It’s time to break out those cozy sweaters, warm coats, and yes – wide leg jeans!
Wide leg denim is such a chic and effortless way to stay stylish and comfortable all season long. The roomy fit allows you to layer up with bulkier knits and boots, while the elongating silhouette flatters all body types.
Cozy Sweater and Beanie
Nothing beats a super soft, oversized sweater in the winter – it’s an effortless way to look stylish while staying warm!
For this casual weekend look, pair your wide leg jeans with a slouchy turtleneck sweater in a neutral color like cream or tan.
I love how the lighter sweater contrasts the dark wash denim.
To accessorize, add a chunky knit beanie in a coordinating neutral tone.
This helps tie the look together and keeps your head nice and toasty.
For footwear, slip on a pair of lug-sole boots in black or brown leather.
The thick platform sole gives this outfit a cool ’90s vibe while also providing traction for icy conditions.
For outerwear, you can’t go wrong with a classic camel coat in a long, oversized silhouette. This versatile coat complements the neutral tones of the outfit seamlessly.
Finish off with a printed scarf and shoulder bag in earthy hues like olive green or rust orange for a pulled-together daytime look.
The slouchy, relaxed vibe of this outfit is so perfect for weekend errands and casual hangs.
It proves that wide leg jeans can definitely be styled for colder weather while remaining super comfortable!
Faux Fur Coat and Tall Boots
For days when the temperatures really dip, you need an outfit that can stand up to the elements in style.
That’s where a fuzzy faux fur coat comes in! Pairing your wide leg jeans with an oversized faux fur coat makes a seriously chic statement.
Choose one in a camel or chocolate brown shade that contrasts the denim nicely.
To balance the voluminous coat, tuck a slim fitting mockneck sweater or bodysuit into your jeans. This creates a streamlined silhouette on top.
Add a pair of knee-high or over-the-knee suede or leather boots in a rich shade like chestnut brown or black. The sleek boots beautifully offset the fuzzy texture of the faux fur coat.
You can also add metallic accents with a belt and jewelry in matching gold or silver tones.
Try a wide belt cinched around the smallest part of your waist, delicate hoop earrings, and a couple of layered necklaces. The metallic details give this winter outfit a touch of sophistication.
Finally, carry a structured handbag like a ladylike top-handle satchel.
It complements the elegant vibe of the faux fur coat. A burgundy or forest green bag would be so striking against the neutral tones of the outfit.
This outfit combo is totally glamorous while keeping you nice and cozy!
Chunky Knits and Chelsea Boots
For days when you want to feel cute but maximize comfort, chunky knit sweaters are a winter essential.
Pair your wide leg jeans with an oversized cable knit sweater in a pretty pastel shade like lilac, baby blue, or blush pink.
The chunky texture adds a cozy element, while the pastel color feels fresh and fun.
Balance out the volume on top with sleek footwear like classic Chelsea boots. Choose a pair in leather or suede with minimal detailing to keep it simple and streamlined.
You can also add warmth with fleece-lined leggings or thermal tights in black or gray.
Accessorize this casual look with dainty gold jewelry like a paperclip chain necklace, initial pendant, and mini hoop earrings.
For an effortless finish, keep your hair down in natural waves and tie a matching pastel scarf around your neck.
The result is a cute and comfy weekend outfit that’s ideal for brunch dates, running errands, or relaxed activities like apple picking or visiting a pumpkin patch!
The oversized sweater and chunky boots strike the perfect balance between style and comfort.
Cardigan and Loafers
For transitional weather when you need light layers, an oversized cardigan is just the thing.
Choose one that hits at least mid-thigh in a neutral tan, gray, or oatmeal shade to pair with your go-to wide leg jeans.
Leave it unbuttoned and style with a simple sleeveless bodysuit or tank top tucked in.
On your feet, add a preppy touch with classic leather loafers or slip-on mules with heels.
I personally love the contrast of the casual wide leg denim with polished loafers – it’s so chic! Accessorize with dainty jewels like a mini pendant necklace and stack of thin gold bangles.
To finish the look, drape a colorful blanket scarf around your shoulders. This cozy accessory comes in handy when temperatures start dropping in the afternoon or evening.
A vibrant scarf in a cheery hue like mustard yellow or burnt orange gives this neutral outfit a fun pop of color.
Carry a structured top-handle bag in a cognac brown or caramel hue to complement the cardigan and shoes. The ladylike silhouette works nicely with the relaxed wide leg jeans.
This is such a great outfit for weekends, office days, or grabbing an outdoor coffee date when the weather is still mild. It’s stylish but super comfortable for all-day wear!
