TOP 15 Cozy Outfit Formulas for Every Winter Occasion (2024)

As the cold weather sets in and we start bundling up, it doesn’t mean we have to sacrifice style.

I’m here to show you 15 of my favorite cute winter looks that will keep you feeling cozy and looking chic all season long.

Whether you’re heading to the slopes, going to class, or just running errands around town, these ensembles have you covered no matter what your day brings.

I’ve designed each outfit with comfort and function in mind while keeping them on-trend and full of personality.

From oversized sweaters and fleece leggings to faux fur coats and corduroy trousers, you’ll find pieces you can mix and match for endless outfit options throughout the winter months.

So snuggle up with a cup of hot cocoa and get ready to take some style notes!

Be sure to let me know which looks are your favorites – I can’t wait to hear which of my designs you’ll be recreating. Stay warm and stay chic, my friends!

Conquer Winter In Style Inspo Gallery! ⛄👗

Oversized sweater cropped with cozy leggings and booties

One of my favorite comfortable-chic looks for lounging around the house or running weekend errands is an oversized cropped sweater paired with soft fleece leggings and heeled ankle booties.

For the top, I suggest picking an oversized sweater in a thick knit material like cable knit or chunky rib.

Oversized fits are so trendy and comfy right now.

The baggier silhouette will keep you extra warm too. Make sure to crop it above your belly button so a sliver of skin shows and it doesn’t overwhelm your frame.

For the bottom, you can’t go wrong with a pair of cozy fleece-lined leggings.

I’d choose a marled gray or black pair that will go with everything. Leggings are so versatile and leg-hugging fleece will have you feeling toasty warm all day.

To finish the look on your feet, heeled booties will keep it cute and casual. Look for a pair with a rounded toe in faux suede or leather.

They’ll walk the line between dressed-up and dressed-down perfectly.

This outfit screams effortless weekend loungewear but still looks put together.

You’ll be super snug and stylish!

Plaid skirt with tights and lug-soled boots layered under an oversized teddy coat

For a fun feminine look that’s as cozy as can be, try pairing a plaid skirt with opaque tights, lug-soled boots, and an oversized teddy coat.

The plaid midi skirt is the star of the show – opt for a bold tartan or glen plaid pattern in rich winter colors like navy, forest green or burgundy. The swingy silhouette will keep your legs warm without being too constricting.

Add opaque tights in a coordinating color to complete the legs. I love a printed pattern or textured texture like stripes or ribbing. Not only do they add visual interest, but they also protect your legs from cold winds.

For shoes, lug-soled boots are ideal for providing traction. Try a chunky pair that hits at the ankle or lower calf. The lug tread will ensure safe footing on slippery surfaces.

Finally, every element gets tucked cozily under an oversized teddy coat. Choose a long double-breasted style with a soft brushed interior like faux sherpa fleece. Its voluminous fit and plush fabric will have you feeling like a human teddy bear!

Wear with coordinating accessories like a plaid newsboy cap or patterned scarf to round out this adorably warm winter coord.

Ribbed turtleneck mini dress with knee-high socks and Chelsea boots

For a chic yet comfortable ensemble that shows off your gams, try a ribbed turtleneck mini dress with knee-high socks and Chelsea boots.

The mini dress is the star of the show.

Look for an A-line silhouette in a thick, cozy rib knit – this will hug your curves while keeping you warm.

A turtleneck neckline adds polish and protects from chill.

Navy, black or deep red would all read as winter-appropriate.

Pair it with knee-high socks.

I love a textured cable knit or marled pair that can be worn up or scrunched down. Not only do they keep your legs snug, but they also elongate your silhouette..

For the mini dress, opt for a fitted silhouette with a flared hem that twirls nicely when you spin. The movement will add fun femininity.

Look for the dress fabric to have a subtle sheen like viscose or rayon for an extra polished look. Its fluid drape will complement curves.

Consider an off-center neckline like asymmetrical or sweetheart to mix up the visuals beyond a classic turtleneck.

