Pippa Middleton’s Best Pregnancy Outfits

Pippa Middleton has rocked a number of seriously stylish outfits over the years. Ever since she stole the show as the Duchess of Cambridge’s maid of honor in her 2011 wedding to Prince William, the world has been keeping a close watch on Middleton’s style choices. That certainly didn’t change once she became pregnant in early 2018. In fact, it made people even more interested in her maternity style choices.

As we expected, Middleton certainly hasn’t disappointed. Here are some of our favorite styles she’s worn throughout her pregnancy.

Wedding season style

Pippa Middleton and James Matthews
Pippa Middleton and James Matthews | CHRIS JACKSON/AFP/Getty Images

Even though Middleton hadn’t yet announced her pregnancy at this point, we now know she was with child at Prince Harry and Meghan Markle’s wedding on May 19, 2018.

Aside from the fact that her dress resembled a can of Arizona Iced Tea, it was still a pretty style perfect for a spring wedding. The dress was designed by Fold, and she paired the look with Jimmy Choo heels and a coordinated clutch.

Pretty in purple


Middleton clearly took a page from sister Kate’s pregnancy style book, having a twinning moment with her three years apart. In 2015, when the Duchess of Cambridge was pregnant with Princess Charlotte, she wore a similar purple floral dress by Erdem.

Though her younger sister followed in her purple floral footsteps, she took a more casual approach. For her Oct. 8, 2018 look, Middleton wore a pleated number by Claudie Pierlot. She paired the look with some simple white sneakers while shopping around in London.

Glowing in white

Pippa Middleton and James Middleton
Pippa Middleton and James Middleton | Michael Steele/Getty Images

Middleton looked like a breath of fresh air in this white, flowy dress. She definitely had her pregnancy glow going on while attending Wimbledon on July 5, 2018. This was actually her first Wimbledon appearance of the  year, so she wanted to make sure to dress just right.

We think she aced her maternity style, which included this eyelet dress by Bergman, her Chanel sunglasses, and a J.Crew clutch with a matching hat and espadrilles.

Looking royal as ever

Pippa Middleton
Pippa Middleton | DOMINIC LIPINSKI/AFP/Getty Images

Middleton was looking like pure royalty in this matching baby blue ensemble. The color was quite appropriate, considering she wore the look at Prince Louis’ christening on July 9, 2018. The dress worn by this mom-to-be was designed by Alessandra Rich. Middleton topped it off with a matching hat and finished the look with Jimmy Choo pumps.

Boho chic

Pippa Middleton
Pippa Middleton | Clive Brunskill/Getty Images

Being pregnant doesn’t mean you can’t rock boho chic styles. Middleton’s feminine maxi dress was designed by Anna Mason, and it features ruffled details in all the right places. She gave the look her own super cool vibes by adding on some Ray-Ban sunglasses, L.K. Bennett espadrilles, and a J.Crew clutch. Her pulled-back hair gave her just the right summer pregnancy style on July 13, 2018.

Wrapped in blue

Middleton looked like the epitome of cool while out and about in September 2018 — about one month before her due date. She wore this blue wrap coat to cover her bump while stepping out of a workout class in London. While she once again went with her white sneakers, she’s wearing a classy floral dress and structured tote to amp up the look.