Turtleneck and Ankle Boots
For a polished weekend look, you can’t go wrong pairing wide leg jeans with a fitted turtleneck sweater and ankle boots. Choose a fine-knit black turtleneck that hugs your figure nicely, and tuck it into your jeans.
This elongates your torso and creates a lean silhouette.
Next, add black or brown leather ankle boots with a block or stacked heel for comfortable height.
The fitted top and streamlined boots balance the volume of the wide leg denim for a flattering proportion.
Pull the look together with a longline wool coat in black, camel, or gray.
This tailored outer layer will keep you so cozy and polished. For accessories, layer on gold necklaces and add a colorful beanie or headband to brighten up the neutral palette.
Carry a black leather crossbody bag for hands-free wearing as you run errands or meet friends for an indoor brunch. This is a simple yet so put-together weekend outfit for wide leg jeans. It only takes a few key pieces!
Printed Blouse and Pointed Flats
Want to dress up your denim for work or a daytime event?
An eye-catching printed blouse with pointed flats makes your wide leg jeans instantly office-ready.
Look for a satin or silky blouse in a lively print like black and white gingham, red polka dots, or vibrant florals.
Tuck the blouse into your jeans and add simple black or nude pointed flats. This elongates the legs and gives you some extra height. A blazer in a coordinating color or print provides a professional touch.
Try one in black and white gingham to match a gingham blouse.
For a work-friendly vibe, avoid oversized or noisy jewelry. Keep it minimal with petite hoop earrings, a thin bracelet, and dainty necklace. Carry a structured satchel or tote bag in black, cognac, or blush pink leather.
The ladylike details offset the casual wide leg jeans for a business casual look you can wear to the office.
If you prefer a dressier option for weekends, go for sparkly flats, bright red lipstick, and a flashy cocktail ring to really make the printed blouse pop!
This outfit formula lets you easily take your jeans from desk to drinks.
Bomber Jacket and White Sneakers
Who says wide leg jeans can’t be edgy?
Channel model-off-duty vibes with a bomber jacket and white sneaker combo.
Choose a slim fitting bomber in black leather, sleek satin, or vibrant red. Pair it with a basic fitted tee or bodysuit tucked into your wide leg denim.
On your feet, add crisp white sneakers like lace-up or platform styles.
This creates a sporty contrast to the polished bomber.
Pull the outfit together with silver jewelry like hoop earrings and a pendant necklace. Carry a small black leather backpack or crossbody bag.
For a pop of brightness, try a colorful beanie in cherry red or cobalt blue.
The casual beanie balances out the sleek bomber jacket. You can also layer on a denim or leather moto jacket over the bomber for extra warmth and edge.
The bomber, tee, jeans, and sneakers combo is so effortlessly cool.
It’s perfect for weekend activities like going to a concert or art show when you want an outfit that’s stylish but comfortable enough for lots of walking. Punch up the all-black look with bold red lips for extra glam!
Plaid Blazer and Tall Boots
Plaid blazers have such preppy, vintage appeal that looks amazing paired with wide leg jeans.
Choose one in classic black and white or go for more colorful plaid in greens, blues, and rustic oranges. Look for a boyfriend style that’s slightly oversized.
Layer it over a turtleneck sweater or crisp white button-down, then belt the blazer to define your waist. On bottom, turn up the hem of your wide leg jeans for a casual vibe.
Then finish with knee-high riding boots or slouchy over-the-knee styles. Brown leather boots complement plaid beautifully.
This is a great seasonal outfit for transitional weather when it’s too warm for a coat but you still need light layers. Add touches of gold jewelry like a medallion necklace or stack of bangles.
Carry a structured satchel bag or petite shoulder bag.
You can style your hair in tousled waves or a messy bun and go for bold red lip as the perfect finishing touch. The plaid blazer really gives those wide leg jeans a dressier look that’s great for date nights or a weekend day with friends.
Thermal Henley and Beanie
When freezing temperatures hit, long underwear is a winter wardrobe essential.
But you can totally make it look stylish too!
Start with wide leg jeans and layer a fitted thermal henley top in black, gray, or cream underneath.
A thermal adds warmth without bulk, and looks great peeking out from jackets and sweaters.
Speaking of sweaters – over top of the henley, add a slouchy oversized sweater in a neutral shade like tan, gray, or rust red. Finish with a coordinating beanie and sneakers or boots.
I like to add fun accessories like a colorful circle scarf or printed crossbody bag.
