Tired of the Same Jeans and Sweater Combo? Try These Winter Looks

There’s nothing simple about throwing on jeans when it’s nine degrees and windy outside. Add jeans to your winter rotation by styling them with all the right layers, boots and outerwear. These jeans outfits for cold weather will keep you warm and looking great for holidays, errands and everything in between.

1. Straight Leg Jeans, Cream Cable Knit, and Brown Suede Boots

A cream cable knit sweater paired with mid wash straight leg jeans are an easy jeans outfit for winter. The straight leg jeans balance out the chunky texture of the sweater. Add in a camel colored scarf and brown suede ankle boots for a jeans outfit that’s equally at home by the fire as it is running errands. Bonus points if those errands devolve into a lunch date you weren’t expecting.

2. Black Skinny Jeans, Tall Riding Boots, and a Plaid Blanket Scarf

There’s no colder-weather ensemble more classic than skinny jeans and tall boots. The narrower leg of black skinny jeans tuck easily into a pair of tall boots without extra bulk at the ankle. Wear this jeans and boots outfit with a black turtleneck sweater and plaid blanket scarf for school pickups, holiday shopping, or any cold-weather walk when you still want to look put together.

3. Wide Leg Jeans, Long Wool Coat, and a Fitted Turtleneck

Forget everything you know about wide leg jeans being a summer style, they’re the perfect jeans for winter under a long coat. Pair a pair of dark wash wide leg jeans with a fitted turtleneck (you want to balance out the extra volume around your ankles) and knee length camel or charcoal colored wool coat for a winter jeans outfit that’s perfect for chilly days at work or an evening out with friends. Finish off with a pair of pointed ankle boots for extra drama.

4. Dark Wash Bootcut Jeans, Chelsea Boots, and a Shearling Jacket

Bootcut jeans: These jeans have made quite the comeback (they never really left; they were just standing by the door with their coat on). Bootcut jeans pair perfectly with Chelsea boots, the slight flare lays flat over the top of the boot for a streamlined and leg lengthening look. Team up a pair of bootcut jeans with a cognac or tan colored shearling lined jacket for a jeans outfit for winter that’s perfect for farmers markets, trips to the Christmas tree lot, or coffee runs that end with a detour for window shopping.

5. Barrel Jeans, Oversized Cardigan, and Loafers With Wool Socks

The curved silhouette of barrel jeans look just as cool in winter as they do in warmer months. Pair them with an oversized cardigan sweater for a jeans look for winter that’s fashion forward, but not so trendy that you have to explain yourself over brunch. Complete the jeans and cardigan look for winter with a pair of loafers and chunky socks (bonus points for ribbed wool socks that peek out from the top of your loafers, yes, showing your socks is the point). Save this jeans outfit for cold weather occasions like brunch or a gallery date.

6. White Jeans, Ivory Sweater, and a Camel Coat

White jeans are surprisingly one of the best jeans to wear in winter. Paired with an ivory colored sweater, cognac colored boots, gold hoop earrings and a camel coat, white jeans look chic and polished (and like you spent more money on that camel coat than you actually did). Just skip it on days when there’s still snow and slush outside, no one needs that.

7. Black Straight Leg Jeans, Leather Moto Jacket, and a Gray Hoodie

Rock and roll never looked so grown up. Balance a pair of black straight leg jeans and black leather moto jacket with a soft gray hoodie and pair of chunky lug sole boots for a casual jeans outfit for winter. Bonus points if those boots are combat boots. Wear for dinner, concerts, or any time you’re looking for a way to make your to do list look more fun.

8. Light Wash Mom Jeans, Fair Isle Sweater, and Snow Boots

It’s not quite cabin life, but it’s close enough. For a cozy jeans look for winter, team high rise mom jeans with a Fair Isle sweater, pair of lace up snow boots and pom beanie. Bonus points if your light wash mom jeans are high rise enough to accommodate yanking said sweater out of said jeans while yanking said laundry basket/snow sled/etc. up said stairs.

9. Dark Skinny Jeans, Tunic Sweater, and Over the Knee Boots

Think of long sweaters as stylish hugs that happen to cover your butt. Paired with dark skinny jeans and taupe or black over the knee boots, tunic sweaters are a cold weather jeans outfit formula that’s perfect for movie dates (no matter what the theater thermostat says), long days at the office, or dinners with friends.

10. Wide Leg Jeans, Cropped Puffer, and Platform Sneakers

If you want to wear a puffer jacket, but don’t want to resemble a marshmallow, try a cropped puffer that hits at the waist. Not only does it look chic, but it shows off the high rise waistband on your favorite wide leg jeans. For a winter jeans and jacket combo, try a cropped puffer jacket and wide leg jeans with platform sneakers (keeps the jeans hem off the gross sidewalk) and ribbed beanie. Bonus points if you’re channeling very cool aunt energy.

