These looks are all the inspiration you need for fall.
The 1990s have influenced modern fashion in a major way. An era praised for effortlessly chic aesthetics, the decade gave birth to some of the most memorable style moments in sartorial history, while simultaneously cementing the icon status of key names in the industry: Naomi Campbell, Mary-Kate and Ashley Olsen, and Sarah Jessica Parker. Now, with new and legacy brands alike opting for a less-fussy approach to '90s fashion—think: Michael Kors, Puppets and Puppets, Maisie Wilen, and Bevza—it's an ideal time to re-create some of the most iconic celebrity looks from the era.
From chunky loafers that boosts anyone's height (Simon Miller, Bottega Veneta) to minimal staples that can be mixed and matched with ease (The Row, Kiki de Montparnasse) it's clear that the '90s never left designers' mood boards. Proenza Schouler's collared cardigan set is reminiscent of Gwyneth Paltrow's collared cardigan from the set of Great Expectations, and the sheer volume of cut-on-the-bias slipdresses available will bring back memories of Tom Ford–era Gucci throughout the iconic decade.
And then there's Princess Diana's off-duty style, which inspired many a designer to consider a more practical approach. Investing in an oversized puffer coat or a pair of bold biker shorts inspired by the princess is a no-brainer this season. Regardless of your personal style, there are looks worth bookmarking for inspiration before doing your fall shopping. Ahead, the most iconic '90s fashion moments to recreate now.
Naomi Campbell, 1991
The supermodel's well-tailored leather skirt suit—an example of the hold menswear trends had on us in the '90s—is a timeless classic that will work well in every wardrobe for seasons to come.
Gwyneth Paltrow, 1996
If you're looking for pieces to help transition you through the seasons, you can't go wrong with a summer knit similar to the one the actor wore on the set of Great Expectations. (Bonus points if it comes in a coordinating set, one of the biggest '90s trends to make a comeback of late.)
Elle Macpherson, 1996
Take a page out of supermodel Elle Macpherson's book and swap your traditional trench for a posh navy-colored style. Not only is the reflective fabric a '90s-specific trend, but it goes with everything.
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Elizabeth Hurley,1997
Elizabeth Hurley's airport look back in 1997 is nothing if not fall outfit inspiration. Plus, pay attention to the hem of her bootcut jeans—another present-day trend we stole from the '90s.
Jada Pinkett Smith, 1997
Jada Pinkett Smith knows how to wear a suit. Seen here at the Men in Black premiere, she opted for a low-cut style with nothing underneath.
Sarah Jessica Parker, 1999
No stranger to a memorable fashion moment, SJP's midi skirt is on par with styles on the market today. Dress yours up for fall with a pair of knee-high boots for a modern take on the '90s skirtsuit.
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Winona Ryder, 1992
Winona Ryder's leather jacket—forever a wardrobe staple—is the perfect fall layering piece.
Grace Jones, 1990
Very few do airport style quite like Grace Jones, so if you're looking for a cozy look ahead of your next flight, opt for a (faux) fur coat layered over a hoodie with a super-chic hat.
Naomi Campbell, Claudia Schiffer, and Elle Macpherson, 1995
Three models, three iconic looks that we'd very much still wear today. (We're pretty sure Claudia Schiffer's skirt-and-knee-high-boots outfit just walked more than a few SS23 runways.)
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Angela Bassett, 1998
It's possible that Angela Bassett, seen here at the 1998 premiere of How Stella Got Her Groove Back, didn't have any idea how many times this cut-on-the-bias gown would be referenced on runways years later.
Jennifer Aniston, 1998
Jennifer Aniston's pinstriped suit is a true closet must-have. Give it a 2020 update by pairing it with bolder prints, à la the Friends star.
Halle Berry, 1998
Halle Berry—at the fourth annual Blockbuster Awards, no less!—is iconic. The silk dress is an absolute must-have, and the sheer lace overlay is just the icing on the cake.
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Iman, 1995
Model Iman demonstrates the power of the slipdress-oversized blazer combination.
Jennifer Lopez, 1998
One of her most iconic looks, Jennifer Lopez's monochromatic outfit with low-rise jeans would work just as well today as it did in '98.
Princess Diana, 1995
A look that's been re-created several times over the years, Princess Diana's biker short ensemble is a foolproof way to be sporty chic.
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Kate Moss, 1994
Take a page out of Kate Moss's book and mix textures for an all-black look that's visually appealing too.
Naomi Campbell, 1996
The silk slipdress, the round-toe Mary Janes, the dark sunglasses: Naomi Campbell's nightclub look is quintessential '90s.
Carolyn Bessette-Kennedy, 1996
Carolyn Bessette-Kennedy was a true style icon, so it makes sense that just about anything she wears would stand the test of time. This midi skirt-and-sweater combo is sure to be your go-to during winter months.
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Elle Macpherson, 1995
Is it Miu Miu spring/summer 2023, or is it Elle Macpherson in 1995? Who can say.
Cindy Crawford, 1994
It's nearly impossible to talk about '90s style without mentioning Cindy Crawford—both on and off the catwalk. Invest in a suede coat to complete her effortless off-duty look.
Shelby Ying Hyde
Shelby Ying Hyde is a Brooklyn-based shopping and fashion contributor BAZAAR.com, with bylines on The Zoe Report, Teen Vogue, Essence, Nylon, Elite Daily and more. Prior to entering the editorial space, she worked at luxury e-commerce giants Net-a-Porter and Moda Operandi on the product editorial team, where she gained an extensive understanding of the luxury market as it pertains to shopping and engaging customers in a digital space. Follow @theshelbyying on Instagram for shopping advice, sale updates, and tips for building a well-rounded wardrobe.
Lauren Caruso
Lauren Caruso is a freelance writer, consultant, and digital media strategist that splits her time between NYC and Los Angeles. She has more than ten years of experience within the publishing industry with a focus on fashion, beauty, and lifestyle, with tenures at Refinery29, Allure, and The Zoe Report.