tan long puffer vest

20 CUTE WINTER OUTFITS FOR SCHOOL 

Looking for the perfect back-to-school outfit ideas for this fall and winter? Whether you’re gearing up for college, university, or high school, there’s something here for everyone! With the holidays almost over, it’s time to start thinking about your back-to-school wardrobe.

Planning your outfits in advance can save you time each morning, especially during that first week when you have so much else to focus on. The last thing you want to stress about is what to wear.

If you haven’t decided on your first-day outfit or mapped out your looks for the first week, here are 20 stylish ideas to inspire you!

CUTE WINTER LOOK WITH SKIRT 

A cute winter look with a school skirt that combines warmth and style in an easy way. Pair a cozy knit sweater with a solid or wool mini skirt. Finish the look with knee boots or a trendy scarf to keep you warm but still look stylish in colder weather.

HAPPY SPORTY LOOK

Here’s a fun athleisure look for school that blends comfort and style, perfect for active days. Start with solid joggers or leggings and a lightweight zip-up hoodie for a bright outfit. Finish it off with trendy sneakers and some fun accessories to add your own touch while staying ready for any adventure!

MOM BLUE JEANS

Mom blue jeans are a versatile choice for a school outfit, offering both comfort and a relaxed fit. A trendy cropped sweater or a classic tee complements them for a laid-back yet stylish look. Adding fashionable sneakers and a crossbody bag completes the ensemble, making it perfect for everyday wear.

GREY SWEATPANTS

Grey sweatpants are a cozy and stylish option for school wear, providing comfort for long days. Pair them with a matching hoodie or a tight T-shirt for a balanced look that is both comfortable and polished. Complete the outfit with trendy sneakers and a backpack to stay comfortable while still expressing your personal style.

COZY JACKET

A cozy jacket is an essential addition to any school outfit, offering warmth and style as the seasons change. Choose a fleece-lined or denim jacket to layer over a simple tee or hoodie for a chic yet casual look. Pair it with jeans or leggings and your favorite sneakers to create an effortlessly cool ensemble that keeps you comfortable throughout the day.

OVERSIZED SWEATER AND LEGGINGS

Ah, the classic “I woke up like this but still look fabulous” outfit. An oversized sweater with leggings feels like a cozy hug all day long. Go for a chunky knit in a neutral color for ultimate comfort and style. Pair it with knee-high boots, and you’ll be all set for that 8 AM class. Pro tip: Choose fleece-lined leggings for added warmth—your legs will definitely thank you

PLAID SKIRT AND TURTLENECK

Embrace your inner Cher Horowitz with this preppy-chic look. A plaid skirt paired with a fitted turtleneck gives off major “smart cookie” energy. Keep warm by layering with cozy tights or knee-high socks, and top it off with a blazer for extra warmth and a dash of sophistication. Who says you can’t ace your chemistry test while looking like you stepped out of a ’90s rom-com?

PUFFER VEST AND JEANS

Let’s talk about the unsung hero of winter fashion: the puffer vest. It’s like wearing a cozy sleeping bag in public without any judgment. Style it with your favorite jeans and a long-sleeve tee for a look that says, “I’m ready for anything—whether it’s a pop quiz or an impromptu snowball fight.” Bonus: The pockets are perfect for stashing hand warmers. You’re welcome!

SWEATER DRESS AND KNEE-HIGH BOOTS

Who says dresses are only for summer? A sweater dress is basically a cozy blanket, but make it fashion. Pair it with some stunning knee-high boots for a look that’s both comfy and chic. If it’s extra chilly, throw on some thick tights for warmth. It’s the ideal outfit for days when you want to look stylish but still feel like you’re wrapped up in bed.

LAYERED TURTLENECK AND DENIM JACKET

Layering is essential for winter fashion, and this combo is a total winner. Start with a turtleneck (your neck’s new best friend), then add a denim jacket, and voila! It’s like wearing a cozy hug, but with a cool edge. Throw on some jeans and sneakers, and you’re ready for the day. Pro tip: Keep a beanie handy for those extra chilly days. Bad hair day? Not anymore!

