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Live the Gossip > Lifestyle > We’re Nostalgic for Princess Diana’s ‘80s Style — These Tailored Pants Are Back for Fall, and Pairs Start at $17
Lifestyle

We’re Nostalgic for Princess Diana’s ‘80s Style — These Tailored Pants Are Back for Fall, and Pairs Start at $17

Written by: News Room Last updated: September 21, 2026
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Shop lookalike pants, blouses, and loafers at Amazon

Credit: Tim Graham Photo Library via Getty Images(2); David Levenson / Getty Images

Capri Pants Inspired by Princess Diana

  • Eye-Catching Print: Floerns Cropped Red Gingham Pants, $20
  • Feel as “Comfortable as Shorts”: Willit Pleated Capri Pants, $33
  • Wrinkle-Free Fabric: Briggs New York Pull-On Straight-Leg Capri Pants, from $19 with coupon (orig. $30)
  • Relaxed Silhouette: Crazy Grid Wide-Leg Red Gingham Capri Pants, from $17 (orig. $20)
  • Office Outfits Workhorse for Under $20: Iseegz Capri Pants, from $17
  • Easy-to-Style Color: Grapent Capri Pants, from $27

If there’s one fashion trailblazer whose style has truly stood the test of time, it’s Princess Diana. 

From her iconic “revenge dress” to her off-duty ensembles, so many of the late royal’s best looks are still being replicated decades later. That’s why, in an effort to zhuzh up my wardrobe ahead of the change in season, I decided to take inspiration from some of her most memorable outfits. One piece that kept popping up? Capri pants. 

It’s a still-fresh style that Gwyneth Paltrow, Demi Moore, and Jennifer Lopez have all worn this year — but there’s something about Diana’s take on the trend that feels so refined. Shop similar pairs at Amazon, plus additional pieces to copy her outfits.

Related: Nicole Kidman, Katie Holmes, and More Celebs Convinced Me to Shop These 6 Fall Fashion Trends at Amazon from $20

Floerns Cropped Pants

Credit: Amazon; Tim Graham Photo Library via Getty Images
Credit: Amazon; Tim Graham Photo Library via Getty Images

$20 at Amazon

Take after Diana’s darling checkered capris, which she was pictured wearing in 1986 while posing on the steps of her Highgrove home, with this red gingham pair that’s begging for an autumn outing. Falling just below the knee, the pants have a high-waisted cut and a stretchy feel that’s fit for a day of walking, sightseeing, or riding bikes (they are also called “pedal pushers,” after all).

Complete the late princess’ outfit with a coordinating red collared sweater and a pair of sleek white loafers that one shopper said feel like “walking on cotton.”

Hersyle Slip-On Loafers

Credit: Amazon
Credit: Amazon

$24 at Amazon

Amazon Essentials Collar Sweater

Credit: Amazon
Credit: Amazon

$25 $12 at Amazon

Willit Pleated Capri Pants

Credit: Amazon; David Levenson / Getty Images
Credit: Amazon; David Levenson / Getty Images

$33 at Amazon

For a more business casual take on capri pants, consider snapping up these cropped trousers, which resemble the pair Diana wore while attending a polo match in 1983. The outing quickly became an emblematic moment in the princess’ fashion history for capturing her effortless and approachable take on royal style — something you can channel in your everyday life. Their knee-length, wide-leg fit will keep you cool in transitional weather.

Finish the look by styling the pants with an airy white blouse and cherry red flats. Then, throw the same red sweater from above over your shoulders for added texture (and warmth).

Bsubseach Puff Long-Sleeve Shirt

Credit: Amazon
Credit: Amazon

$34 $27 at Amazon

Obtaom Round-Toe Flats, $19 with coupon

Credit: Amazon
Credit: Amazon

$20 $19 at Amazon

Briggs New York Pull-On Straight-Leg Capri Pants, $19 with coupon

Credit: Amazon; Tim Graham Photo Library via Getty Images
Credit: Amazon; Tim Graham Photo Library via Getty Images

$30 $19 at Amazon

Perhaps the most practical of Diana’s capris, these straight-leg pull-on pants look like ones she wore while volunteering in Angola in 1997. The slim-fit design makes them well-suited for days filled with movement — no need to worry about excess fabric getting in the way — and their split hems offer a bit of added breathability. Plus, with multiple shoppers noting that the fabric is “wrinkle-free,” you can rest assured they’ll still look good coming out of a suitcase.

Style the pants with a blazer for a day in the office, or replicate the princess’ look by wearing them with a denim tank top and loafers.

Orchidays Denim Tank Top

Credit: Amazon
Credit: Amazon

$30 at Amazon

Qiy Penny Loafers

Credit: Amazon
Credit: Amazon

$60 $50 at Amazon

Keep scrolling to shop more capri pants inspired by Princess Diana’s approachable style below.

Crazy Grid Wide-Leg Capri Pants

Credit: Amazon
Credit: Amazon

$20 $17 at Amazon

Iseegz Capri Pants

Credit: Amazon
Credit: Amazon

$17 at Amazon

Grapent Capri Pants

Credit: Amazon
Credit: Amazon

$27 at Amazon

We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation.

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