12 boots and skirts outfit ideas, from knee-high to classic ankle styles that work with your midis and minis
These boots were made for walking...
We've finally left sandal season behind, which means it’s time to bring your boots out of retirement. And whilst ankle boots remain a staple in our wardrobes, the cold weather of autumn and winter truly does invite all manner of boot styles to shine, from knee-highs to cowboys and suede designs, too.
Listen, I know how easy it is to reach for a sweater and jeans, but why not kick things up a notch and try wearing those skirts you've been investing in all year long? Reimagine the white lace midi you wore all summer long; after all, the best way to get extra mileage out of your wardrobe is by getting creative. Or consider this the perfect excuse to invest in the new tartan trend with a cute check skirt for a look that's anything but average.
In case you need some visual inspo, we've rounded up some seriously stylish, foolproof outfit ideas that pair your boots and skirts together nicely. They're all so chic, and best of all, many of these looks offer more coverage, so they're totally appropriate to wear to work and out past five.
Read on for some instant outfit ideas...
A-line skirt + slouchy boots
By pairing a chocolate leather skirt with slouchy coffee-toned boots, you add a little visual drama to a safer outfit thanks to the unique silhouettes. This look works beautifully for everything from an office day to dinner with the family, plus the minty blue and brown pairing is seriously delicious.
Black mini skirt + snake print boots
I believe that more is more, so of course you should wear your fluffiest faux fur coat, silk button down, micro mini skirt, and statement snakeprint boots in the same outfit.
Check skirt + biker boots
Check skirts are big news right now. Lean into the grungey autumnal hues with a tough pair of biker boots. An oversized leather jacket completes the look.
White lace skirt + cowboy boots
That white lace skirt you wore to death this summer? Don't pack it away just yet – try yours with a pair of cowboy boots and a slouchy knit in a neutral hue or a suede jacket for an updated seasonal ensemble.
Skirt and tights + riding boots
Sure, you could tuck your cigarette jeans into your riding boots, but we love the combo of a mini skirt, tights and boots for effortless polish.
Denim skirt + black boots
Whether you wear blue washes or shades of black and grey denim, you can't go wrong pairing your jean skirt with a pair of black boots for instant structure.
A pencil skirt + patent boots
A structured pencil skirt feels unexpected and cool when paired with a pair of patent boots. Bonus points if they're knee high. Layer on a belt and a denim blazer for extra coverage and styling.
Colour coordinated skirt + boots
Monochrome dressing is still a go-to – and for good reason. Make sure your boots match your skirt, and the rest of your 'fit, for a majorly luxe look.
Sequin skirt + silver boots
While a super sparkly skirt may not seem like it would be a good match for silver boots, I beg to differ. The monochromatic effect (amplified when you add in a heather grey sweatshirt!) does all the talking. We'll be recreating this come party szn.
Midaxi skirt + ankle boots
There's no issue of an awkward gap between hemlines and the top of your boots when you opt for an ankle-grazing midaxi style. We love the voluminous silhouette on this one!
Ruffle mini skirt + OTK boots
The key to pulling off this look is all about balance. Firstly, between the micro hems, longline blazer and over-the-knee boots ensuring maximum coverage. And secondly, between the feminine frilly skirt and the masculine silhouettes of the polo shirt and tailored suit jacket. The result? An effortless capital-F Fashion look.
Suede skirt + suede boots
Suede is a deliciously luxe material that shines on its own, but it’s even more striking when layered with... yep, more suede. Try a suede skirt paired with a leather bomber jacket and a structured black bag for a polished finish.
Belle Bakst is a NYC-based fashion editor and content creator. Her work has been featured in Cosmopolitan, InStyle, Harper’s Bazaar, Brides, and more. When she's not researching this season's best shoes, you can find her vlogging a sample sale, or thrifting in Manhattan. Follow @littlefashionstylist on Instagram and TikTok for outfit inspo, vintage jewelry hauls, and the occasional Bergdorf Goodman selfie.
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