32 of our favourite Pippa Middleton casual outfits

From cosy outerwear to colour pop denim, Pippa's everyday outfits are seriously noteworthy

Pippa Middleton trio of casual outfits
(Image credit: Getty Images)

We're used to seeing Princess Catherine's younger sister Pippa Middleton at high-profile events like royal weddings, Wimbledon and Christmas carol services. She always looks impeccably well together, but have you ever noticed how good her more casual outfits are?

She's a big fan of skinny jeans, bold colours and neat tailoring, as well as statement accessories. She's got one of the best collections of capsule wardrobe staples we've ever come across and we constantly find ourselves trying to copy. So with that in mind, we've taken the time to narrow down her outfits to 32 of the very best. Trust us, there were a lot to choose from!

You can see she has so much in common, style-wise with her famous sister, so if you've ever wondered what Catherine wears when she's away from the spotlight, it might just look something like this...

Pippa Middleton's best casual outfits

White jeans the day after Catherine's wedding

Philippa Middleton depart the Goring Hotel in London on April 30, 2011 in London, England

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Just one day after wowing the world in her Alexander McQueen bridesmaid dress at the royal wedding, Pippa switched to smart casual with a look that's since become a signature for the Middleton sisters.

In one of the chicest white jeans outfits we've seen, she teamed skinny jeans with a blue double-breasted blazer and a pair of metallic ballet flats.

Glowing in green

Pippa Matthews attends at the Platinum Party at Buckingham Palace on June 4, 2022 as part of Queen Elizabeth II's platinum jubilee celebrations.

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Pippa was pregnant during Queen Elizabeth II's Platinum Jubilee celebrations and she looked absolutely glowing in green for the Platinum Party at Buckingham Palace. The smocked detailing and silk fabric elevate this long-sleeved dress and the zip neckline shows off a subtle diamond necklace. Green is a colour that suits her beautifully, so it's no surprise she's chosen it for several high-profile occasions.

A shirt dress and crossbody bag

Pippa Middleton seen on day nine of The Championships at Wimbledon, London. on July 11, 2018

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A simple linen shirt dress and espadrilles is a failsafe combination in the warmer months and this style even features a subtle stripe print. It was perfect for Pippa's visit to watch the tennis at Wimbledon and it would work just as well with your best white trainers for a more dressed-down feel.

Short trench coat and knee boots

Pippa Middleton attends the VIP opening of Skate hosted by Tiffany and Co held at Somerset House on November 16, 2009

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This look is a lesson in layering and is making us rethink our long trench coats. The hat and zig-zag print scarf complement her belted navy jacket, plus the skinny jeans and suede boots are a practical combination. Ideal for Christmas shopping and ice skating!

Frills for flying

Pippa Middleton is seen at Sydney airport on June 1, 2017 in Sydney, Australia.

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Pippa kept the bridal vibes going after her own big day. The newly married Mrs. Matthews was pictured catching a flight in Australia wearing blue skinny jeans and a white broderie anglaise blouse. The frills and tie-neck are a world away from our usual flight attire of leggings and a sweatshirt!

Denim mini dress

Pippa Middleton sighting on July 14, 2011 in London, England.

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Mixing things up, Pippa swapped her signature skinny jeans for a blue denim skater dress during an outing in London back in 2011. Add in tan accessories and it's effortless yet unquestionably stylish.

Colour pop coat

Pippa Middleton is seen on January 05, 2012 in London, United Kingdom.

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This look is about as autumnal as it gets. Between the orange-red coat, tan suede boots and fedora hat, we can only assume that's a pumpkin spice latte in her hand. These rich colours work so well with Pippa's brunette hair, plus the collarless cut and double-breasted design of the coat make it a style we could totally imagine Catherine wearing.

Leopard print blouse and ballet flats

Pippa Middleton sighting on September 20, 2011 in London

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We know Pippa's a fan of florals, but she also loves a pop of leopard print! Over the years she's been pictured in spotted scarves and trainers, but this blouse really shows her wild side. The pussybow neckline is classic Princess of Wales, and the metallic ballet flats keep things comfortable and casual.

