Looking for new ways to style your ankle boots? We got 25 stylish outfits for your inspiration! Whether you are looking for a feminine outfit to wear to a date, or a casual outfit for a weekend, here are the most chic ways you can wear your ankle boots that will for sure make you look amazing!
Table of Contents
Sweater Dress
The laid-back aesthetic of a sweater dress complements the chic look of ankle boots, especially those that feature a lightly taller shaft. The boots’ shaft highlights the leg line while also elegantly complementing the sweater dress’s hemline.
This visual combination offers a harmonious blend of textures and lengths. This pairing is not only fashion-forward but also practical, providing warmth and style during cooler seasons.
Faux Leather Dress
Talk about making an edgy fashion statement! Leather clothing simply makes everything look instantly edgy and you can definitely see how stunning a faux leather dress is when paired with ankle boots in this all-black ensemble we have right here!
The form-fitting faux leather dress showcases every curve of the body and the matching texture and color of the ankle boots create a well-coordinated outfit overall.
Wrap Dress
A wrap dress and ankle boots are a match made in style heaven, that’s for sure! We all love the universally flattering silhouette of a wrap dress as its design creates a flattering look by accentuating the waist and its playful hemline adds a touch of sass. Paired with ankle boots, this look gives a feminine charm and casual coolness!
The ankle boots add an extra flair to your look and its design is also great at elongating the legs while providing a trendy edge.
Maxi Dress
Many people usually think that maxi dresses are mostly formal and that they would only look good in formal footwear like heels and pumps but this outfit combination right here definitely proves otherwise! The way a maxi dress flows down to the ankles also brings attention downwards to highlight your booties.
The elongated silhouette of the maxi dress provides an elegant flow while ankle boots inject a touch of urban edge to your outfit. And if you go for a sexy slit like this one, you’re surely ready to make a fashion statement!
Boucle Dress
The distinctive and slightly nubby texture of a boucle dress gives a luxurious feel that beautifully flatters the sophisticated vibe of the ankle boots. Pairing a boucle dress with ankle boots brings a harmonious blend of sophistication and modernity to your overall look.
If you’re going to opt for ankle boots that have a slightly higher shaft, it’s ideal to go for a boucle dress in a shorter length. This way, you’ll be able to show off more of your legs and prevent making it look visually cut off.
Cargo Pants
Cargo pants and ankle boots? Definitely a stylish combination, especially if you’re into street-style outfits! In this look, the model goes for a rugged, casual style by tucking the hem of the cargo pants into the booties and it’s definitely a style hack you’d want to try!
The structure that the cargo pants carry brings more depth to your look and this can be particularly helpful if you have a less pronounced lower body. Plus, the pockets add a functional and practical touch as well, right?
Cropped Jeans
Wearing cropped jeans is a great fashion option when you want to show off your ankle boots. These pants will absolutely give your ankles (which have the narrowest point of your legs) some well-deserved spotlight by letting those cute boots steal the show!
This gorgeous style combo also elongates your legs to make you look taller and effortlessly chic. Plus, it’s the perfect way to show off a killer pair of boots without drowning your frame in too much length and fabric.
Floral Dress
The dainty aesthetic of a floral dress exudes femininity and it beautifully complements the edgy feel of leather ankle boots. The stylish contrast between the soft, flowy floral patterns and the sturdy, grounded feel of ankle boots adds a unique touch to the look.
The ankle boots inject a touch of edge to the femininity of the dress which balances the sweetness of the florals with a hint of attitude.
Lace Bralette
Now here’s something to wear if you’d like to show off some skin – a sultry lace bralette! Who would’ve thought such a sexy piece could look great with a pair of edgy ankle boots?
The way this combination effortlessly blends sensuality with a dash of urban flair makes it a fashion-forward statement.
Plaid Pants
The busy plaid pants becomes seamlessly neutralized when paired with plain, neutral-colored ankle boots, just like this outfit we have right here.Â
Also, the cropped length of ankle boots, allows the plaid pattern to take center stage and visually provide a streamlined silhouette from top to bottom. This outfit will look more balanced if you wear something plain for the top as well.
Pleated Skirt
Pleated skirts are visually elongating and slimming thanks to the vertical lines the pleats or folds create. Pleated skirts also feature a graceful flow, which flatters the structured vibe of the boots.
Pleated skirts come in a variety of lengths, but I’d say that the ones that come in maxi length will have a more elongating effect as they seamlessly blend with the shaft of the ankle boots.