CROPPED SWEATER AND HIGH-WAISTED PANTS

Who says you can’t show a little skin in winter? A cropped sweater and high-waisted pants strike the perfect balance between cozy and chic. Opt for a thick, chunky knit to stay warm, and style it with wide-leg trousers for a look that says “fashion editor on a coffee break.” Finish it off with ankle boots, and you’ll be strutting through those school hallways like it’s your own personal runway.

SHACKET AND JOGGERS

Let’s talk about the shacket—the perfect blend of a shirt and jacket that’s become a fashion must-have. Style it with joggers for the ultimate comfy-cool vibe. It’s basically like wearing pajamas to school, but totally acceptable. Throw on some chunky sneakers, and you’re set for whatever the day brings.

SWEATER VEST AND BUTTON-UP

Channel your inner grandpa (but make it fashion) by layering a sweater vest over a button-up shirt. It’s preppy, cozy, and the perfect way to look smart while staying warm. Add some jeans and loafers for a look that says, “Yes, I did finish the extra credit assignment.” Push up your sleeves for that effortlessly cool vibe. Glasses are optional, but highly recommended for maximum scholarly style.

TEDDY COAT AND SKINNY JEANS

Wrap yourself in a teddy coat and enjoy the sensation of being embraced by a very stylish bear. Combine it with skinny jeans for a sleek silhouette. This outfit is ideal for those days when you want to feel like you’re still in bed but need to adult. Slip on some ankle boots, and you’re ready to take on the day!

TURTLENECK DRESS AND OVER-THE-KNEE BOOTS

Want to feel like a total boss babe? Slip into a turtleneck dress and over-the-knee boots. It’s sleek, chic, and warm—what more could you ask for? If it’s particularly chilly, add some tights and throw on a long coat for maximum drama as you walk into class.

COLORFUL PUFFER JACKET AND LEGGINGS

Who says winter has to be all doom and gloom? Brighten up those dreary days with a colorful puffer jacket. Style it with leggings for a look that’s part “ready for the gym” and part “human ray of sunshine.” It’s like wearing a mood booster, and you’ll never lose your friends in a crowd again!

FLANNEL SHIRT AND CORDUROY PANTS

Nothing says “cozy winter vibes” quite like a flannel shirt and corduroy pants. It’s like wearing a warm hug all day long. Roll up the sleeves of your flannel for a laid-back look, or button it all the way up for extra warmth. Add some combat boots, and you’re ready to take on the world (or at least that group project). Fun fact: Corduroy pants create a satisfying “swish” sound when you walk. Instant ASMR, anyone?

SWEATER BLAZER AND PLEATED SKIRT

Want to look put-together without sacrificing comfort? Meet the sweater blazer. Team it with a pleated skirt for a look that’s part academic chic and part cozy queen. Add some warm tights and loafers, and you’ll be ready to ace that presentation (or at least look like you know what you’re talking about)!

TURTLENECK SWEATER AND LEATHER SKIRT

Want to mix cozy with edgy? Try a soft turtleneck sweater with a leather skirt. It’s like your top half is ready for a nap, while your bottom half means business. Add some sheer tights and ankle boots for a look that’s part “I’m here to learn” and part “I might head to a concert later.” Word of caution: This outfit may inspire you to strike poses in reflective surfaces. Embrace your inner model!

LONG SLEEVE SWEATER DRESSES

Long sleeve sweater dresses are a cozy and fashionable choice for school, providing warmth and style in cooler weather. These dresses can be easily dressed up or down, making them versatile for various occasions. Combining them with ankle boots or sneakers and a denim jacket creates a chic yet comfortable look that’s perfect for everyday wear.

CONCLUSION

Winter doesn’t have to mean sacrificing style. With the right pieces and a little creativity, you can create adorable and cozy outfits that are perfect for school. From classic sweaters and jeans to trendy puffer coats and boots, there are countless options to explore. Remember to layer up for warmth and don’t be afraid to experiment with different colors and textures.

19+ CUTE EVERYDAY OUTFITS 

While shopping for occasion wear or dreaming up vacation outfits is always exciting, building a wardrobe of stylish yet casual outfits you can rely on every day is key to simplifying your routine. The beauty of cute, everyday outfits lies in how effortlessly they make getting dressed!