Throw in a pop of color underneath with socks in a coordinating but contrasting hue, like red with burgundy or navy with cobalt.

Look for the socks to have unique textures like faux fur trim at the top or ribbed cable knit designs.

Consider chevron or argyle patterns on the socks for interest beyond solids.

Opt for Chelsea boots with whimsical details like lace-up sides, buckles, or collars in leather or suede.

Finish with jewelry touches like layered necklaces, stacked bracelets or oversized drop earrings for balance.

Suggest wearing a silky scarf wound loosely around the neck and knotted to one side.

Style hair in loose waves or a half-updo to show off earrings and necklines.

Recommend applying a bold lip like red or chocolate brown for a polished pop of color.

Finish the look with a classic Chelsea boot. A sleek black leather or suede pair hits at a flattering mid-calf point. Go for a block heel height of 1-2 inches – it’s versatile enough for all day yet still adds some flair.

Wear with a cozy coat, maxi scarf and delicate jewelry. This outfit combines feminine flair with utmost comfort. The mini dress shows skin while strategic layers of ribbing and socks keep you perfectly toasty

Thermal long sleeve layering top with corduroy trousers and ankle boots

For an effortlessly chic daytime look that will keep you toasty warm, try pairing a cozy thermal top with corduroy trousers and Chelsea boots.

The thermal long sleeve top is perfect for layering.

Look for a fitted silhouette in a thick thermal fabric like cotton or polyester that hugs your torso without being constricting.

A classic crew neck is versatile but consider updating it with on-trend details like distressed accents or side slits for easy layering.

Earthy colors like charcoal, oak or brick will blend seamlessly with corduroys.

For the bottoms, corduroy trousers have a relaxed yet polished vibe ideal for winter. A straight leg or slight flare is feminine without being form-fitting.

Rich autumnal colors like forest green, burgundy or tan complement the season.

Opt for a mid-rise that sits comfortably at your natural waist – this balanced silhouette is always flattering.

Look for extra details like faux back pockets, subtle pleats or pin stripes for visual interest.

Finish the look with classic ankle Chelsea boots. A chunky lug sole offers traction while the elastic side goring allows for an easy fit over trouser hems or leg warmers. Leather or suede in a neutral hue like black or oatmeal works best. For versatility, choose a versatile 2-3 inch heel height that won’t tire feet but adds polish.

Layer thin gold jewelry, an oversized watch and small handbag in a colorful leather or plaid print. Top it off with a cozy cable knit beanie or oversized scarf. This outfit checks all the boxes for utility and style through even the longest winter days.

Fleece zip-up onesie with pom pom beanie and snow boots

As the designer behind this collection, I wanted to create the softest and most comfortable ensemble possible. That’s where the fleece zip-up onesie comes in.

Crafted from plush french terry fleece, this all-in-one piece hugs your body in a warm embrace. The zip front makes it easy to pop on and off too.

I designed cute cropped wide leg pants for the bottom that are perfect for lounging. And the fitted sleeves and hood allow you to feel completely cozy and bundled up.

Look for colors like blush pink, light gray or mint – they’re oh so snuggly.

No lazy day outfit is complete without keeping ears toasty.

My pom pom beanie adds so much texture and whimsy. I layered the fluffiest faux fur pom poms around the brim for maximum coziness. It comes in an assortment of colors to match any outfit too.

Last but not least, snow boots will have you ready for a winter adventure.

I chose durable water-resistant styles with grippy treads to keep feet happy and dry whether inside or playing in the snow.

Bright colors and prints like red plaid or purple dots add a playful flair.

Curl up with your favorite blanket and hot cocoa in this dreamy fleece onesie look. You’ll be fully toasty from head to toe in the softest style around. Comfort never looked so cute, friends!

Cable knit sweater and pleated midi skirt with tights and moccasin flats

The cable knit sweater is a wardrobe staple.

Opt for a fitted crewneck style in a thick merino wool or wool blend.

