If it were up to us, we would share a closet with Olivia Palermo in a second. Consistently striking the perfect balance between classic and modern, feminine and cool, her looks are spot-on every time. Over the years, she has even developed a signature style that remains true to her personal aesthetic. The best part about it? While she’s always stepping out in cool new looks, she has a tendency to re-wear her favorite pieces—meaning we can reliably look to her to see various tricks for styling her closet staples.
Olivia Palermo’s street style always draws our eye, but some of her iconic looks are among our favorites. In some, she demonstrates a mastery of mixing high and low, while others are showstopping, head-to-toe couture. There’s no question that she’s one of our favorite style icons, but what are her best looks ever?
Read on to see Olivia Palermo’s most iconic outfits.
On Olivia Palermo: Aspinal of London Classic Travel Wallet ($230); J Brand pants; Sophia Webster Felicity Boots ($650)
On Olivia Palermo: Elie Saab jacket, top, and bag
On Olivia Palermo: Moncler sweater and coat; Fendi sunglasses
On Olivia Palermo: Banana Republic x Olivia Palermo Italian Melton Wool-Blend Long Military Coat ($398); Valentino dress
On Olivia Palermo: Topshop Knitted Funnel Neck Jumper ($40) and Stripe Hanky Hem Midi Skirt ($68)
On Olivia Palermo: Fendi blouse, skirt, and Can Eye Sunglasses ($505)
On Olivia Palermo: Paige Linara Velvet Striped Blouse (sold out) and Hoxton Pants ($975); Jimmy Choo shoes
On Olivia Palermo: Roberto Cavalli Dress; J Brand 8001 Leather Skinny Pants ($1000); Jimmy Choo shoes
On Olivia Palermo: Topshop bomber jacket; Tibi crochet tank; Rag Bone leather pants; Dior cat-eye sunglasses; Christian Louboutin pumps
On Olivia Palermo: Prada wool coat; Max Co kick-flare trousers; Perverse Dawn Patrol Sunglasses ($50)
On Olivia Palermo: Paige Sienna Belt ($169); Perverse Dawn Patrol Sunglasses ($50); Givenchy Cutout Ankle Boots in Black Leather and Lace ($648)
On Olivia Palermo: Ellie Saab blazer; Tibi pants; Givenchy Cutout Ankle Boots in Black Leather and Lace ($648)
On Olivia Palermo: Paul Joe Chorus Shirt; Max Co Slim Geometric Jacquard Trousers ($109) and Slim Geometric Jacquard Blazer ($155)
On Olivia Palermo: Schiaparelli S/S 16 Couture Jacket; Zara sweater; Olivia Palermo + Chelsea28 pants
-
I Officially Have a Zordy Closet—31 Zara andReplica Store Standouts That I'm Living In Straight Through FallPlus, chic fall 2025 outfit ideas that I plan on re-creating ASAP.
-
I Know You're Stylish If You Replace Your Hoodie With This Equally Comfy (But Much Chicer) Jacket TrendInspired by Kerry Washington.
-
I Just Spotted the Easiest Way to Dress Up Casual Jeans For Fall on a Celeb in MilanThis three-piece outfit is as elegant as it is cool.
-
Forget Minimalism—at Prada, Pastel Coats, Frankenstein Skirts, and (Lots of) Jewels Marked a New Era in FashionSay hello to every item chic people will be buying come spring 2026.
-
Cool-Girl Fall Era Loading—31 Picks From Zara, J.Crew, and Gap That Fit the BillI'm a senior shopping editor and these have my stamp of approval.
-
At This Precise Point, I'm Shopping for Sweaters and Jackets—35 Zara Finds That Are Hitting Just RightCozy season is upon us.
-
My Friends Tell Me I Have Good Style—I Predict These 29 Chic Zara Finds Will Sell Out This FallSemisheer long-sleeves, funnel-neck jackets, and more.
-
The New Prada It Shoes for Fall 2025 Are Here, and They're Vintagey Cool-Girl HeelsAs seen on Lily James in NYC.