Whether you’re running errands, meeting friends, or working at a coffee shop, these outfits will help you feel comfortable and true to yourself. Ahead, I’ve curated a list of casual looks that are perfect for daily wear. No matter your style, these laid-back options are sure to spark some outfit inspiration!

PUFFER VEST + SWEATER

A puffer vest is one of my go-to pieces for fall and winter—it’s stylish, keeps you warm, and doesn’t feel bulky while you’re on the move. To keep things extra cozy, I’ve paired it with this incredibly soft cashmere fisherman sweater. Add a nice pair of jeans, Sambas, and a baseball cap to finish off the look. For an even more laid-back vibe, swap the jeans for a matching sweatsuit set that’s perfect for taking you from morning to evening.

WHITE TEE, SWEATER + SHORTS

If you’re looking to embody those Coastal Grandmother vibes this summer, you’ll want to save this next outfit idea. These Agolde jean shorts feature a longer length that’s incredibly flattering and pairs well with both casual and dressy tops. Simply add a white tee and drape a striped sweater over your shoulders, then complete the look with some sandals. This outfit is just as adorable for seaside strolls as it is for everyday outings.

COZY SWEATER + BARREL JEANS

Nothing exudes casual-chic quite like a stylish pair of denim paired with a luxe knit. For an elevated yet comfy outfit, loose-fitting denim is the perfect choice. I’m a fan of these Everlane barrel pants; they’re lightweight, stretchy, and their trendy silhouette adds a touch of sophistication to any look. Team them with a cozy sweater and sneakers for an effortlessly chic vibe. If barrel jeans aren’t your cup of tea, you can easily recreate this outfit with relaxed trousers instead.

DENIM SKIRT, BLAZER + MARY JANES

Denim midi skirts are definitely a wardrobe staple. They’re a fantastic alternative to jeans or shorts when you want to switch things up. For a high-fashion yet practical everyday look, pair your denim midi with a nude tank and comfortable Mary Jane flats that are both stylish and easy to walk in. An oversized blazer adds a chic layer that ties the entire outfit together, but feel free to leave it off if the weather is warm!

LINEN SHIRT, TANK TOP + SANDALS

My love for linen is still going strong! A simple linen shirt is a versatile summer staple that can be thrown over a dress, paired with a midi skirt, or layered over a tank top and short jeans, as I’ve done here. The possibilities are endless (and always chic). Pair it with sandals like Birkenstocks, and voilà! You’ve got an outfit you’ll want to wear all spring and summer long.

OVERSIZED BLAZER + WHITE TANK

Want to keep your favorite white tank and jeans but still look polished? An oversized blazer is the simplest way to elevate your basic outfit into something chic. This formula offers plenty of versatility. For a casual vibe, pair it with comfortable sneakers and sunglasses. If you’re heading to a dressier event, swap out the sneakers for sling-back heels and add some statement jewelry for a more sophisticated touch.

BALLET VIBES

Balletcore has undeniably been a huge trend this year, and I’m all for it! I love incorporating dance-inspired pieces into my everyday wardrobe for a hint of elegance. A black long-sleeve bodysuit paired with ballet flats creates a beautiful look, offering the perfect contrast to more casual streetwear items like cargo pants.

LINEN SHORTS + VEST TOP

On scorching summer days when you still want to look cute, linen is your best friend. A pair of black linen shorts, like these from Aritzia, looks effortlessly chic when paired with a stylish shoulder bag and leather flip-flops. A linen vest top is just as breezy and comfy as a cotton tank but offers a more elevated look. And don’t forget your sunhat and SPF!

LOGO SWEATSHIRT + WOOL COAT

Wool coats are an essential chilly weather staple that elevate even the most casual outfits. You can easily wear one throughout fall and winter with your favorite jeans and a cool graphic sweatshirt or tee for a practical, everyday-approved look. Complete the outfit with dad sneakers, a baseball cap, and a crossbody bag for an effortlessly low-key vibe.

