Harry Styles' best outfits of all time


In honour of the release of his fourth studio album, we take a look at some of his most iconic looks...


Harry Styles best looks to date
Orion Scott
Orion ScottStyle Editor
Updated: March 6, 2026
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Happy Kiss All the Time. Disco, Occasionally to all who celebrate!

Four years after his last album release, dreamboat singer, songwriter, actor and former One Direction star Harry Styles is back and better than ever, releasing his fourth studio album, complete with a twelve-song tracklist on Friday, March 6th. 

It's not an understatement to say that Harry continues to be the man of the moment, even when taking a hiatus from being on stage. From flared pants, pearl necklaces, micro mini shorts and lace jumpsuits, his style game is and continues to be seriously unmatched. In honour of his new album, we take a deep dive into some of his best looks to date.

Harry Styles attends The BRIT Awards 2026 at Co-op Live on February 28, 2026 in Manchester, England© WireImage

His Striped Chanel Suit

Proving just how unmatched his style game truly is, Harry wore a custom Chanel striped suit to the 2026 BRIT Awards. The true star of the show? His black leather ballet flats. 

Harry Styles presents the award for Album of the Year at The 68th Annual Grammy Awards, broadcasting live Sunday, February 1, 2026 on the CBS Television Network© CBS via Getty Images

His Custom Crop Dior Blazer

Donning a custom-cropped blazer from Jonathan Anderson's Dior collection, jeans and lime green ballet flats, Harry oozed It-Boy energy to present the award for Album of the Year at The 68th Annual Grammy Awards.

Harry Styles in Mayfair on April 02, 2025 in London, England© GC Images

His Off-Duty Blue Button-Up

Even when he's not on stage performing to millions, Harry always nails off-duty style. Spotted out and about in London donning a workwear combo of suit trousers, loafers and a button-up blue jacket, Harry made a strong case for laid-back elegance.

Harry Styles wears a navy blue suit and oversized collared shirt and sunglasses to the Venice International Film Festival 2022.© Mondadori Portfolio

His Oversized Collared Suit Look

Proving himself to be the ultimate Gucci muse, Harry looked suave at the Don't Worry Darling Venice screening. He wore a rich blue double-breasted suit and a cornflower-hued long-point collared shirt, all while exuding an unmistakable 1970s flair.

Harry Styles is seen on September 05, 2022 in Venice, Italy wearing a cream stripe blazer, navy pants, a neck scarf and sunglasses© MEGA

His Cream Blazer at the 2022 Venice Film Festival

Harry was serving Tony Curtis in Some Like It Hot when he arrived at the 2022 Venice Film Festival. Looking stylish in a cream pinstripe blazer and navy flares, both courtesy of Gucci, the singer's look begged one cardinal question: "Where have you parked the yacht?"

Harry Styles attends the "My Policeman" Premiere during the 2022 Toronto International Film Festival wearing a green suit and hand bag© Matt Winkelmeyer

His Green Machine Toronto International Film Festival Look

The star kept things relatively pared back at the My Policeman premiere in Toronto, experimenting with the breadth of green and serving a seriously strong monochrome moment. Plus, Harry's Gucci Bamboo 1947 bag? It might be time to give our own accessory game an upgrade...

Harry Styles shares a BTS of his Daylight music video, wearing a yellow beaded jumpsuit and feather wings© Instagram / @harrystyles

His Yellow Beaded Playsuit

Another jumpsuit slay from the man himself, this time in a shorter version and in a lemon curd-coloured hue.

Harry Styles wears a heart print jumpsuit and sneakers while performing© Instagram / @harrystyles

His Love On Tour Heart Jumpsuit

There's no question that Harry loves a crystal jumpsuit. Taking inspiration from his aforementioned Grammy ensemble, but this time changing up the pattern and swapping diamonds for red love hearts.

Harry Styles wears a crystal jumpsuit to the 2023 Grammy Awards © Axelle/Bauer-Griffin

His 2023 Grammy Awards Jumpsuit

Possibly one of our favourite looks ever, Harry pulled up to the 65th Grammy Awards in a custom crystal-encrusted jumpsuit and white boots.

Harry Styles arrives for the 2019 Met Gala wearing a lace black jumpsuit and single pearl earring© Karwai Tang

His Sheer Ruffle Met Gala Outfit

At fashion's biggest night of the year back in 2019, Harry went for one of his more understated (and possibly underrated?) looks yet. Wearing a sheer black lace pussy bow blouse, the singer leaned into his romantic side. 

Harry Styles arrives at The BRIT Awards 2023 wearing a black suit© Dave Benett

His 2023 BRIT Award Suit

We can't deny that we love a man in a suit, but we especially love a man in a suit adorned with a giant flower neckpiece. Harry wore this all-black ensemble to the 2023 BRIT Awards, which unfortunately didn't have a best-dressed category, but if it did, Harry would have won.

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