A look at all of the best Kendall Jenner outfits—from her Met Gala looks to her Kardashian wedding fits

Permission to drool over these best Kendall Jenner outfits?

three of the best Kendall Jenner outfits: Kendall pictures in a black ruffled dress, a diamond covered sheer dress and a floral co ord/ in a pink and purple template
(Image credit: Getty Images/ (L) Arturo Holmes/FilmMagic/ (M) Mike Coppola/ (R) NINO/GC Images)

Daydreaming about the best Kendall Jenner outfits? From her diamond-encrusted sheer dress at the Met Gala 2021 to her white bridal-style gown at the 2022 Fashion Awards—the model's event looks never miss. So, why not take this opportunity to take a glance at all her previous fashion wins?

While the Kardashians are now big names in the fashion biz, with the likes of Khloe's Good American and Kim's SKIMs brands becoming household names—it's usually model Kenny's looks that make us do a double take.

Style-wise, Kendall (who previously dated NBA's Devin Booker) is a lover of 90s fashion—from straight-leg jeans and baby-tees—but when it comes to the red carpet or major events, like the 'Kravis' wedding, she pulls out all the stops. Not to mention all the years she's made the best-dressed Met Gala list.

Much like Margot Robbie's red carpet looks and Florence Pugh's best fashion moments, no two of Kendall's looks are the same.  So, let's take a look at all of her best outfits moments to date, shall we?

Best Kendall Jenner outfits

Kenny sure does know how to rock an outfit, but if you're looking to take inspiration from her wardrobe, it might be helpful to understand her stance and height in order to translate pieces into your own looks. So first...

How tall is Kendall Jenner?

Model Kendall is 5ft 10in, which translates to about 1.79 meters—hence why long dresses always look so darn good on her and why you'll see a lot of them on this list! 

Now, onto the looks...

Kendall Jenner's Met Gala 2019 dress

Kar-Jenner fans will all remember Kendall and Kylie's matching moment at the 2019 Met Gala—in fact, it's definitely on the list of most memorable Met Gala moments.

They both wore show-girl-inspired Versace dresses, with Kenny wearing an orange variation while Kylie wore purple.  They walked the red carpet together and even go ready today—sister goals!

Kylie Jenner wearing a purple embellished gown, with a purple feathered shawl and Kendall Jenner wearing an orange embellished gown with orange feathered wings attend The 2019 Met Gala Celebrating Camp: Notes on Fashion at Metropolitan Museum of Art on May 06, 2019 in New York City.

(Image credit: Getty Images/ Neilson Barnard)

Kendall Jenner's Met Gala 2021 sheer dress moment

Now the Met Gala 2021 really solidified the return of the sheer dress trend, originally made popular by Ms Carrie Bradshaw herself. 

Kendall stepped out onto the iconic Met steps wearing a sheer Givenchy Haute Couture dress, intricately embellished with glittering diamonds. Along with Billie Eilish's Marilyn Monroe-esque look and Iman's show-stopping halo dress, Kendall's Met dress was the moment and still lives rent-free in our minds.

Kendall Jenner wears a sheer, diamond embellished dress as she attends The 2021 Met Gala Celebrating In America: A Lexicon Of Fashion at Metropolitan Museum of Art on September 13, 2021 in New York City.

(Image credit: Getty Images/ Mike Coppola)

Kendall Jenner's Met Gala 2022 dress

Kendall's latest Met Gala look was altogether edgier. She sported the bleach brow trend with a bold, black ruffled Prada gown, complete with a sheer bodice. 

It was an eye-catching look, to say the least—and we must admit, we love the drama of it all!

Kendall Jenner sports bleached eyebrows and wears black gown, with a sheer top and ruffled skirt as she attends The 2022 Met Gala Celebrating "In America: An Anthology of Fashion" at The Metropolitan Museum of Art on May 02, 2022 in New York City.

(Image credit: Getty Images / John Shearer)

Kendall Jenner's Vanity Fair Oscar's Afterparty dress

Just two months prior to bleaching her brows for the Met Gala, Kendall jumped on the copper hair trend and rocked this black, ruched gown to the Vanity Fair Oscar's Afterparty. 

She paired her bold dress with a long ponytail and it's safe to say, she inspired a fair few trips to the salon, after debuting this new hairdo!

Kendall Jenner wears a black, ruffled gown as she attends the 2022 Vanity Fair Oscar Party Hosted By Radhika Jones at Wallis Annenberg Center for the Performing Arts on March 27, 2022 in Beverly Hills, California

(Image credit: Getty Images/ Axelle/Bauer-Griffin/FilmMagic)

Kendall Jenner's wedding guest dress

Now, we couldn't not include Kendall's wedding dresses, which she wore to her sister, Kourtney Kardashian and Travis Baker's nuptials last May.

On one of the wedding days (it lasted quite a few!), accompanied by her then-boyfriend Devin, Kendall wore a floral cardigan and maxi skirt co-ord, which she paired with a red lip and sunny's cool enough to rival that of Hailey Bieber's sunglasses collection.

For the actual big day, Kendall wore an on theme corseted, black dress with a sheer skirt and ruby cross necklace. 

Kendall Jenner pictured wearing a floral, cream cardigan and skirt co ord alongside another picture of her wearing a black corset and sheer shirt in Italy, May 2022

(Image credit: Getty Images / NINO/GC Images/)

Kendall Jenner's sheer dress from the LACMA Gala

Kendall's sheer look from designer Burc Akyol, which she wore to the LACMA Art + Film Gala, caused quite a stir online. The ensemble featured a mesh bodysuit, with dramatic black paneling over her chest and stomach and a low-rise silver skirt. 

While it sparked some discourse, we're a fan of this statement look.

Kendall Jenner wears a black sheer top with a long silver skirt as she attends the 11th Annual LACMA Art + Film Gala at Los Angeles County Museum of Art on November 05, 2022 in Los Angeles, California.

(Image credit: Getty Images/ Axelle/Bauer-Griffin/FilmMagic)

Kendall Jenner's White Fashion Awards dress

In a break from her usual, bold and or sheer looks, Kendall wore this white sequin number by Khaite. 

The dress has a super flattering v-shaped neckline and Kendall's favored maxi-length. The model paired the dress with a 'glazed' foundation look and wore her hair down, in soft waves.

Kendall Jenner wears a long white, sequin dress as she attends the 2022 CFDA Awards at Casa Cipriani on November 07, 2022 in New York City.

(Image credit: Getty Images/ Taylor Hill/FilmMagic)

Fingers crossed 2023 brings just as many show-stopping looks—though there are still a few pages left on our calendars before the next Met Gala *cry*!

Naomi Jamieson
Lifestyle News Writer

Naomi is a Lifestyle News Writer with the Women's Lifestyle team, where she covers everything from entertainment to fashion and beauty, as well as TikTok trends for Woman&Home, after previously writing for My Imperfect Life and GoodTo. Interestingly though, Naomi actually has a background in design, having studied illustration at Plymouth University but lept into the media world in 2020, after always having a passion for writing and earned her Gold Standard diploma in Journalism with the NCTJ.

Before working for Future Publishing’s Lifestyle News team, she worked in the Ad production team. Here she wrote and designed adverts on all sorts of things, which then went into print magazines across all genres. Now, when she isn’t writing articles on celebs, fashion trends, or the newest shows on Netflix, you can find her drinking copious cups of coffee, drawing and probably online shopping.