Not that this needs to be restated, but 2020 has pretty much been the year of sweatpants. But is anyone else kind of ready to mix things up, even if it means sacrificing a bit of comfort? (On a side note, you can always opt for skinny jeans with stretch, of which there are plenty). If it seems like year after year, we publish a story about the best fall shoe trends to wear with skinny jeans, you're not wrong. We're just trying to give the people what they want here, and they (you) want new shoes and skinny jeans.
We took a good look at all of the big fall shoe trends (that aren't slippers), narrowing it down to seven boots, flats, sneakers, and even heels that will look amazing with skinny jeans. We did the sleuthing now all you need to do is add your favorites to cart, if you're so inclined.
Keep scrolling to shop the top seven shoe trends to wear with skinny jeans this year, as well as a handful of our favorite jeans on the market in case you're need of a new pair.
If you prefer to channel a '90s cool girl when you wear skinny jeans, do so with a pair of chunky-soled loafers. And if you really want to show that you're in-the-know, pair them with an oversized plain flannel shirt to embrace fall's grunge trend.
Shop the Trend
If wouldn't be a fall shoe roundup without a pair of sneakers, now would it? This season, fashion is looking back a few decades and pushing '70s-inspired sneakers. If you're going for the casual-cool look this fall, you'd be wise to get yourself a pair.
Shop the Trend
We love the contrast of a pair of slim jeans with a chunky shoe, and that's exactly what you get with a pair of wellies (bonus points for being weather-proof). The bigger the lug sole the better.
Shop the Trend
This trend may seem a little random and niche, but trust us—ruched ballet flats are plentiful this fall. There's no denying that skinny jeans and ballet flats are perhaps the most timeless, classic jean-and-shoe pairing you can get, but this version is also a little forward.
Shop the Trend
Just like last year, knee-high boots continue to be a trend this fall, and there are more cool iterations that ever to choose from (i.e. patchwork and lug-soles). Just be sure to choose a pair with a shaft that's wide enough to fit over your jeans.
Shop the Trend
This one's a little outside-the-box for 2020, but if you're inclined to wear a pair of fancy heels this fall, make it a furry one. Shoes adorned with feathers and fur is the trend you're sure to see on fashion girls' Instagram feeds this fall. And pairing them with skinny jeans is the best way to make them feel a little more casual.
Shop the Trend
Chelsea boots are typically more of a classic style than a trend but this season, they're both. Whether you go for a traditional pair of a chunkier-soled one (basically similar to a pair of the aforementioned wellies but in leather), they're going to look perfect with skinny jeans.
Shop the Trend
Shop the Best Skinny Jeans
Next up, 7 fresh skinny-jean outfits to try ASAP.
-
My Sister Asked Me What Jeans She Should Buy This Season—I Recommended These 7 PairsSilhouettes that feel very 2025.
-
The French Girl Inspired Jeans One WWW Editor Claims "Look So Expensive" Are on Sale—RunHow am I just learning about these?
-
Unlock the Secret to a Chic and Elegant Winter Wardrobe With These 6 Key PiecesFrom timeless coats to expensive-looking sneakers.
-
Kylie Jenner Knows That Wearing This Rich Denim Trend With This Pretty Loafer Trend Is the MoveFollow suit.
-
This Sydney Sweeney Outfit Is Top-Notch, But I'd Never Wear Her Jeans in NYCHear me out.
-
Talk About Great Timing: My Friend Told Me Her Favorite Jeans Are From Mango, and Now, They're on SaleI'm in my lucky girl era.
-
Kaia Gerber Just Wore the Shoes That Always Look Good With Straight-Leg JeansGigi Hadid is a fan, too.
-
Hailey Bieber Wore the Jean Color and Shoe Trend Combo That'll Be Everywhere This SpringShe nailed it with this Aspen outfit.
