A hem that just skims the top of your shoe is what makes wide-leg pants look intentional, so choose the shoe first and then pick your length, with a small heel or chunky sneaker for full-length styles. This list rounds up winter wide-leg trousers, ba...
Rigid 100% cotton denim like this takes a few wears to relax, so I size for comfort in the seat and let the waist soften up. The knee darts give the barrel curve without any stretch, and the garment-dyed green looks great with a cream sweater in wint...
Madewell The Darted Barrel-Leg Jean in Garment-Dyed Denim
These look like tailored trousers but wear like a sweater, which is a rare combination in the middle of winter. The cropped length is made for ankle boots, and the front zip and pockets keep them from feeling like pajamas.
Anthropologie Maeve The Colette Sweater Knit Crop Wide-Leg Pants
The pintuck down the front leg gives these a dressier line than most stretch pants, and the Sculptek Light fabric has real all-way stretch. I like that it comes in regular, tall and petite lengths, since the hem is everything with a wide leg.
Athleta Venice Pintuck High Rise Wide Leg Pant
The textured fleece is the draw here, because it looks more elevated than a standard sweatpant but is just as warm on a cold morning. I pair these with a fitted crewneck so the wide leg gets all the volume in the outfit.
The curved side seams are what give a barrel jean its shape, and these finish right at the ankle so they work with boots or loafers. A mid-rise is a nice change if super-high waists dig in when you sit.
Anthropologie Pilcro The Kenna Mid-Rise Heritage Barrel Jeans
Winter white corduroy is the easiest way I know to make a dark coat and boots look fresh in January. The stretch corduroy blend with a little TENCEL has a soft hand, and the welt pockets keep the hip line tidy.
Madewell The Emmett Wide-Leg Pant in Corduroy: Welt Pocket Edition
This is a trouser shape in a brushed cloud fleece, so it sits somewhere between loungewear and a real pant. The optional foldover waistband lets me choose a cleaner or cozier waist depending on the day.
Aerie OFFLINE Cloud Fleece Baggy Trouser
If you only buy one tailored wide-leg for the workweek, a classic trouser like this is the one that goes with every blazer and sweater you own. Hem them to just clear the floor in the shoes you wear most, and they will look sharp.
Anthropologie The Essential Wide-Leg Trousers
The super stretch denim is fitted through the hip and thigh and flares out to a 21 inch opening, so it feels more like a legging up top. I would choose this one if rigid denim makes you nervous about comfort at the end of a long day.
Madewell The Emmy Wide-Leg Jean in Super Stretch Denim
Powervita is buttery soft and holds in without squeezing, and the triple-layer waistband is why I reach for these on long travel days. The leg is flowy enough to look finished with a cozy cardigan over the top.
Athleta Elation Ultra High Rise Wide Leg Pant
The deep cuffs and patch pockets make these feel like workwear, so I would wear them with a chunky knit and lace-up boots. Cuffed hems also mean you can roll them if the length is a little long, no tailor needed.
A mid-rise fleece with a wide leg is a good everyday option if high-rise waistbands are not your thing. The fleece is brushed and soft, and the relaxed fit leaves room for thick socks and sneakers.
Nike Sportswear Club Fleece Mid-Rise Wide-Leg Pants
A pull-on waist is what I want when I am layering a long sweater, because there is no button pressing against thick knitwear. The knit has a soft drape, so I pair these with a fitted top and let the leg do the work.
Anthropologie Maeve Knit Wide-Leg Pull-On Pants
This is a zero-stretch cotton and lyocell blend, so the lyocell keeps the denim soft while the fit stays structured. It is fitted through hip and thigh with a full 31 inch inseam, which is ideal if you wear a heel or a thick boot.
Madewell The Ultimate Wide-Leg Jean in Airy Denim
Two front pockets and two back zip pockets mean I can leave my bag at home for a quick walk with the dogs. The black Sculptek Light has full coverage and holds its shape, and it is easy to wash and wear again.
Athleta Venice High Rise Wide Leg Pant
A true wide-leg jean works best with a snug top tucked in, because the leg already supplies the volume. I would pair these with a bodysuit or fitted turtleneck and a short boot with a small heel.
Anthropologie Pilcro The Annie Wide-Leg Jeans
Midweight brushed fleece is soft inside and smooth outside, which is what I want in a pair of pants I wear on repeat. The high waist keeps a cropped sweatshirt from riding up, and the wide leg looks great over chunky sneakers.
Nike Sportswear Phoenix Fleece High-Waisted Wide-Leg Logo Pants
Cropped wide-leg pants show off boots and ankle socks, which is a fun way to dress up a winter outfit without a heavy hem. A knit edition feels like soft sweaters you can sit in all day.
Anthropologie Ettie High-Rise Crop Wide-Leg Pants by Maeve: Knit Edition
Full-length corduroy is a good way to bring a little texture to a dressy winter outfit, and a high rise sits well under a tucked turtleneck. Hem to just skim your boot heel and the line looks long and polished.
The curved barrel shape gives this wide leg a bit more structure than a straight line, so it reads as intentional. A tucked-in sweater and a block-heel boot would be my go-to pairing for dinner or a weekend out.
Anthropologie Pilcro Full Curve High-Rise Wide-Leg Jeans
Lightweight fleece brushed on both sides gives these a fuzzy, comfortable feel without bulk, which makes them easy to layer under a long coat. They are relaxed through the seat and thighs, so I size for how I want them to drape.
Nike Sportswear Club Fleece Mid-Rise Wide-Leg Cozy Pants
A simple wide-leg pant like this is a staple for pairing with a blazer or a chunky knit. Try them on with the exact shoes you plan to wear, since a quarter inch of hem changes the whole proportion.