This offsets the neutral thermal and sweater and adds a splash of personality. It’s also the perfect opportunity to play with fun winter accessories like fuzzy mittens, cool studded belts, or bold drop earrings.
The thermal henley and sweater combo ensures you’ll stay super cozy on extra cold days. But the monochrome outfit still looks totally stylish and put together with the right accessories.
For weekend activities like winter hiking or tailgating, this is my go-to wide leg jeans outfit. Stay warm while looking cool!
Graphic Sweatshirt and Sneakers
Want a casual-cool vibe? An oversized graphic sweatshirt with statement sneakers creates an effortless look with your wide leg jeans.
Look for boxy, cropped shapes that hit at the waist or hips so you can leave them untucked.
Choose a sweatshirt with fun prints or sayings, like band logos, food graphics, ironic phrases – anything goes! This lets your personality shine through.
Pair with high-top white Converse, chunky Dad sneakers, or retro Nikes.
Pull the outfit together with a puffer jacket or moto jacket. You can also add colorful touches with beanies, scarves, or bags in bright hues.
This adds a pop of brightness to the pared-back monochrome outfit.
The graphic sweatshirt and sneakers combo gives off such cozy tomboy vibes. It’s the perfect relaxed outfit for running errands, walking the dog, or meeting up with friends.
You’ll stay comfy while showing off your personal style.
Faux Leather Jacket and Lace-Up Booties
Add an edgy vibe to your wide leg jeans with a faux leather moto jacket.
Opt for one in a rich black or chocolate brown. Pair it with a silky camisole in a coordinating color, like black, cream, or burgundy.
On bottom, turn up the hem of your wide leg jeans to show off a pair of lace-up ankle booties. Go for leather or suede in black, tan, or gray.
The booties add height and polish. Pull together the look with a crossbody bag in a matching black or brown.
For jewelry, layer on gold necklaces and add stacked bracelets.
Finish with makeup in dark berry tones and tousled hair. The faux leather jacket brings just the right amount of attitude to balance the wide leg silhouette.
This outfit works perfectly for a night out dancing with friends or date night at a hip restaurant. You’ll stay warm while looking sleek and chic!
Sweater Vest and Ballet Flats
For a preppy twist, pair your wide leg jeans with a sweater vest and ballet flats.
Look for a lightweight wool or cotton sweater vest in a fun color like crimson red, cobalt blue, or forest green.
Layer it over a collared blouse or fitted turtleneck in white, black, or cream.
Tuck the top in to show off the high-waisted jeans. On bottom, add simple black or nude ballet flats.
Pull the look together with a longline wool coat. Accessorize with a printed silk scarf and structured top-handle bag. Finish with pearl drop earrings for a ladylike touch.
This outfit has such vintage, old-school charm. It’s a comfortable yet polished look that works for the office, weekend brunch, and running holiday errands.
The sweater vest and ballet flats offset the volume of the wide leg jeans perfectly. Add a bold matte lip and fun cat-eye sunglasses to show off your personal style!
Fisherman Sweater and Loafers
For days when you want an effortlessly cool vibe, you can’t go wrong with a fisherman sweater paired with wide leg jeans and loafers.
Choose an oversized knit fisherman sweater in a thick wool or chunky cotton.
Tuck it into your wide leg denim, then finish with leather loafers or smoking slippers. This gives the outfit a menswear-inspired feel that looks so chic.
Add a structured crossbody bag in cognac leather.
Pull together the relaxed silhouette with a narrow brown leather belt at the waist. Layer on longline pendant necklaces for an easy, bohemian vibe.
To finish, style your hair in loose, tousled waves.
The fisherman sweater and loafers combo balances the loose wide leg jeans beautifully. It’s the perfect weekend outfit that manages to look polished but still super laidback.
Throw on a wool peacoat or sherpa jacket when you head out the door. Effortless winter style made easy!
With ideas from casual weekends to holiday parties, work looks and date nights, you’ll be prepared to bundle up in style no matter the occasion.
The key is playing with silhouettes, layers, and accessories to balance out the volume of wide leg denim. Sweaters, coats, tall boots, and fitted tops streamline the figure beautifully.
Then have fun with accessories, sparkly jewels, bold makeup, and printed scarves to show off your personal flair.
I hope these winter outfit ideas sparked some inspiration to step out of your style comfort zone.
Break out those wide leg jeans and get creative with layers, prints, textures, and colors this season.
Stay cozy, look fab, and have an amazing winter! Let me know if you have any other favorite wide leg jeans outfit ideas.
I’d love to hear your thoughts!
