3 min readThe fall 2025 runways made one thing clear: boots aren’t just accessories, they’re the anchor to every fall look. Designers from Toteme to Khaite reimagined the seasonal staple in everything from thigh-skimming leather to rugged equestrian shapes, proving the style’s endless versatility. Now, it’s time to translate those high-fashion moments into everyday wear. Whether you’re refreshing a classic Chelsea boot, finally investing in a pair of knee-high boots, or testing out Western cowboy boots for the first time, the real question remains: how to style boots and keep them looking fresh this fall?
It’s true that this season, all of the best looks start from the ground up. For daytime, try a pair of sumptuous suede ankle boots with a flannel shirt, baggy blue jeans, and a sharp leather blazer. Alternatively, Loeffler Randall’s classic black knee-highs bring polish to a lady-like jacket and knit mini skirt.
Below, discover 11 refreshing ways to style boots this fall.
The Sumptuous Suede Boot With a Flannel Shirt
Use a pair of chocolate suede ankle boots as the foundation to your outfit. Here, style it with a flannel shirt, baggy denim, and a leather blazer. Don’t forget the finishing touch, courtesy of a suede tote.
Dunst Quilted Check Flannel Shirt
Madewell The Idris Ankle Boots
Now 29% Off
Ami Paris Mid-Rise Wide-Leg Jeans
The Classic Black Knee-High Boot With a Polished Lady Jacket
Style a pair of classic black knee-high boots with a polished, lady-like jacket and a knit mini skirt for a more skin-baring look in the fall (or wear them with tights when the weather dips). Add a python-effect bag for a glamorous addition to your look.
Altuzarra Perry Wool Blend Blazer
Now 64% Off
Loeffler Randall Gia Knee High Boots
Now 81% Off
Cos Merino Wool Mini Skort
Verafied Python Éclair Bag
The Edgy Biker Boot With a Festive Fair Isle
Start with a pair of moto boots and wear them with a checkered-fringe midi skirt and Dôen’s Fair Isle cardigan. The addition of Barbour’s corduroy-trimmed wax coat and a suede tote makes for a countryside chic moment that works just as well in the city as it does in the Scottish Highlands.
Dôen Heirloom Clarke Cardigan
Frye Harness 12R Moto Boots
Now 20% Off
Ralph Lauren Collection Plaid Wrap Skirt
Mango Pebbled Leather Effect Bag
Barbour Evette Trench Coat
The Over-the-Knee Boot With a Leopard-Print Trench Coat
Listen, don’t be intimidated by the over-the-knee boot. Here, look to Toteme’s ultra-luxe thigh-highs to ease into the trend and style it with a leopard-print trench coat, a pleated midi skirt, and a cozy crewneck. Meanwhile, Kallmeyer’s tassel-adorned belt is an editor-approved touch to end on–this fall and the next!
Nour Hammour Althea Leopard-Print Cow Hair Coat
Toteme Nappa Over-the-Knee Boots
Kallmeyer Cordo Tasseled Beaded Leather Belt
The Cowboy Boot With a Fall Gingham Dress
Give your gingham dress a fall refresh by pairing it with Ganni’s burgundy cowboy boots. Add a utilitarian denim jacket, a slouchy shoulder bag, and a beaded cord necklace, and you’ll be ready for a Saturday afternoon spent apple picking.
Julietta Jamie Cord and Resin Choker
The Ankle Bootie With a Cool Corduroy
With the same eternal closet appeal as your go-to LBD, pair your sleek black ankle boots with taupe corduroys and a striped polo sweater. Complete the look by throwing on an aviator leather bomber jacket and slinging Loewe’s plaid handbag across your shoulder. It makes for a collegiate-inspired look with a modern edge.
Madewell Striped Polo Sweater
Róhe Cotton-Corduroy Pants
Banana Republic Distressed Leather Flight Jacket
Loewe Flamenco Checked Suede Shoulder Bag
The Kitten Heel Boot With a Sleek Leather Midi Skirt
Let Staud’s knee-high kitten-heel boots set the tone of your look and pair them with a navy scarf-adorned jacket and a crisp TWP button-down, while a flared leather midi skirt adds a little extra drama. A suede clutch from Hunting Season is both understated and easy to store your core essentials.
Cos Scarf-Detail Quilted Jacket
Now 40% Off
Staud Wally Leather Knee Boots
Norma Kamali Faux Leather Midi Skirt
TWP Big Joe Button-Front Shirt
Hunting Season Square Compact Suede Clutch
The Chelsea Boot With a Lace-Trim Top
Style a pair of chunky Chelsea boots with a romantic lace-trimmed camisole and navy trousers. Add a funnel-neck leather jacket and leopard-print tote for an outfit you can wear to your next dinner out with the girls.
Mango Embroidered Sheer Top
Cos Leather Chelsea Boots
Khaite Dugan Pleated Double Face Crepe Pants
H&M Oversized Biker Jacket
Chloé Spin Tote Bag in Leopard-Print Shearling
The Python-Print Boot With a Minimalist Uniform
Balance the sleek lines of a pinstripe turtleneck blouse and clean-lined column skirt with a pair of python-print knee-high boots. Accessorize with a set of silver-drop earrings and a snake-effect Jacquemus tote. The result is a minimalist look redefined with a maximalist edge.
Tibi Mier Pinstriped Turtleneck
Madewell Drawstring Midi Skirt
Now 58% Off
Sophie Buhai Dew Drop Silver Necklace
Jacquemus The Turismo Canvas and Snake-Effect Tote
The Riding Boot With a Notable Knit Dress
Reformation’s chestnut brown riding boots add polish to a knit dress, while a khaki trench adds timeless ease. A Janessa Leone tote and Martha Calvo’s gold earrings keep the look simple, wearable, and elevated for every day.
Maria McManus Pleated Wool Maxi Dress
Reformation Velvet Hour Knee Boots
Janessa Leone Leather Top Handle Bag
Aritzia The Finch Trench Coat
Joolz by Martha Calvo Ami Earrings
The Lug-Sole Boot With a Funnel-Neck Teddy Jacket
A masterclass in mixing of fall textures, style Margaux’s suede lug-sole boots with Cos’s teddy high-neck jacket and Almina Concept’s crisp poplin midi skirt. Khaite’s argyle cardigan and Dragon Diffusion’s woven leather tote are additional autumn-ready additions.
Cos Funnel-Neck Teddy Jacket
Margaux The West Chelsea Boots
Almina Concept Cotton Midi Length Skirt
Now 27% Off
