15 times Princess Diana nailed casual royal style

Erin McDowellJun 10, 2022, 01:33 IST

Princess Diana rocked a number of casual yet stylish looks.Tim Graham Photo Library/Getty Images; Princess Diana Archive/Getty Images; Tim Graham Photo Library/Getty Images

Princess Diana is known for her bold royal style, but some of her best looks were also casual.
From jeans to sweatshirts, the royal knew how to nail a royal-off-duty look.

A mere month before she married Prince Charles, Diana Spencer wore a sweater that eerily predicted her "black sheep" role in the royal family.

Princess Diana in June 1981.Tim Graham Photo Library/Getty Images

As Princess Diana grew into her royal style, she embraced casual yet feminine looks in her everyday life.

Princess Diana photographed in 1986.Tim Graham Photo Library via Getty Images

Princess Diana wore a cream white sweater and midi skirt that embodied cozy fall fashion.

Princess Diana.Anwar Hussein/Getty Images

While attending a polo match in July 1983, Princess Diana embodied a casual-yet-chic royal style.

Princess Diana attends a polo match at Cowdray Park Polo Club in West Sussex in July 1983.Princess Diana Archive/Getty Images

At another polo match two years later, Princess Diana paired a puff-sleeved white blouse with a fun floral skirt.

Princess Diana attends a polo match in June 1985.Tim Graham Photo Library/Getty Images

The following year, Princess Diana wore an oversized navy sweater and cream pants to a polo match.

Princess Diana at a Guards Polo Club match at Smiths Lawn, Windsor, in May 1986.Jayne Fincher/Princess Diana Archive/Getty Images

Princess Diana looked ready to swing in this tennis outfit.

Princess Diana opens the Women's International Tennis Association European Office in 1988.Princess Diana Archive/Getty Images

One of Princess Diana's most iconic looks is this jeans, blazer, and sweatshirt combo she wore in 1988.

Princess Diana in 1988.Tim Graham Photo Library/Getty Images

While meeting her husband Prince Charles at a hospital in 1990, Princess Diana wore a chambray shirt and white floral skirt that was effortless yet fashionable.

Princess Diana collecting Prince Charles from the hospital in 1990.Tim Graham Photo Library via Getty Images,

After her divorce was finalized, Princess Diana wore an oversized blazer with a sweatshirt, sweatpants, and cowboy boots.

Princess Diana in 1989.Tim Graham Photo Library via Getty Images

While dropping off her youngest son Prince Harry at school, Princess Diana looked effortlessly cool in an oversized Philadelphia Eagles varsity jacket.

Princess Diana wearing a Philadelphia Eagles jacket to drop off her son Prince Harry at Wetherby School in London, in January 1991.Jayne Fincher/Princess Diana Archive/Getty Images

While out shopping in 1994, Princess Diana looked sophisticated in belted white pants, a simple turtleneck, and an olive blazer.

Princess Diana shopping in Knightsbridge in 1994.Tom Wargacki/WireImage/Getty Images

In one of her most famous and recreateable casual looks, Princess Diana wore a Virgin Atlantic sweater and orange biker shorts after leaving the gym.

Princess Diana leaving the Chelsea Harbour Club gym in 1995.Anwar Hussein/WireImage

During a humanitarian trip to Bosnia in August 1997, Princess Diana wore a pair of straight-legged jeans and a crisp white shirt.

Princess Diana during a trip to Bosnia in 1997.Kent Gavin/Mirrorpix/Getty Images

In another photo from her trip to Bosnia, Princess Diana wore a pale pink button-down shirt and black cigarette pants. She topped off the look with a pair of black leather loafers.

Princess Diana during a trip to Bosnia in 1997.Kent Gavin/Mirrorpix/Getty Images

In another photo from her trip to Bosnia, Princess Diana wore a pale pink button-down shirt and black cigarette pants. She topped off the look with a pair of black leather loafers.

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15 times Princess Diana nailed casual royal style

A mere month before she married Prince Charles, Diana Spencer wore a sweater that eerily predicted her "black sheep" role in the royal family.

As Princess Diana grew into her royal style, she embraced casual yet feminine looks in her everyday life.

Princess Diana wore a cream white sweater and midi skirt that embodied cozy fall fashion.

While attending a polo match in July 1983, Princess Diana embodied a casual-yet-chic royal style.

At another polo match two years later, Princess Diana paired a puff-sleeved white blouse with a fun floral skirt.

The following year, Princess Diana wore an oversized navy sweater and cream pants to a polo match.

Princess Diana looked ready to swing in this tennis outfit.

One of Princess Diana's most iconic looks is this jeans, blazer, and sweatshirt combo she wore in 1988.

While meeting her husband Prince Charles at a hospital in 1990, Princess Diana wore a chambray shirt and white floral skirt that was effortless yet fashionable.

After her divorce was finalized, Princess Diana wore an oversized blazer with a sweatshirt, sweatpants, and cowboy boots.

While dropping off her youngest son Prince Harry at school, Princess Diana looked effortlessly cool in an oversized Philadelphia Eagles varsity jacket.

While out shopping in 1994, Princess Diana looked sophisticated in belted white pants, a simple turtleneck, and an olive blazer.

In one of her most famous and recreateable casual looks, Princess Diana wore a Virgin Atlantic sweater and orange biker shorts after leaving the gym.

During a humanitarian trip to Bosnia in August 1997, Princess Diana wore a pair of straight-legged jeans and a crisp white shirt.

In another photo from her trip to Bosnia, Princess Diana wore a pale pink button-down shirt and black cigarette pants. She topped off the look with a pair of black leather loafers.