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Writer's pictureSarah Ertelt

15 Shoes to Wear with Wide-Leg Pants in the Winter

If soft and flowy wide-leg trousers became your go-to work outfit this summer, you're not alone! Wide-leg pants are a comfy alternative to jeans and elevate your outfits to business casual. Wide-leg trousers come in so many colors, are flattering on all body types, and have a ton of affordable brands!


However, wide-leg trousers can be harder to style in the winter. Sometimes it's too cold to wear a cardigan and flats to work or school. And a lot of us are used to wearing boots with leggings, and it feels a little clunky to wear boots with flare pants.


If you're wondering what to wear with wide-leg trousers in the winter, look no further! Here are 15 stylish and WARM shoes to pair with wide-leg trousers this winter:



The easiest shoes to wear with wide-leg trousers in the winter are chunky sneakers. Thankfully, New Balance and Adidas sneakers are both trendy and functional, and can be worked into business-casual outfits!


The New Balance 237 V1 Classic sneakers come in 35 different colors, and both the Beige/Off-White and the Copper colors will look classy with wide-leg trousers. On top of looking nice, chunky sneakers will keep your toes warm and help with the icy ground in the winter.


The Steve Madden Women's Possession Platform Sneakers come in an all-brown color that will match all your neutral outfits. They even come in colorways with rhinestones if you want to add some glam to your wardrobe!


The adidas Women's Vl Court 3.0 sneakers are comfortable nude sneakers that look great with wide-leg trousers! They have a rubber sole and are machine washable if they get dirty with winter slush. adidas shoes also never go out of style and you can wear them all year-round!


Clogs are also a great warm shoe to wear with wide-leg trousers in the winter! Clogs are usually fur-lined and will keep you nice and warm in the winter without feeling too clunky under wide-leg trousers.


These UGG Women's New Heights Cozy Clogs are fur-lined and have a textured sole to keep you from slipping on icy walkways! These clogs come in beige, brown, and black to match all of your wide-leg trouser outfits.


If you're looking for a more business-casual clog, these Eastland Women's Nola clogs have a small 2-inch heel, leather exterior, and a buckle accessory. These clogs are the perfect business-casual shoes to wear with wide-leg pants this winter! They have a textured rubber sole that's perfect for winter weather and come in 6 different colors.


Eastland Women's Nola Clog
Eastland Women's Nola Clog

If you don't love wearing even a small heel to work, you would prefer some rubber-soled winter loafers. Loafers are a much warmer version of flats (and are perfect for Spring and Fall outfits too.) These Franco Sarto Women's Carolynn Tassel Loafers are 100% leather and have a thick rubber sole perfect for winter weather.


Franco Sarto Women's Carolynn Tassel Loafer
Franco Sarto Women's Loafers

These thick rubber soles are perfect for winter and will also give you an extra inch of height. If you wide-leg trousers tend to drag on the ground sometimes, getting a platform shoe or a thick sole will keep the bottoms of your trousers nice and clean.


On top of being functional in the winter slush, platform loafers are the perfect trendy shoes if you're going for a 90's or Y2K look! These platform loafers are the best shoe to wear with wide-leg trousers this winter.


If you have a hard time finding shoes with a thick sole like the ones above, make sure you're searching for "winter loafers." Many shoe brands that make business-casual flats will have winter version with a thick sole!


If you work at a casual office like me, you could even get away with wearing moccasins or other plush almost-slipper shoes to work. These fur-lined ankle snow boots have a thick platform sole for winter but basically look and feel like a fluffy slipper!


These true slipper moccasins have a memory foam interior that's perfect for being on your feet all day - whether you're working retail, with children all day, or any other standing job!


winter loafers to wear with wide leg pants
Winter Loafers Outfit

Finally, winter is the perfect time to bring out some waterproof hiking boots to keep your feet dry and warm! Yes, plenty of hiking boot brands have fashionable versions that you can wear to work!


Teva makes the sandals that everyone wears in the summer. Did you know that they also make boots? These Teva Midform Fashion Boot have all the traction and cushion of hiking boots in a stylish package for work.


Teva even makes ankle booties that have a side zipper and a small heel for work. The Teva Women's Anaya Booties have the warm Teva microfiber lining but are made for city walking instead of forest walking.


Teva Women's Anaya Bootie Rr Ankle Boot
Teva Anaya Bootie

If you want to invest in one pair of boots that you wear both with wide-leg pants for work and for outdoor adventures, the classic Blundstone Chelsea boots are perfect! Thousands of people swear that Blundstones are the perfect all-weather all-occasion boots that look both outdoorsy and classy depending on what you wear.


Finally, Dr. Martens makes a huge variety of boots and shoes that are perfect to wear with wide-leg trousers! Dr. Martens makes their own pull-on Chelsea boot that's fur-lined and comes in 14 different colors.


If you want a classic shoe, the Dr. Martens Slip Resistant Oxford Shoes are perfect for winter and will look classy with business-casual outfits. If you want the same shoe with a couple inches of height, the Dr. Marten's Women's Holly Oxford shoes are the same Oxford shoes with a massive 1 1/2 inch platform sole!


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