Ready to upgrade your school wardrobe These 15+ outfit ideas bring together the best of preppy style, from school uniform-inspired looks to modern takes on the classic schoolgirl vibe. Whether you’re into pleated skirts, varsity jackets, or sweater vests, these outfits will help you master the art of preppy back-to-school fashion with ease.
1. Plaid Skirt and Button-Up Shirt Combo
You can never go wrong with a pleated plaid skirt and a crisp white shirt the preppy combo that screams school-ready sophistication. Tuck in your shirt and add a pair of loafers for that elite academic vibe. This outfit gives major school uniform aesthetic with a stylish twist. Top it off with a cute headband to complete the Back-to-School Outfits.


Crisp White Shirt
Buy on Amazon
Plaid Skirt
Buy on Amazon
Dr. Martens Boots
Buy on Amazon2. Cable-Knit Sweater Over a Collared Dress
Layering a cable-knit sweater over a collared shirt dress brings out an effortlessly preppy vibe. Choose a pastel or neutral-toned sweater to keep it soft and feminine. This combo not only keeps you cozy but also fashion-forward for early fall. Add knee-high socks and oxfords to complete your preppy teen girl outfit.


Womens Sweaters Soft Long Sleeve
Buy on Amazon
luvamia Shorts for Women High Waisted
Buy on Amazon
Rhinestone/PU Low Chunky Boots
Buy on Amazon
Hip Hop Mirror Glasses Women
Buy on Amazon3. Tennis Skirt and Graphic Sweatshirt
Mix sporty and preppy by pairing a crisp white tennis skirt with a fun vintage-style graphic sweatshirt. This creates a cool-girl aesthetic that works perfectly for class and after-school hangouts. Throw on white sneakers or platform loafers for a trendy finish. It’s the perfect mix of back-to-school preppy style and laid-back confidence.


Women’s Fall Winter Round Neck Batwing Long Sleeve Sweater
Buy on Amazon
Nike Court Dri-FIT Slam Women’s Tennis Skirt
Buy on Amazon
Grip Socks + Mini Shin Guards + Shin Guard Stays + Pre Cut Soccer Sock Sleeve
Buy on Amazon4. Argyle Sweater Vest and Wide-Leg Trousers
Make a statement with an argyle sweater vest layered over a fitted tee or button-down, paired with wide-leg trousers. This look screams smart and stylish, perfect for a first day of school preppy look. Add chunky loafers or ballet flats to bring it all together. It’s giving vintage prep with a modern edge.


High Waisted Work Pants for Women
Buy on Amazon5. Blazer and Pleated Mini Skirt Duo
Channel your inner Ivy League star by pairing a structured blazer with a pleated mini skirt. Go for neutral tones like navy, grey, or camel to keep it classic and versatile. A pair of tights and ankle boots will pull the look together. This one’s a top pick for cute preppy outfits for school that work all semester long.


Spring Autumn Women Trench Coat
Buy on Amazon
Women’s V-Neck Half-Sleeved Natural Silk Color-Blocked Shirt
Buy on Amazon
LifeStride Women’s Madison
Buy on Amazon6. Sweater Dress with a Peter Pan Collar
Add a soft, feminine touch with a cozy sweater dress featuring a contrasting Peter Pan collar. It’s the ideal one-and-done piece that feels polished without trying too hard. Pair with ballet flats and a dainty bag to complete the look. This outfit fits right into any preppy wardrobe staple list.


Women Pullover Jumper Sweater Dress
Buy on Amazon
Women Stretch Suede Chunky Heel Over The Knee Boots
Buy on Amazon7. Polo Shirt and Pleated Trousers
A crisp polo shirt tucked into high-waisted pleated trousers is the epitome of clean and classic. This minimalist take on preppy fashion feels tailored yet relaxed. Add a belt, a sleek backpack, and glossy loafers to elevate the ensemble. It’s simple, timeless, and screams preppy back-to-school fashion.


Pure Cashmere Sweater Mock Neck Long Sleeve
Buy on Amazon
FUNYYZO Wide Leg Pants Women’s High Elastic Waisted
Buy on Amazon8. Varsity Jacket and A-Line Skirt
Layering a varsity jacket over a basic tee and A-line skirt instantly brings that American prep school vibe to life. Choose bold colors or monogram patches to add personality. Finish it off with ankle socks and sneakers or chunky Mary Janes. It’s the ideal blend of sporty and preppy aesthetic outfit ideas.


Pre-Loved Original GG Canvas D-Ring Abbey Shoulder Bag Small, Brown
Buy on Amazon
Autumn Baseball Jackets Winter Coat Varsity Jacket
Buy on Amazon
Women’s Apparel Maeron Skirt
Buy on Amazon9. Cardigan and Denim Skirt Combo
Mix tradition with casual cool by styling a fitted cardigan with a classic denim skirt. You can button the cardigan up like a top or layer it over a collared blouse. Add retro sneakers or saddle shoes for that preppy meets vintage charm. It’s a great pick for classic back-to-school outfits with a modern twist.


Linen Button Down Shirt Women
Buy on Amazon
Denim Pencil Skirt for Women
Buy on Amazon
Women Skylar Shoe
Buy on Amazon10. Mock-Neck Top and High-Waisted Shorts
This one’s perfect for warmer back-to-school days. A fitted mock-neck top tucked into tailored high-waisted shorts gives a sleek, collegiate vibe. Pair it with loafers or sleek sneakers and a structured tote. You’ll look like you stepped out of a catalog of schoolgirl style done right.


