Ankle boots are a wardrobe staple that works with all kinds of outfits. Whether wearing skinny jeans, block heels, or a flowy white maxi dress, find the right balance between the dress length and boot height to create a flattering look.
Cuff your jeans or roll them up to tuck them into your ankle boots for an on-trend style. Or go casual like Caro Madsen with cargo pants and rugged boots. For more ankle boots outfit ideas, check this out.
Jeans
A pair of skinny jeans and ankle boots are a fall-to-winter wardrobe staple. From running errands to a night on the town, they’re a versatile outfit option for any occasion. Black jeans are a flatter go-to since they’re easy to match to almost any shoe colour, including white and brown boots.
Skinny jeans can be tucked into booties if long enough (make sure there’s no bulk or ruching). A high-waisted pair balances out the broad silhouette of flared jeans, while a fitted top or mock-neck and roll neck create a slimming effect.
Wide-leg jeans and ankle boots also work well. If your jeans are wide, they may not fit perfectly into your shoes, so cuffing them once or twice may be required for a seamless look. Try a pair of lug-sole or western ankle boots with your flared jeans for a punky aesthetic or leather ankle boots for a more refined effect.
Dresses
Ankle boots are a great partner for dresses in various colours, styles and occasions. Brown ankle booties in tan and suede shades look fab with white dresses, while black wedge ankle boots make an intelligent addition to a business dress. In a rugged style, cuffed or combat boots will add an edgy feel to a dress, while slouchy ankle boots with western detailing or pony hair leopard print can create a laid-back boho vibe.
A simple cotton shirt dress can be cinched at the waist with a belt and worn with ankle boots to upgrade your look instantly. Slouchy or lace-up boots work well with mini and midi skirts. Leather boots and Chelsea-style ankle boots are great for casual dresses, while heeled boots with pointed toes or stiletto heels work for dressier outfits.
Pants & Cropped Trousers
Whether you love skinny jeans or wide-leg trousers, cropped styles are a match made in heaven with ankle boots. These jean hemlines create the perfect frame for your shoes, and they’re incredibly flattering when you don’t tuck them into your boots like you would with regular pants. If your jeans hems fall above the top of your ankle booties, you can also cuff them for an even more casual outfit look.
If you’re wearing skinny jeans and want to elongate your legs, try heeled ankle boots with a pointy toe. Heeled ankle boots are incredibly flattering for petite women because they help balance out the volume of your calves. Likewise, high-waisted jeans look great with tucked-in boots because they create a slimming silhouette. Chunky ankle boots are another great option for high-waisted jeans and work well if you’re going for a rugged, casual outfit. For more ankle boots outfit ideas, check this out.
Skirts & Dresses
Ankle boots have a way of making a wardrobe staple feel fresh again for fall. They’re versatile and can be paired with skirts and dresses in various ways.
Mini skirts and booties create a feminine look, while midi and fuller full skirts pair nicely with heeled ankle boots to create a bohemian style. For a flattering silhouette, tuck in your top or cinch the waist with a belt to define your figure.
A sock bootie in a similar colour to your boots adds a bit of contrast and looks great with pants and dresses, too. A rugged ankle boot style works with a leather dress for a chic office outfit or casual weekend look. For more ankle boots outfit ideas, check this out.