7 Simple Preppy Outfits That Feel So Current

Growing up, I think I was the only one of my friends who actually liked wearing their school uniform. I didn't attend a prestigious school, so the dress code was somewhat lackadaisical. Still, as my peers opted to loosen their ties or forgo their emblem-embroidered sweatshirts, I turned up on the daily wearing a shirt, tie, and blazer out of choice. What can I say? I was into the preppy aesthetic, and you know what? I still am.
Preppy outfits were one of the reigning trends on the 2022 runways, with pleated miniskirts, cricket knits, and wool blazers worn together to full effect. Also on the preppy spectrum were ensembles with sporty undertones; baseball caps worn with tailoring, hoodies layered over dresses, and sports socks paired with loafers. Raf Simons and Miu Miu led the pack, with Raf's take more grunge and scruffy than Miu Miu's sassy, stomach-baring, low-slung skirts. Preppy, yes, but prim? Absolutely not.
Lately, influencers have also been adopting this modern prep vibe with their looks, be it something as subtle as a sweater slung around the shoulders or something more obtuse—a tennis skirt worn with a chunky V-neck knit, for example. Below, I've outlined seven ways to wear preppy outfits this season, using my favourite influencer imagery to illustrate. Scroll on to see them and to shop any pieces toy might need to complete the uniform.
1. Baseball Cap + Sweater + Shirt + Jeans + Trainers
Style Notes: One of the easiest ways to make you outfits look preppy is with a baseball cap—and a sweater effortlessly draped over your shoulders.
Shop the Look:
2. Cardigan + Miniskirt + Tube Socks + Loafers
Style Notes: When it comes to footwear, it doesn’t get preppier than a pair of chunky loafers worn with white tube socks.
Shop the Look:
3. Knitted Tank + Long-Sleeve Top + Checked Trousers
Style Notes: Knitted vests have been trending for a few seasons now, and loan themselves perfectly to the preppy aesthetic. Dig yours out and pair it with checks for instant uniform-appeal.
Shop the Look:
4. Cricket Knit + Pleated Skirt + Cross-Body Bag
Style Notes: Why wear one preppy staple when you can wear two at once? Chrissy’s combination of a pleated tennis skirt and cricket jumper works because she’s honed her palette to chic neutrals.
Shop the Look:
5. Baseball Cap + Hoodie + Blazer + Skirt
Style Notes: Ada has perfected the cool-girl preppy uniform by wearing her matching blazer-and-skirt set with a hoodie and a reliable baseball cap.
Shop the Look:
6. Pastel Shirt + White Vest + Jeans
Style Notes: Pastel shirting is a more subtle way make your outfit feel preppy; wear it open over a white tank top for a look that feels very 2022.
Shop the Look:
7. Polo Knit + Corduroy Trousers + High-Tops
Style Notes: Be it on t-shirts or jumpers, polo-neck collars will help you tap into the preppy aesthetic with zero effort. I love how Laura has styled hers with throwback cords and Converse for even more nostalgia play.
Shop the Look:
Next Up: Every Single One of My Friends Is Obsessed With These Dresses

Maxine Eggenberger is Who What Wear UK’s Deputy Editor and has over fourteen years of experience in fashion journalism. She been creating engaging and authoritative content for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, talent interviews self-styled shopping stories and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, leads the editorial team in their search and keyword planning, works closely with the fashion and beauty team on strategy and continues to pen many of her own articles. Prior to Who What Wear UK, Maxine's contributed to publications including Grazia, InStyle Marie Claire, Elle and Look, amongst others.
-
Trust Me: If You Pair This Coat With These Shoes, You Can Wear Anything Underneath and Still Look Chic
A foolproof formula.
-
These Are the 6 Most-Pinned Outfits on Pinterest Right Now—I Just Re-Created Them at Zara, H&M and COS
I've done the hard work for you.
-
5 Simple, Anti-Trend Outfits Everyone Will Wear This Winter
Sometimes, easy outfits really are the best.
-
I Want to Look Elegant and Feel Cosy This Winter—9 Anti-Trend Outfits I Know Will Nail the Brief
Yes, you can look chic when it's cold.
-
Stylish Europeans Are Wearing This Jacket Colour Instead of Black Right Now—5 Outfits That Make Me Want to Do the Same
In every shade on the spectrum.
-
Suddenly, Everyone With Good Taste Is Styling Their Autumn Outfits With This Shoe Trend
See the proof.
-
4 Anti-Trend Outfits I Spot Every Time I'm in Europe
Classic looks that are always in style.
-
Victoria Beckham Wore the Pretty Colour Combo Chic Dressers Will Be Copying ASAP
Myself included.