31 Skinny Jean–and-Ankle Boot Outfits That We Always Go Back To

Here at Who What Wear, we're always on the lookout for fresh outfit ideas. And if there's one fail-safe combination we can always rely on, day or night, it's a pair of hero skinny jeans worn with ankle boots. It's just so chic.

So instead of sticking to the same pairing you've always worn, why not let us tempt you to try something new? After all, nothing is better suited to the impending autumnal weather than a great pair of jeans and boots.

The key to finding the right pairing? It's also all about those details. Choose jeans that hit right above the ankle in super-slim, high rise shapes. Style-wise, '90s washes are in, alongside patchwork details and frayed hems. As for boot trends, hiker boots are still key, and we're expecting the same from square toes and animal prints.

Keep scrolling to see how our favourite influencers wear skinny jeans with ankle boots.

How to wear ankle boots with skinny jeans: Megan Ellaby in a pair of printed jeans and bright yellow boots



Style Notes: If a bold statement is what you're intent on making, take cues from Megan Ellaby by wearing an animal print pair of jeans with a pair of colour-pop boots. 

How to wear ankle boots with skinny jeans: Emily Sindlev in a pair of nude boots



Style Notes: Much like nude shoes, neutral ankle boots will be wardrobe saviours, particularly when you can match them to your top. 

Style Notes: Patent finishes will give any outfit instant polish. Paired with her printed blouse, Lauren Nicole is the epitome of simple glamour. 

Style Notes: Style supremo Leandra Cohen has the perfect solution to in-between season dressing, a printed blazer worn with patchwork jeans and shoe boots.

Style Notes: What to wear with off-white jeans? Try Western boots and a boxy blazer over a checked shirt.

Style Notes: For an edgy take, opt for coloured denim and offset with black suede boots and a band tee. 

Style Notes: Think flat boots are boring? Lucy Williams teams a chunky iteration with dark wash button-up jeans and a cheery yellow blouse to convince us otherwise.

Style Notes: The dress-over-trousers look works particularly well when it's done with light-wash skinny jeans and white stiletto ankle-boots.

How to wear skinny jeans and ankle boots: @msorrig in a pair of cream boots and grey jeans



Style Notes: This simple formula works at any age, as evidenced by the ever-stylish Mette. We love how she gives her ensemble even more personality with a hoodie under the blazer.

Style Notes: As far as colour combinations go, they don't come much more classic than red, black and white. 

How to wear ankle boots with skinny jeans: Nnenna wearing jeans with patent ankle boots



Style Notes: Patent ankle boots are must-haves in any wardrobe.

How to wear ankle boots with skinny jeans: Linda Tol wears grey jeans with white boots



Style Notes: Offset a pair of grey faded jeans with a belted blazer and white mid-heel ankle boots.

Style Notes: When the weather turns, swap your flat leather boots for a hiking iteration—the chunkier the sole, the better.

How to wear ankle boots with skinny jeans:  Adenorah wearing double denim



Style Notes: The ultimate off-duty outfit, we will always back double denim as a trend. Complete your look with contrasting black ankle boots and a velvet mini bag.

Style Notes: Never underestimate the power of slim white jeans and heeled boots to dress up an oversized shirt.

Style Notes: Dazzling metallic boots will always be the punchiest of trends. Team them with drainpipe jeans and a puffer jacket, and you're good to go.

Style Notes: A floral jacket and a basket bag is a surefire way to recharge your easy weekend denim.

Style Notes: Make like Freddie and lift a block-colour ensemble with contrasting boots (in this case, a terra-cotta pair). 

How to wear ankle boots with skinny jeans: Jeanne Damas wearing a blazer with suede boots and jeans



Style Notes: Love French style? Slip a woven bag over your blazer and finish with suede boots and cropped indigo denim.

Style Notes: Boots with subtle detailing will make a simple white jean and striped jumper combination feel impossibly chic.

How to wear ankle boots with skinny jeans: Nicole Ocran in a pair of vintage-wash jeans and black pointed boots



Style Notes: Ankle boots, vintage-wash denim, a slogan sweater—Nicole has mastered the art of dressing for brunch with this get-up.

Style Notes: Amira proves biker jackets worn with grey jeans and black boots are perennially chic.

How to wear ankle boots with skinny jeans: Ume-Romaan in a pair of patent boots, grey jeans and teddy coat



Style Notes: Effortless as always, Ume keeps her look on the minimalistic side with a pair of sleek patent boots, grey drainpipes and a long teddy coat. Perfection. 

How to wear ankle boots with skinny jeans: Bianca Valle in a pair of grey jeans and red western boots



Style Notes: Want to make your outfit pop? Go for bold red. Chelsea boots or Western boots make for the perfect casual outfit when paired with a warm jumper.

Style Notes: A lesson in layering and how a classic pair of skinnies expertly styled with a blazer, trench and suede pair of boots is a weekend wardrobe winner.

Style Notes: Don't overlook light-wash denim. Instead, embrace the '90s look and team yours with a logo tee and pointed ankle boots.

How to wear ankle boots with skinny jeans: Lisa Hahn wears high heel boots with high-waist jeans



Style Notes: Super-slim jeans and heeled boots feel modern when teamed with a directional blouse.

Style Notes: Pointed-toe boots and a flounced blouse lend a sleek vibe to skinny jeans.

How to wear ankle boots with skinny jeans: Tine Andrea in a cord blazer, rolled-up jeans and lace-up boots



Style Notes: Give traditional corduroy a 2019 spin with a pair of black biker boots, a zip-up roll-neck, and a pair of rolled-up skinnies. 

How to wear ankle boots with skinny jeans: Evangelie Smyrniotaki in a cream knit, white jeans and black boots



Style Notes: Create the perfect contrast by adding a pair of black leather boots to an all-white outfit. 

This post was published at an earlier date and has since been updated.