's 65 Best Outfits Ever The style star is an endless source of fashion inspo. By InStyle Editors InStyle Editors Our editors and writers comprise decades of expertise across the beauty, fashion, lifestyle and wellness spaces in print and digital. We prioritize journalistic integrity, factual accuracy, and also having fun with every story we share. InStyle's editorial guidelines Updated on March 13, 2023 @ 03:30PM Trending Videos Close this video player Photo: Edward Berthelot / Getty Images Whether she's sitting front row at a fashion show or simply taking a stroll in NYC's Soho, Olivia Palermo is a sight to be seen. For over a decade now, the socialite and entrepreneur has been serving up a constant stream of fashion inspiration that has us looking to her as our style compass. During her many globe-trotting adventures, Palermo has nailed every look from off-duty to haute couture. It's what makes her style moments so major. To celebrate the fashion it-girl, we're rounding up her best outfits of all time. Olivia Palermo Is About to Become Your New Favorite Designer Keep scrolling for Olivia Palermo's 65 most stylish looks ever. 01 of 65 March 6, 2023 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. 10 Nostalgic Long Denim Skirt Outfits Straight Out of the '90s 02 of 65 March 4, 2023 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. 03 of 65 March 3, 2023 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. 04 of 65 February 25, 2023 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. 05 of 65 February 22, 2023 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. 06 of 65 February 21, 2023 Jacopo Raule / Getty Images The fashionista chose to throw her oversized pinstriped blazer over black trousers with slits at the ankle. 9 Different Types of Blazers Worth Adding to Your Wardrobe 07 of 65 October 3, 2022 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. 08 of 65 September 25, 2022 Daniele Venturelli / WireImage / Getty Images Palermo was a vision at the Ferrari fashion show wearing a black crop top and colorful printed separates. 09 of 65 April 6, 2022 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. 10 of 65 February 12, 2022 Gotham / WireImage Palermo struck a pose at the PatBo fashion show during New York Fashion Week in this white turtleneck dress with cut-outs. 11 of 65 September 8, 2021 Jared Siskin / Getty Images Palermo promoted pink fashion, footwear, and makeup while at the Cinq à Sept show during New York Fashion Week. Everyone Is Breaking the Rules and Still Wearing This Summer Color 12 of 65 February 22, 2020 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. 13 of 65 September 21, 2019 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. 14 of 65 March 3, 2018 Pierre Suu/Getty Images 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. 9 Must-Try Pleated Skirt Outfits to Wear Anywhere 15 of 65 March 2, 2018 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. 16 of 65 February 27, 2018 Christian Vierig/Getty Images Who cares what's underneath your jacket when you've got a coat like Palermo's Dior number? 17 of 65 February 25, 2018 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. 18 of 65 February 24, 2018 Timur Emek/Getty Images Palermo had fun with a Brunello Cucinelli metallic python bomber jacket, a multi-toned leather skirt, and red boots. 19 of 65 February 23, 2018 Christian Vierig/Getty Images Palermo made this head-to-toe Tod's outfit look cool by pairing it with sneakers. 20 of 65 February 19, 2018 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. 21 of 65 February 11, 2018 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. 22 of 65 January 22, 2018 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. 7 Casual Celebrity Outfits to Copy Tomorrow 23 of 65 January 22, 2018 Edward Berthelot/Getty Images We're in love with Palermo's red Dior suit, and her Prada boots are just as amazing. 24 of 65 October 3, 2017 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. 25 of 65 October 1, 2017 Jacopo Raule/Getty Images Olivia Palermo teamed up with Banana Republic to design this statement coat, which was paired with a Valentino dress. 26 of 65 September 28, 2017 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. 27 of 65 April 10, 2017 Splash News 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. We've Fallen in Love With 'Grandma Coats,' Winter's Viral Fashion Trend 28 of 65 February 20, 2017 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. 29 of 65 February 20, 2017 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. 30 of 65 February 20, 2017 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. 31 of 65 February 19, 2017 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. 32 of 65 February 13, 2017 Gilbert Carrasquillo/GC Images The style star looked chic during NYFW in a printed plush coat, ripped skinnies, and pointy booties. 10 Fresh Ways to Style a Duster for Spring 33 of 65 January 24, 2017 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. 34 of 65 January 6, 2017 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. 35 of 65 January 5, 2017 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. 36 of 65 November 14, 2016 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. 37 of 65 October 18, 2016 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. 38 of 65 October 2, 2016 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. Jennifer Lopez Is Correct — 2022 Is the Year of the Maxi Skirt 39 of 65 September 30, 2016 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. 40 of 65 September 23, 2016 Christian Vierig/Getty Images Palermo looked perfectly polished during Milan Fashion Week in a collared blouse and printed midi skirt. 41 of 65 September 18, 2016 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. 42 of 65 September 14, 2016 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. 43 of 65 August 19, 2016 Splash News The street style star paired a Zara blouse with a leopard-print pocket with ripped skinny jeans and yellow flats. The 19 White Button-Downs You’ll Reach For Over And Over Again 44 of 65 July 6, 2016 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. Thanks to the Continued Rise of Balletcore, We'll Be Dressing Like Dancers in 2023 45 of 65 July 4, 2016 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. 46 of 65 June 23, 2016 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. 47 of 65 June 15, 2016 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. 48 of 65 June 2, 2016 BFA/REX/Shutterstock The socialite went monochrome for an event in N.Y.C. in a white jumpsuit and off-white trench. 8 Trench Coats for Spring That Will Up Your Street Style Game 49 of 65 May 25, 2016 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. 50 of 65 April 20, 2016 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. 51 of 65 April 7, 2016 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. 52 of 65 March 5, 2016 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. 53 of 65 January 25, 2016 Pascal Le Segretain/Getty Images Wearing a plaid mini-dress, Palermo redefined school-girl style in thigh-high boots and sunnies. 54 of 65 January 10, 2016 John Shearer/Getty Images In a Delpozo knee-length dress at the Golden Globes, Palermo's look stood out on the red carpet. 55 of 65 December 9, 2015 Jason LaVeris/FilmMagic The stylish socialite donned a tan dress with dual slits for a red-carpet event in Beverly Hills. 56 of 65 December 7, 2015 Monica Schipper/FilmMagic Palermo stunned in a Valentino gown while attending a red carpet event honoring Valentino in New York City. 57 of 65 November 3, 2015 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. Wait, So 'This' Is How Everyone Is Styling Vests Now? 58 of 65 September 10, 2015 Splash News Palermo sizzled in a bold lip and floral gown with fiery red pumps while attending an event in London. 59 of 65 July 22, 2015 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. 60 of 65 July 20, 2015 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. 61 of 65 January 26, 2015 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. 62 of 65 June 3, 2015 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. 63 of 65 December 9, 2014 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. 64 of 65 December 4, 2014 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. 65 of 65 November 14, 2014 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.