Experimenting with colour

Pippa Middleton is seen on September 20, 2012 in London, United Kingdom.

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Proving she's not afraid to wear bright colours, Pippa teamed a pair of forest green skinny jeans with a cardigan that's trimmed with highlighter hues. Add in a baby blue bag and this is colour-blocking at its finest.

Jewel tones

Pippa Middleton is seen on November 22, 2012 in London

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Pippa proved that purple is a great alternative to black if your outerwear wardrobe is missing a biker jacket. This high street style worked really well with a knitted dress, knee boots and a printed scarf, all in similar shades of amethyst and plum.

A furry gilet for transitional weather

Pippa Middleton is seen on January 06, 2012 in London

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A furry gilet and shades are a must-have combination on sunny but cool days. Pippa's sister has a super similar style to this chocolate brown sleeveless jacket and she's gone with similar tones through her lightweight knit and tortoiseshell sunglasses.

Classic stripes

Pippa Middleton is seen on September 28, 2012 in London

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We all know how much Princess Catherine loves a Breton top and it turns out Pippa's a fan of stripes too. Her black and white top boasts a built-in shirt collar, and it pairs perfectly with black jeans and patent leather loafers. It's a preppy take on casual style, and it's so simple to master yourself.

Hot pink jeans

Pippa Middleton is seen in South Kensington on January 11, 2012

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Pink acid-wash jeans, a plaid shirt and a black tuxedo jacket isn't a combination that works on paper, but Pippa pulls it off with panache. Skinny jeans show off her incredibly toned legs, and a head-turning hue like this focuses all the attention on the denim.

Eye-catching earrings

Pippa Middleton is seen on October 03, 2012 in London, United Kingdom.

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Skinny jeans, knee-high boots and a blazer are a recurring theme in our favourite Pippa Middleton casual outfits, but this look was all about her swept-up hair and statement earrings. It's a quick and easy way to give any ensemble a little lift when you've only got a few minutes to get out of the door in the morning!

Slouchy buckled boots

Pippa Middleton pictured in west London today on May 20, 2011 in London

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These slouchy mid-height boots were a favourite of Pippa's for a while and we can see why. Tapping into the boho trend that's well and truly back, these buckled boots work with jeans, a frilled blouse and a cardigan, but they'd look incredible with a floaty maxi dress, Sienna Miller-style.

Elevated plaid

Pippa Middleton seen out in South Kensington on October 11, 2011 in London, England.

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A check shirt and skinny jeans is a classic casual outfit, right? But on this occasion, Pippa chose court heels over trainers to give this look a lift. We've never seen plaid look quite so glamorous!

Cropped denim jacket

Pippa Middleton watches tennis at Queens Club on June 9, 2011 in London, England.

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A denim jacket is a must-have in the summer months and in this outfit, Pippa proved that a cropped length has an elongating effect. When paired with a white knitted dress and sunglasses, it's a timeless combination.

Tonal dressing

Pippa Middleton pictured out walking in Putney on June 1, 2011

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Tonal dressing is a huge trend and put simply, it's wearing items of the same colour group in varying shades for a cohesive effect. Pippa picked taupe and tan tones here, and the result is simple but effective.

A fitted, v-neck t-shirt

Pippa Middleton with a friend at Roland Garros.

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This deep v-neck is a shape you don't see Pippa wearing much, so it's really refreshing. The fitted silhouette and little cap sleeves on this tee balance out the fun printed mini skirt and she kept jewellery to a minimum.

White Christmas

Pippa Middleton attends Tiffany & Co. Presents Skate at Somerset House on November 21, 2011 in London

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As long as you're careful not to spill your mulled wine and mince pies all over it, a white coat at Christmas can be so pretty. The flared skirt on this short coat gives it a feminine feel and the bold buttons round things off nicely.

Statement scarf

Pippa Middleton sighting on October 26, 2011 in London, England.

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These heart print scarves marked the beginning of the Middleton sisters' love of one of the best British clothing brands, Beulah, and doesn't it make this otherwise simple ensemble sing? It picks up on the blue in Pippa's coat while acting as a cosy layer to keep the chill off on an autumnal day in London.