Heathered autumnal shades like burgundy, forest green or navy will complement the season.

Look for subtle details like tipped seams or cable patterns for visual interest. Layering it with a soft cami underneath pairs comfort and style.

For the bottom, a pleated midi skirt is sophisticated yet playful.

Choose an A-line silhouette in a woven fabrics like wool or tweed.

An appreciable fabric weight will keep you warm without feeling bulky. Plaid prints and subtle colors like plums, grays and browns are excellent winter options.

Add opaque tights in a coordinating color or subtle texture.

Neutrals like gray, camel or charcoal work best. Then, finish the look with soft moccasin flats. Suede or leather in rich cognac, burgundy or black tones will go with everything.

The rounded toe presents classic polish.

Accessories can include stacked bracelets, an oversized watch, knit beanie and pop of color with your scarf or longline cardigan.

This outfit combines preppy style with winter coziness perfectly.

Tiered lace mini dress with thigh-high boots and a faux fur jacket

For a sexy cozy look this season, try layering a lace mini dress with thigh-high boots and a plush faux fur jacket.

The tiered lace dress deserves top billing. Look for one with a lovely A-line silhouette in black or navy with intricate lace detailing.

Tiered ruffles at the hem add flirty feminine movement whether you’re sitting or walking. Nipped-in elastic at the waist accentuates an hourglass figure.

Thigh-high boots are the perfect leg-lengthening complement.

Go for a sleek style in soft leather or suede with a riding-inspired design. Stiletto or block heels of 4-5 inches have wow-factor while hugging curves.

Finally, a cozy oversized faux fur jacket keeps it feeling warm. Opt for a longline jacket or coat with stand-up collar and bracelet-length sleeves.

Shaggy blonde or oatmeal faux fur is luxe without being overly flashy.

Layer dainty jewelry, and carry a small envelope clutch or crossbody bag. Sweep hair up sleekly and apply wispy lashes and a pop of crimson lip for a seductive look that’s ready for cooler temps. This is one outfit she’ll turn heads whether in the city or countryside!

Loafers with no-show socks, tartan pants and a turtleneck sweater

This preppy-chic ensemble is perfect for class, work or weekend activities.

Timeless staples come together for a look that’s both polished and comfortable.

The anchor is a classic cotton or wool turtleneck sweater. A versatile neutral like black, gray or cream is a wardrobe workhorse.

Look for one in a moderate fit that layers well under outerwear.

Pair it with a pair of crisp tartan pants.

Opt for a slim straight or tapered leg cut in a medium-weight woven fabric. Plaid patterns like black watch or glen plaid pair elegance with edginess.

Adjust the hem length according to your preference.

On the feet, loafers with no-show socks provide a polished finish. Leather or suede driving styles with minimal embellishments like tassels or backs look polished and professional.

Make sure socks are barely visible above the shoe for a clean line.

Carry an structured leather tote or backpack in coordinating shades. Accessorize simply with delicate layered necklaces.

This outfit is smart, comfortable and seasonally appropriate from dorm rooms to downtown. Endlessly versatile separates are the key!

Oversized button-down collared shirt and jeans with heeled ankle boots

This outfit combo channels relaxed weekend vibes with some added feminine flair.

Layering an oversized button-down shirt with jeans and heeled boots makes it chicly effortless.

The star is an oversized button-down shirt. Opt for one in a crisp woven fabric like Oxford cotton or poplin. Oversized cuts that billow and drape are right on-trend. Roll up the sleeves to show forearms. Light blue, white or pale pink tones work well.

For the bottom, dark wash denim jeans have you covered. Choose a tapered straight or slim leg cut that falls right at the ankle.

Look for subtle distressing details for an lived-in look.

Complete the outfit with heeled ankle boots. A pointed or almond toe in faux leather or suede finishes the legs. A low block or stacked heel of 2-3 inches adds polish yet remains comfortable.