Wide-leg Pants
There’s definitely something about wide-leg pants that makes them look very sophisticated, don’t you think? It’s most likely because of their structure and graceful, full-length flow that instantly gives your figure a streamlined look, and wearing them along with ankle boots maintains this unbroken visual flow for a leaner silhouette.
Corduroy Set
If you’re donning leather or suede ankle boots, wearing a corduroy set will make a polished, well-coordinated outfit. The key is color coordination, but with the texture of the fabric also being uniform, it makes the look more streamlined.
This is an ensemble perfect for more sophisticated occasions, while still providing comfort just as how casual pieces deliver!
Jogger Pants
Putting on jogger pants with ankle boots is definitely a cool and comfy style mix; a chic street-style outfit for sure! The edgy look of ankle boots flatters the loose and sporty feel of jogger pants by creating a balanced look overall.
Additionally, the narrow cuffs at the bottom of joggers draw attention to the boots, letting you show off your footwear in a casual yet stylish way.
Bomber Jacket
This bomber jacket and ankle boots combination effortlessly blends a sense of comfort with a trendy aesthetic that you can easily pull off fashionably. The bomber jacket is a clothing piece that just screams “urban chic”, and this vibe is further fueled by the structured appearance of ankle boots.
Canadian Tuxedo
The denim-on-denim charm of the Canadian tuxedo and the sophisticated aesthetic of ankle boots make a chic outfit that’s ready to have you walk the runway! This look is the epitome of rugged casualwear and it’s definitely a universally flattering ensemble that any girl can effortlessly pull off with style.
The boots stop right at the ankle and are also quite fitted so this helps break up the denim-heavy look and draw attention to the lower part of the outfit.
Jumpsuit
I absolutely love how seamlessly flattering this monochromatic look is! The jumpsuit comes in a solid black color all over, so when paired with matching black ankle boots, a continuous visual line is created for that pleasingly balanced silhouette.
Matching Suit
I know many of you would agree with how a matching suit just simply creates a statement fashion piece because of how it embodies a sense of refined elegance! This coordinated and well-tailored suit leaves an empowering look and is an absolutely sophisticated companion with a pair of ankle boots.
The boots’ shorter length brings the gaze down to your ankles, creating a dynamic focal point that disrupts the traditional suit aesthetic in a captivating way.
Utility Pants
That functional aesthetic utility pants brought by the presence of its distinctive pockets radiate a laid-back casual charm that requires little effort to style with ankle boots! This chic style combination creates a balanced and utilitarian aesthetic that can be worn for various occasions – that’s just how versatile this outfit is.
Another thing to mention is that matching these two also allows for experimentation with textures and detailing, which visibly adds depth and interest to your overall ensemble.
Velvet Pants
I personally love velvet pants although I also know that they’re not always the easiest to style.. But you know what’s a foolproof pair with them? Yep, ankle boots!
The luxurious feel of velvet wherein it shows a beautiful sheen, creates a nice blend of texture with the sophisticated vibe of the ankle boots. Whether you opt for leather or suede, the sleek structure of the ankle boots will surely look chic with your favorite velvet pants!
Wrap Coat
Wrap coats are universally flattering and you can clearly see how it flatters the matching brown color of the ankle boots in this look. Just go opt for black leggings to maintain your vertical visual line intact!
Leather Skirt
Leather skirts have this urban chic vibe that instantly elevates pretty much any outfit! With the right length of leather skirt paired with ankle boots, you can create a sophisticated look that’s also great to wear during transitioning seasons.
Leopard Print Shirt
Ankle boots and a leopard print shirt give the entire outfit a stylish contrast by making the busy leopard prints stand out! When choosing a pair of ankle boots to pair with your animal print top, I suggest you choose one color from the top and wear boots that come in one solid color to bring visual balance to your look!
Trench Coat
The versatility of the trench coat and ankle boots create a seamless transition between casual and sophisticated styles, which also makes the outfit suitable for day or night. Plus, trench coats will always be a classic fashion piece that will definitely work well with something as sophisticated as ankle boots as well!
Turtleneck
Ankle boots are very versatile and you can absolutely match them with many different kinds of wardrobe pieces such as a cozy turtleneck top. Turtleneck tops are warm and cozy, although apart from this visual aspect, this is also flattering for ladies trying to bring in more volume and depth to their upper body.
Turtleneck tops are also great with jeans, just like this outfit we have here. The ensemble exudes a very casual vibe especially when worn along with a pair of neutral-colored ankle boots.
