Gwyneth Paltrow's Best Outfits, From the '90s to Today

It's hard to believe, but Gwyneth Paltrow has been gracing us with her elegance for nearly three decades. The actress and Goop founder has been a mainstay on countless best dressed lists over the years, and she continues to capture our attention every time she steps out, whether it's onto the red carpet or through airport security.

While seemingly a minimalist at her core (both in the '90s and today), Paltrow has never been one to shy away from taking major style risks—even for something as important as the red carpet at the Academy Awards. In fact, we still think about that pink Ralph Lauren dress that she wore to accept her Oscar in 1999 on a regular basis. Because Paltrow has had so many noteworthy looks since she first skyrocketed to fame, we're rounding them up here, from 1996 to today.

See Gwyneth Paltrow's best looks ever below!

Test-Drive Summer Whites


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Style Notes: How do you make Birkenstocks look chic for summer? Pair them with a feminine, lacy blouse, denim cutoffs, and a wide-brim hat à la Paltrow.

On Paltrow: Birkenstock Arizona Sandals ($100).

Seek Out Special Details


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Style Notes: Paltrow's fur-trimmed frock ensured there wasn't a chance she'd look like anyone else in the room that night.

On Gwyneth Paltrow: Dolce & Gabbana dress.


Formal Wear Doesn't Have to Be Fussy


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Style Notes: Paltrow brought a light, youthful quality to a black-tie occasion thanks to her decision to wear a ball gown in a cheerful pink hue to the 1999 Oscars.

On Gwyneth Paltrow: Ralph Lauren dress; Harry Winston necklace.

Make a Matching Set Look Effortless


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Style Notes: Try pairing a matching jacket and trousers or skirt with footbed sandals and a plain T-shirt, and you're sure to look like the coolest girl in the room.

On Gwyneth Paltrow: Chanel jacket and pants.

There's Nothing Easier Than a Sleek Jumpsuit


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Style Notes: Find yourself without a suitable outfit? Grab the first jumpsuit you see—they're comfortable, polished, and can easily be dressed up or down.

On Gwyneth Paltrow: Emilia Wickstead jumpsuit.

Never Underestimate the Power of a Suit


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Style Notes: Take a cue from Paltrow, and stand out in a crowd of LBDs by wearing a suit to your next event.

On Gwyneth Paltrow: Tom Ford for Gucci suit.

Avoid Over-Accessorizing


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Style Notes: At the 2012 Oscars, Paltrow was at the top of every best dressed list thanks to her beautifully sleek gown which she wisely chose to let shine sans excessive jewelry.

On Gwyneth Paltrow: Tom Ford cape and dress.

Have Fun With Fashion


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Style Notes: A pink minidress adorned with a huge bow? You only live once.

On Gwyneth Paltrow: Gucci dress.

You Can Be Comfortable and Look Cool at the Airport



Style Notes: There's no need to look sloppy at the airport when outfits as comfortable and polished as this exist.

On Gwyneth Paltrow: Céline sweater and bag; Dries Van Noten trousers; Adidas by Raf Simons sneakers; Le Specs x Self-Portrait sunglasses.

Next up, see Jessica Alba's most stylish looks ever.

Opening Image: Getty images