11. Straight Leg Jeans, Button Down Shirt, and a Crewneck Sweater

A button down shirt and crewneck sweater combo may be a little librarian, but when you let the cuffs and collar peek out from underneath, it’s the most casual of preppy jeans outfit for winter ideas. Team a crewneck sweater layered over a button down shirt with medium or dark wash straight leg jeans, penny loafers and a structured tote for days when you want to look like you’ve got it all together (parent teacher conferences, casual Fridays and lunch dates with your in laws approved). Bonus points if people actually assume you have it all together.

12. Black Flare Jeans, Faux Fur Coat, and Heeled Boots

If wearing a faux fur coat is like showing up to a party dressed a little too glam, black flare jeans are the jeans shape that makes it work. Try a cropped faux fur jacket with flare jeans for a winter jeans outfit that’s equal parts seventies and sparkly for the holidays. Wear your flare jeans with a cropped faux fur jacket, heeled boots and a fitted bodysuit or silky camisole for holiday cocktail parties, office parties or even a trip to the grocery store that you’re making extra dramatic with red lipstick. Bonus points if you’re ready for the holidays.

13. Distressed Boyfriend Jeans, Chunky Turtleneck, and Combat Boots

Ripped jeans in the winter? Boyfriend jeans: These jeans with light distressing feel lived in and relaxed. Balance them out with a chunky turtleneck for texture and warmth. We’re not afraid of a little trend pushing back, especially when we can hide fleece lined tights underneath. For a cozy jeans outfit for winter, pair slightly distressed boyfriend jeans with a thick turtleneck, teddy coat or long knit cardigan and combat style lace up boots. Bonus points if your fleece lined tights are doing the actual cozy heavy lifting. Bonus points if it’s waffle knit.

14. Medium Wash Straight Leg Jeans, Blazer, and a Thermal Henley

A blazer and jeans outfit for winter is the perfect smart casual jeans outfit for winter formula, especially when you sub in a thermal henley for the usual button down shirt. For an instantly put together cold weather jeans look, team medium wash straight leg jeans with a houndstooth, camel or navy blazer, thermal henley, ankle boots or loafers and leather tote for lunch dates, casual Fridays or client meetings. Bonus points if no one knows your thermal henley is basically just long underwear.

15. Cropped Straight Jeans, Lug Sole Loafers, and Argyle Socks

A little ankle peeking goes a long way in winter. Team cropped jeans (think: just above the ankle) with lug sole loafers and patterned or argyle socks for a jeans outfit for winter that’s best saved for dry days. For an extra cozy twist, layer a collared shirt under a V neck sweater and top it all off with a wool coat for an extra dose of professor energy. Bonus points if you’re channeling professor energy and you have impeccable shoe game.

16. Black Wide Leg Jeans, Long Puffer Coat, and a Knit Beanie

It’s single digits outside? This is when we reach for our longest puffer. For a cozy jeans look this winter, wear a long puffer coat with black wide leg jeans and tuck the hem over your boots. For extra smugness, add a knit beanie and scarf combo and waterproof boots for cold commutes, trips to outdoor Christmas markets or watching your kid play soccer in the cold. Bonus points if you’re toasty while everyone else freezes.

17. High Rise Skinny Jeans, Bodysuit, and a Cozy Shacket

A shacket (for those of you who don’t speak shacket yet, it’s somewhere in between a shirt and coat, but heavier than a flannel) is the perfect layering piece for jeans in the winter, especially when it’s wool blend and in a plaid pattern. Wear it indoors, or on milder winter days, with anything that you’re comfy in, like a fitted bodysuit and high rise skinny jeans. For a jeans look this winter that’s perfect for lunch dates, running errands or casual dates, team high rise skinny jeans with a wool blend shacket, fitted bodysuit (so everything stays tucked and smooth), crossbody bag and suede ankle boots. Bonus points if your bodysuit isn’t bunching up under your shacket.

18. Ecru Wide Leg Jeans, Chocolate Sweater, and Tall Brown Boots

Ecru jeans are softer than their white counterparts, which makes them even more perfect for winter especially when you style them head to toe in chocolate brown and cream. For a jeans look that’s perfect for Christmas Eve dinners, holiday photos and anytime you want to look expensive, wear ecru wide leg jeans with a fuzzy knit or cashmere chocolate brown sweater, chocolate wool coat, tall brown boots and a gold necklace. Bonus points if you’re dressed like a very nice dessert. Don’t spill your cocoa.