The Best Jeans For Your Favorite Winter Shoes

It's that time of year again, where all the trees are bare and the temperature is constantly dropping. While the increasingly cold and unfriendly forecast is just a fact of the season, there is one big upside: cold weather fashion. From fuzzy sweaters paired with knit beanies to fingerless gloves with cute earmuffs, there are so many warm style combos to choose from, but finding the best jeans to wear with ankle boots is probably my favorite.

If you're searching for an outfit that takes your cold weather wardrobe to the next level, throwing on a pair of cropped dark denim skinny jeans with a cool velvet ankle boot is one of the simplest yet chicest ways to do it. Looking for an everyday office outfit that looks totally put together? Accompany a cool pair of straight-legged black jeans with black leather ankle boots, plus a simple button-down on top. And if you want to amp up that look for nighttime, just swap out the top for a cropped tank and throw on a leather jacket to tie it all together.

Whatever your personal favorite pair of ankle boots is, you're sure to find a great pair of jeans to rock with 'em this fall, winter, and beyond. Here are some of the best ones out there right now.


A Cute Worn In Pair Of Dark Wash Jeans


Ankle Skinny Jeans in Dark Wash With Destruction (Sizes 10-30), $30, Torrid

If you like a little extra tear and flair to your denim, try this pick from Torrid that features a cool worn-in look. Plus, its frayed, above-the-ankle crop shows off your boots.


This Pair Of Laid-Back Comfy Jeans For Petite Sizes


NYDJ Women's Petite Clarissa Skinny Ankle Jeans (Sizes 0 Petite-16 Petite), $76-$124, Amazon

If you're on the petite side and are in search of the perfect skinny jeans cropped right at the ankle, you're in luck. Not You Daughter's Jeans has this comfy, curve-enhancing design that makes you look and feel fantastic.


This Super Tight Pair Of High-Waisted Jeggings


INC International Concepts Curvy Jeggings (Sizes 0-12), $50, Macy's

If nothing satisfies your craving for super tight pants quite like a pair of jeggings, this high-waisted is here for all your winter denim needs. Whether you want to wear them to show off your gorgeous leather ankle boots or, once it gets colder, tuck 'em into a pair of waterproof snow boots, these are a great option for the entire season.


Mid-Rise Jeans To Go With Any Outfit

Old Navy

Mid-Rise Rockstar Jeans for Women (Sizes 0-20 in Regular/Tall/Petite), $27, Old Navy

On top of being a great pair of everyday jeans, this particular design from Old Navy comes in an excellent range of sizes for folks who need petite, regular, and tall cuts. Sitting just below the waist with a cropped leg, this denim is definitely one you need in your closet.


A Rolled-Up Pair Of Relaxed Denim


Easygoing Expression Jeans in Distressed Dark Wash (Sizes 14-22), $70, ModCloth

Relaxed jeans you can lounge around in or wear to a casual event are perfect for pairing with a comfy, easygoing pair of shoes (just think of how cute these would be with brown lace-up boots).


This Comfy Slim Pair That Comes In Tons Of Colors


Style & Co. Plus Size Tummy-Control Slim-Leg Jeans (Sizes 14W-24W), $50, Macy's

Not only do these cropped slim pants look great with just about any outfit, they also have a huge range of colors, from scarlet to white to taupe to black. Plus, they come in petite sizes, so if you're on the smaller side you don't have to worry about getting 'em hemmed.


This Unique Pair Of '70s-Inspired Denim


Rainbow With Me Jeans (Sizes 24-31), $70, ModCloth

Not all jeans paired with ankle boots have to be cropped — you can also go a totally different route. This high-waisted design features embroidery and a flared leg that give it a uniquely '70s feel.


A Simple Pair Of Dark Wash Skinny Jeans


Liverpool Jeans Company Women's Remy Zip "Hugger" Ankle in Vintage Super Comfort Denim (Sizes 0-16), $63, Amazon

If simplicity appeals to your sense of style, try this easy and chic pair of everyday skinny jeans to go with all your ankle boots, whether they're fancy and studded or relaxed and worn-in.


A Cool Pair Of Gray Skinny Jeans


AG Adriano Goldschmied Women's Grey Legging Ankle Jean (Sizes 24-32), $210, Amazon

Not everyone's a huge fan of blue and black jeans. If you prefer a lighter hue, try this chic gray shade in a silhouette that shows off your hips and crops right at the ankle.

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