If You Wear Jeans Nonstop, These New Fall Shoe Trends Are a Must-Try


Yep, it's peak fall. By this time in the season, it's safe to say many of us (myself included) have landed on a uniform that we pretty much wear over and over again. For instance, mine is a cropped cardigan with jeans and a big blazer thrown on top when it gets extra cold (actually, I tend to wear jeans with some sort of basic top the majority of the year). Since I'm pretty sure I'm not the only denim addict in the house, I'm taking it upon myself to further inspire how you can keep wearing your favorite jeans in fresh new ways for fall, namely with a new lineup of fall shoes to wear with them.

Of all the glorious shoe trends fall 2020 is offering us, there are seven styles that happen to pair especially well with our classic blues. Whether you're in the market for a new pair of boots or are just curious to see which shoes we're recommending the most, here's our definitive guide to the fall shoes to wear with jeans. From cool chunky boots and polished loafers to sporty sneakers, there's something for everyone. Simply scroll down to discover and shop them all.


(Image credit: @smythsisters)

If black ankle boots and jeans are your fall outfit bread and butter, consider these your latest upgrade. They're practical, comfortable, and above all, look cool with basics like jeans and a tee. You really can't go wrong.

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(Image credit: @tamaramory)

Get ready to time travel back several decades for this one. In the sneaker world, it's all about retro kicks that are equal parts sporty and stylish, and while you could wear these any number of ways, jeans are always a good bet.

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(Image credit: @amaka.hamelijnck)

I think this particular combo speaks for itself, but I'll add my two cents: Combat boots are a fall staple that I keep seeing year after year. They’re an easy way to instantly toughen up and outfit and add a cool, forward edge. When paired with jeans and a leather jacket, they’re the perfect weekend look.

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(Image credit: @basicstouch)

Sometimes you just can't get any better than the classics and that's definitely the case with this eternal favorite: loafers and jeans. The flats are having more of a moment this fall with modern updates like chain embellishments and lug soles that make them a trendy pick as well as a classic one.

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(Image credit: @matildadjerf)

I'm dubbing these high rubber boots "bucket boots" because they have a wide shaft and a simple flat sole and remind me of stomping around in the mud. They might not be your first thought for the shoes to wear with jeans, but they add a trend-forward element to skinny jeans.

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(Image credit: @himichelleli)

Flats people, rejoice! Ballet flats are getting a rather chic rebrand this fall with sharp square toes that make the perennial classic shoes feel completely fresh. Style them with just about any denim fit, from wide-leg as Michelle wore here to skinny and straight.

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(Image credit: @dronme)

These may be last, but they're the most exciting pick, in my opinion. No matter your thoughts on them, all signs point to clogs making a return to the trend sphere and the comfy slip-ons are a cool vibe, especially when paired with loose and distressed denim. Throw on a chunky knit cardigan and you've got yourself the ultimate "cottagecore" look.

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Another fall staple to wear with jeans? Cardigans. Here are the best 18 of fall 2020.

Senior Editor

Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.