Wear your hair down in soft waves. Accessorize simply with delicate stud earrings, a small crossbody bag and wallet chain for an effortless yet pulled-together weekend outfit. It’s the perfect combination of comfort and cool-girl edge.

Mock neck midi dress with tights, booties and an oversized scarf

For a effortlessly stylish ensemble that looks polished from day to night, layer a mock neck midi dress with tights, booties and an oversized scarf.

The midi dress is the core piece. Look for a fitted silhouette with short sleeves in a moderate weight fabrication like tweed, wool or corduroy.

An elegant mock neckline frames the face beautifully. Autumnal colors like olive green, burgundy or gray have an elegant depth.

Add opaque tights in a coordinating shade. Subtle textures like ribbing or stripes elongate the legs. Then, complete the bottom with pointed toe ankle booties. A low block heel of 1-2 inches provides lift while remaining comfortable all day. Leather or suede shoes detail nicely.

Tie an oversized circular scarf loosely around the neck. Choose one in a plaid or patterned print for visual interest. Its voluminous folds can also double as a lightweight shawl on chillier days.

Carry a crossbody bag or small wallet for essentials. Finish with delicate stud earrings and a ring or two. From work to holidays, this outfit mixes elegance with versatility through all conditions. Layers, ladylike colors and quality fabrics make it a go-to repertoire piece!

Sweater vest with plaid button-down, jeans and heeled snow boots

This on-trend ensemble combines preppy styles with practical pieces for strolling the city streets or university campus.

The anchor is a cozy sleeveless sweater vest. Look for a thick knit in a classic argyle, herringbone or Fair Isle pattern.

Thinner knits in jewel tones like emerald, navy or burgundy add visual appeal for ongoing seasons. Wear it layered over.

A crisp woven plaid button-down shirt.

Opt for a buffalo check, glen plaid or windowpane pattern in autumnal hues. Slightly loose cuts with buttons at the cuffs allow rolling up forearms. Cotton or flannel fabrics retain shape wash after wash.

For the bottom, dark wash jeans with subtle fading and whiskering detail an easy, cool-girl edge. A high-waisted straight or slim boyfriend leg cut is universally flattering. Cuff the hems to show sleek boot shafts.

Complete the look with heeled snow boots. A pointed toe block heel style combines function and femininity. Go for a lug sole with traction along with storm welt construction to stand up to slushy weather. Rich materials like leather or suede in chestnut, olive or charcoal tones complete the aesthetic.

Finish with a small crossbody bag, layered necklaces and beanie or trapper hat. This ensemble is ready for campus paths or pounding pavement with smart style and substance. Layers, heritage fabrics and sleek silhouettes keep it classic yet on-trend.

Mock neck top with A-line skirt, tights and heeled riding boots

For a chic day-to-night look that’s as polished as it is comfortable, layer a mock neck top with an A-line skirt, tights and heeled boots.

The top is a knit V-neck mock neck in a fitted silhouette. Look for one crafted from a thicker fabric like merino wool or brushed back polyester for warmth without bulk.

Heathered shades like plum, forest green or navy complement the season.

Pair it with an A-line skirt offering gentle movement. An midi-length hits at a flattering spot mid-calf. Pick a woven fabric with weight like tweed, corduroy or wool flannel.

Subtle textures like herringbone, houndstooth or pleats add visual interest.

Add opaque tights in a complementary tone. Charcoal, olive or burgundy work well. Then, slide into heeled riding boots.

An almond or pointed toe with a stacked wooden block or cuban heel provides elegant stability. Leather or suede materials dress it up nicely.

Bundle a cozy scarf, carry a crossbody bag and finish jewelry with stud earrings. This outfit combines elegance and ease through any occasion from school to socializing.

Classic silhouettes and subtle details keep it looking polished all winter long.

Oversized sweatshirt with leggings and fleece trim snow pants

Go for an oversized sweatshirt crafted from thick cotton terry fleece or French terry fabric. Generous cuts that can be worn on or off the shoulder add to the cushy coziness.

Neutrals like heather gray, charcoal or olive green pair with everything.