Modal Soft Mock Neck Tank Tops for Women Sleeveless
Buy on Amazon11. Striped Sweater and Khaki Pants Combo
A classic striped knit paired with crisp khaki pants is an effortless way to lean into preppy college outfit vibes. This combo is relaxed but still polished enough for school. Add loafers and a leather backpack to finish off your look. It’s a versatile choice that works for both high school and university students aiming for that school fashion for girls flair.


Women’s Oversized Crewneck Sweaters
Buy on Amazon
Women Wide Leg Pants Cashmere Knitting Pant Fall Winter
Buy on Amazon12. Tweed Jacket and Mini Skirt
Make a fashion-forward statement by styling a cropped tweed jacket with a matching mini skirt. It’s a nod to Gossip Girl-inspired school looks posh, polished, and totally powerful. Stick to muted tones or go bold with plaid. Pair it with sheer tights and ankle boots for an ultra-refined preppy school outfit.


Women’s Plus Size Coat Double Breasted Knit Sweater
Buy on Amazon
Women High Waist Skirt Pleated Casual
Buy on Amazon
Women Fashion Court Shoes Wedding
Buy on Amazon13. Button-Up Shirt with Sweater Draped Over Shoulders
Nothing says classic prep like a white button-up shirt with a pullover sweater casually draped over the shoulders. Pair this with slim-fit jeans or a pencil skirt for a fresh take on school uniform-inspired outfits. This style has long been a staple in preppy wardrobe essentials, exuding academic energy and timeless charm.


Sweater Shawl Wraps for Women
Buy on Amazon
Wide Leg Jeans for Women
Buy on Amazon14. Ruffled Blouse and Corduroy Skirt
Elevate your classroom look with a ruffled blouse tucked into a fitted corduroy skirt. This combo blends feminine details with traditional textures ideal for a preppy back-to-school outfit that feels vintage yet fresh. Add tights and a pair of lace-up boots for that perfect fall-ready finish. It’s a smart mix of texture and polish.


Women for Sweaters
Buy on Amazon
Women’s Summer Smocked Waist Plisse Ruffle Tiered A-Line Mini Skirt
Buy on Amazon15. Crewneck Sweatshirt and Collared Blouse Layering
Create depth and dimension by layering a crisp collared blouse under a crewneck sweatshirt. Pair it with a plaid skirt or dark denim to keep it classic. This preppy layering technique is not only cozy but also on-trend for teen girl outfits for school. Bonus points for a monogrammed or college-logo sweatshirt to seal the look.


Jeans Pants Trousers Denim High Waist
Buy on Amazon
GAP Girls’ Logo Crew Sweatshirt
Buy on Amazon16. Sweater Vest and Shirt Dress Combo
Layer a fitted or oversized sweater vest over a long-sleeved shirt dress for a super stylish and cozy look. This ensemble is perfect for transitional weather and has that high-achieving, preppy schoolgirl outfit energy. Add knee socks and chunky loafers or sleek boots to round it out in true Blair Waldorf fashion.


Long Sleeve Shirts For Women Oversized Sweatshirt
Buy on Amazon17. Collared Knit Top with Checkered Pants
Try a collared knit top (bonus if it’s pastel or cable-knit) with ankle-length checkered or plaid trousers for a modern prep vibe. This combo walks the line between comfy and classy, making it ideal for long school days. You’ll look ready for both a study session and a coffee date a must-have in your preppy back-to-school fashion arsenal.


Women Renaissance Shirt Off Shoulder Flutter
Buy on Amazon
Womens Checkered Pants Zip Off Plaid Gingham Pants
Buy on Amazon
Flat Shoes Women
Buy on Amazon18. School Crest Cardigan with Uniform Skirt
Add serious school spirit to your outfit with a cardigan featuring a crest or emblem. Wear it over a blouse and tuck it into a traditional uniform-style skirt. This outfit has major academic aesthetic appeal and fits perfectly within the classic preppy style for students. Throw on a leather satchel, and you’re golden.


Womens Lightweight Cardigan Crop Tops
Buy on Amazon
Women’s Elastic Waist Tartan Pleated School Skirt
Buy on Amazon
Women’s Combat Boots Lightweight
Buy on Amazon19. Sleeveless Turtleneck and Plaid Culottes
A sleeveless knit turtleneck offers a fresh take on classic prep, especially when paired with wide plaid culottes or pleated trousers. This combo is chic, breathable, and unique a standout in any preppy outfit idea list. Add minimalist jewelry and structured flats for that clean-girl finish.


Jackets for Women Fashion Basic Long Sleeve Button Down Denim Jacket
Buy on Amazon
Grunge Plaid Pants Women Y2K Goth Alt Baggy Pants
Buy on Amazon
Unisex-Child Sneaker
Buy on Amazon20. Longline Coat Over School-Inspired Layers
For colder months, top off your preppy ensemble with a tailored longline coat. Whether layered over a sweater vest, skirt, or trousers, this outerwear pulls the whole look together. Opt for classic colors like camel, navy, or gray to stay in line with preppy fashion for school. It’s a polished, cozy, and timeless way to complete your back-to-school outfit.
