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.


(Image credit: @meganellaby)

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. 


(Image credit: @emilisindlev)

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


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


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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.


(Image credit: @mayasoulpaustian)

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


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


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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.


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


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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.


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

Related: Summer 2019 Fashion Trends: Looks You Need to Know


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


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


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


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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.


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


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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.


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


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


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


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


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

Related: The Best High-Street Pieces We've Seen on Instagram This Week


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


(Image credit: @pernilleteisbaek)


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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. 


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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.


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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.


(Image credit: @stylestalkercom)

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


(Image credit: @lisahanbueck)

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


(Image credit: @albertewhitta)

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


(Image credit: @tineandreaa)

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. 


(Image credit: @styleheroine)

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. 

Maxine Eggenberger
Deputy Editor

Maxine Eggenberger is Who What Wear UK’s deputy editor and has over thirteen years of experience in fashion journalism. She been creating engaging and elevated style content specifically for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, self-styled shopping stories and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, leads the editorial team in their SEO strategy and keyword planning, works closely with the beauty team on content initiatives, represents the brand at industry events, and regularly contributes to social media, including her own Who What Wear UK TikTok franchise, French Style Fridays. Previously, Maxine appeared on ITV's This Morning in her own fashion segment and has interviewed countless celebrities—everyone from Victoria Beckham to Oscar winner Lupita Nyong’o.

Prior to Who What Wear UK, Maxine’s career began when, after completing her first-ever internship at Look magazine, she was offered a position on the brand's fashion desk. She accepted, leaving university a year early in the process. Her passion and natural talent for writing and styling meant she swiftly rose through the ranks to become the title's fashion news and commercial content editor, with a stint as InStyle.co.uk’s fashion and beauty writer along the way. She later served as Look’s acting Editor in Chief, overseeing both print and digital, before embarking on a successful freelance career, working with Grazia, The Pool, and Marie Claire amongst others.

Maxine is based remotely from her countryside home near Edinburgh where she spends her downtime renovating her house, walking her dogs, hosting friends and trying to master the art of making Old Fashioned cocktails.