ATHLEISURE + CRISP WHITE SHIRT

Looking for everyday outfit ideas that are ultra-comfy? Athleisure is the way to go! A matching workout set is the perfect hack for looking put-together, even if you just rolled out of bed. Elevate the look with cool-girl touches like chunky New Balance sneakers, long socks, and a crisp white shirt—talk about effortless business casual!

DENIM + BUTTON-DOWN SHIRT

Here’s another take on my go-to denim and button-down shirt combo—proof that you can keep the same outfit formula feeling fresh with just a few changes! For this casual look, I’ve chosen denim. Adding a baby blue button-down provides a light layer and a fun pop of color to the neutral outfit. Feel free to mix and match your button-down shirts with any laid-back look—it’s a style that’s hard to get wrong!

OFF WHITE + DENIM JACKET

You can never go wrong with an all-white look—it’s effortlessly chic and timeless. Elevate this everyday base by adding coordinating black accessories and a denim jacket. I love wearing leather flip-flops for warm spring and summer days, but you can easily transition this outfit into fall with ballet flats or heeled boots.

STRIPED SHIRT, WHITE SKIRT + SANDALS

Midi skirts are definitely having a moment right now, and I can’t get enough of them! The outfit combo above is ideal for refreshing your everyday look while staying chic and comfy. A white midi skirt—the ultimate piece for spring and summer—feels effortlessly flowy and casual when paired with a striped shirt, fisherman sandals, and an oversized tote. Style your hair in loose, undone waves for a relaxed, low-key vibe.

BLACK TEE, JEANS + FLIP-FLOPS

Who says a basic outfit can’t be chic? Straight-leg jeans and a black tee are a super simple combination that many of us wear on repeat. Elevate this relaxed look by adding a leather belt, a stylish handbag, and chic sandals that tie everything together beautifully.

DOUBLE DENIM

According to Who What Wear, double denim is making a comeback in 2024. However, in my book, it never really went out of style! Embrace this iconic Y2K pairing by wearing a denim jacket and jeans in a similar wash. Keep it casual with a plain tee and lived-in sneakers, or opt for a more feminine touch with a shirred top and ballet flats for a cute twist.

BLACK JEANS + OVERSIZED SHIRT

This cute everyday outfit totally gives off model-off-duty vibes! Loose black jeans have a relaxed, laid-back feel, especially when paired with a casual tank top and my favorite sneakers for 2024—Adidas Sambas. The oversized fit of a polished button-down adds a chill touch, so try layering it over a casual base for a more styled look.

CARGO JEANS, CARDIGAN + SNEAKERS

Looking to spice up your daily denim? Cargo-inspired jeans are the perfect addition to your everyday wardrobe. You can style them just like your favorite jeans with sneakers and a cute cardigan, but it’s the details that make your outfit stand out. For added flair, accessorize with feminine touches like a little leather clutch and dainty jewelry to elevate your look.

STRIPED SWEATER, JEANS + BALLET FLATS

You can create countless outfits around a great-fitting pair of jeans. This simple combo is perfect for school, shopping, a lunch date, or casual days at the office. Start with a base of high-quality jeans and a white tank, then layer a striped sweater on top. Complete the look with ballet flats and a trendy shoulder bag for a chic finish.

RELAXED JEANS + LEATHER JACKET

In my opinion, any variation of jeans and a white tee makes for a cute everyday outfit. To refresh your go-to combo, try swapping your blue jeans for a relaxed pair in khaki or oat colors. A leather jacket adds a grungy touch, while black accessories help your white tee stand out beautifully.

KNIT DRESS, JEAN JACKET + SNEAKERS

For women who appreciate a balance of feminine and masculine styles, this next look is perfect for you. A knit midi dress paired with gold jewelry and a shoulder bag typically feels polished, but adding a denim jacket and trendy sneakers gives the outfit a more casual vibe. It’s an ensemble I’d wear out to dinner, to a friend’s house, or for any informal occasion.

CONCLUSION

From casual and comfy to stylish and sophisticated, there’s something here for everyone. Remember, the most important thing is to feel confident and comfortable in what you’re wearing. So, experiment, have fun, and let your inner cuteness shine through!