It's Skinny-Jeans–and–Ankle-Boots Time—These 7 Outfits Are Worth Trying

Given that fall is approaching pretty swiftly (wild, we know), it seems appropriate to start planning those autumn wardrobes and noting outfit ideas to test out for the season. One timeless pairing that just always works? Yep, you guessed it—the skinny jean and ankle boots duo. Sure, skinny jeans can be polarizing in nature for some, but the denim silhouette is more or less timeless at this point, and looks A+ with booties. As a result, fashion people continue to embrace the look on the regular.

On that note, we scrolled through the feeds of some of our favorite follows to uncover a smattering of solid outfits featuring skinny jeans and ankle boots. Below you’ll find the seven standouts, including everything from a chic ‘fit with an of-the-moment trench coat to a cozy sweater ensemble. Intrigued? Keep scrolling for more, complete with a range of shopping inspiration as well. 


(Image credit: @cocobassey)

Tuck a long-sleeve tee or knit into skinny jeans with a belt for a sleek silhouette.


(Image credit: @basicstouch)

A slouchy blazer teamed with a turtleneck, skinnies, and black boots is ideal for an of-the-moment, polished vibe.


(Image credit: @_javierittaaa)

An eye-catching white blouse with blue jeans and booties is no-fail.


(Image credit: @symphonyofsilk)

You can't go wrong with a combination featuring a white tee, black jeans, and lace-up boots. Toss on a trench, and you're set.


(Image credit: @salome.mory)

Wear a black blazer with a printed tee or sweater with classic skinny jeans and white booties to keep it easy yet chic.


(Image credit: @walkinwonderland)

Embrace the groutfit with a chunky knit, coordinating skinny jeans, and black boots.


(Image credit: @gabifresh)

Make a statement in a colorful jacket mixed with a white tee, distressed skinny jeans, and booties.

Next, check out the top-rated skinny jeans Cindy Crawford wore recently.

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.