For the lower half, clingy moisture-wicking leggings provide a second skin feel without compromising on comfort.

Nylon/Lycra or cotton/spandex blends move with your body. Solid colors stay discretely under lounging layers.

Then comes the star, fleece-trimmed snow pants.

Look for lightweight, breathable and water-resistant fabrications.

Snap-side pockets and an elastic/drawstring waist ensure a perfect tailored fit over layers.

Storm flaps and reflective piping add functional details. Playful prints and colors like cherry red, royal blue and mint green infuse fun vibes.

Finish with fuzzy socks and warm slippers around the house. Outside call for insulated boots like snow or hiking styles with excellent traction so you can confidently pound the powder in utmost coz and warmth from head to toe! Curl up with hot cocoa afterwards – this relaxed getup is ready for anything comfort calls for.

Turtleneck bodysuit layered under dungarees with booties

The staple piece is a versatile turtleneck bodysuit. Look for one made from a modal or cotton blend in a fitted long-sleeved style.

Crew or high necklines frame the face beautifully. Neutral shades like black, charcoal or camel are easy to pair.

Layer it under relaxed-fit dungarees for an effortlessly cool yet comfortable look. Opt for a medium-weight denim or corduroy pair with a straight or slight flare leg.

Distressed detailing and faded washes lend worn-in charm. Cuff the hems to show off boot shafts.

Then, cozy booties wrap up the bottom half. A pointed toe mule or Chelsea-style ankle bootie pairs modern sophistication with comfort.

Chunky low heels of 1-2 inches allow all-day wear. Leathers, suede or faux shearling fabrics manage wet weather well.

Accessories can include delicate layered necklaces, oversized hoops or studs, and mini crossbody bags. Wear hair down in tousled waves or in a high bun.

This outfit combines ease with elegance through relaxed yet polished separates. Layers smooth everything out for a quintessential winter weekend ensemble. The bodysuit anchors it all in one sleek piece!

Peacoat with roll neck sweater dress and knee-high boots

The staple outerwear anchors this ensemble – a double breasted wool peacoat. Opt for a fitted cut with structured shoulders and waist definition. Rich naval colors like classic navy, black or charcoal hold their color season after season.

Underneath is a knit roll neck sweater dress in a mid-thigh length. Chose a thick lace-up sweater knit that moves comfortably. Solid winter shades like olive, plum or burgundy complement the season. The roll neck framing flatters any neckline.

Complete the look with knee-high boots. A rounded toe silhouette pairs polish with warmth. Leather or suede materials manage wet elements well. Block or stacked heels around 2-3 inches provide coverage and lift without sacrificing comfort.

Layer delicate chains, stack metallic or stone rings and carry a petite crossbody bag. Finish beauty with full brows, creamy lip and fingers wrapped in cozy mittens or gloves – now you’re ready to take on breezy city streets or countryside paths with enduring elegance.

Timeless silhouettes and quality fabrics ensure this outfit stands the test of all conditions.

The staple outerwear anchors this ensemble – a double breasted wool peacoat.

Opt for a fitted cut with structured shoulders and waist definition. Rich naval colors like classic navy, black or charcoal hold their color season after season.

Underneath is a knit roll neck sweater dress in a mid-thigh length.

Chose a thick lace-up sweater knit that moves comfortably. Solid winter shades like olive, plum or burgundy complement the season. The roll neck framing flatters any neckline.

Complete the look with knee-high boots.

A rounded toe silhouette pairs polish with warmth. Leather or suede materials manage wet elements well. Block or stacked heels around 2-3 inches provide coverage and lift without sacrificing comfort.

Layer delicate chains, stack metallic or stone rings and carry a petite crossbody bag. Finish beauty with full brows, creamy lip and fingers wrapped in cozy mittens or gloves – now you’re ready to take on breezy city streets or countryside paths with enduring elegance.

Timeless silhouettes and quality fabrics ensure this outfit stands the test of all conditions.