Iconic trench coat

Pippa Middleton in 2012

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Everyone needs a trench coat in their wardrobe, and this one is a great length on Pippa. Can you believe it's actually a high-street find from Superdry? So often trench coats can feel too long or oversized, particularly if you're petite, so opt for a shorter length to keep things neat and ready for whatever the British weather might throw at you.

Going the extra mile

Pippa Middleton is seen jogging on November 30, 2012 in London, United Kingdom

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We know Pippa likes to stay active and this was a rare chance to see what she wears when working out. Straight-leg joggers, trainers with a pop of pink and a windbreaker jacket proved to be a practical and stylish combination, plus the NYC cap adds a little extra something.

Shades of grey

Pippa Middleton is seen on July 10, 2012 in London

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Grey canvas trainers with grey jeans work surprisingly well, particularly when styled with powder blue hues. It's that bit fresher than the black, dark grey and navy you have on rotation for winter, so it's worth considering switching up your trainer collection.

Country casual

Pippa Middleton is seen on April 27, 2012 in London

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Pippa's oatmeal-coloured roll neck knit and heritage check jacket screams countryside chic. In case you ever need inspiration on what to wear for a weekend away, bookmark this look.

Smart quilted jacket

Pippa Middleton is seen on May 03, 2013 in London

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Quilted and padded jackets can often feel super practical and sporty, but with its buckle and wool panels, Pippa's is the perfect combination of smart casual. We bet it's super toasty too!

Aviator jacket and wedge trainers

Pippa Middleton is seen on December 07, 2012 in London

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Pippa definitely always tries to add height to her looks, and this time she did so with some wedge trainers. Add in skinny jeans and a shearling-trim aviator jacket, and it's right up there amongst our favourite casual outfits.

A New York minute

Pippa Middleton is seen arriving at 'The Frick Collection' on the streets of Manhattan on September 6, 2012

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This red mini dress could be super glamorous, but we love that Pippa kept things a bit more casual and comfortable with a pair of red ballet flats. It's proof that doubling up on red works, and it really pops against a yellow New York taxi. She packed incredibly well for her trip to the Big Apple back in 2012.

Short and sweet tailoring

Pippa Middleton is seen on November 08, 2012 in London,

(Image credit: Getty Images)

Pippa's got an impressive blazer collection, but this cropped option is well worth a minute of your time. Again, it plays with proportions to make you look taller and it helps create an hourglass silhouette because it stops and flares out just a little at the waist. What's not to love?

Flowy silk shirt

Pippa Middleton sighting on October 4, 2011

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A silk shirt is such an underrated wardrobe investment. Go for a solid colour that works for your skin tone and wear it with everything from crisp tailoring to slouchy wide-leg jeans. Trust us, you'll be reaching for it over and over again. You're welcome!

Unexpected red accessories

Pippa Middleton pictured on September 16, 2011 in London

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Pippa's wearing both a red shoulder bag and a pair of ballet pumps here, demonstrating the 'unexpected red theory' works for fashion too, not just interiors. It's taking the classic check shirt and jeans duo to another level, so this look gets full marks from us.

Elongating ankle boots

Pippa Middleton is sighted arriving at her South Kensington office on November 15, 2011

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Here's a clever styling tip from Pippa: black skinny jeans and black boots will always work to make your legs look longer. This heel height is totally manageable, and opting once again for a shorter coat steers Pippa away from swamping her figure with oversized outerwear.

Caroline Parr
Digital Fashion Editor

Caroline is Digital Fashion Editor for woman&home, and has been a fashion writer and editor for ten years.

After graduating from the London College of Fashion, she has spent the last decade tracking down and writing about celebrity outfits, covering events ranging from the Met Gala to the King’s Coronation.

She has an encyclopedic knowledge of brands, but always likes to know about new and under the radar labels. She’s originally from Liverpool, and outside of work, her great loves are leopard print and her lively but adorable cocker spaniel, Ghillie.