What Are the Best Ankle Boot Styles to Wear with Skirts in a Business Casual Office?

Ankle boots are a versatile staple in any woman’s wardrobe. Perfectly paired with jeans for a laid-back weekend or a tailored dress for a polished professional look, these shoes can truly do it all. However, when it comes to making a style statement at the office — especially in a business casual environment — many of you may fret over the best boot styles to pair with your skirts. Fear not, for we’re here to guide you through the maze of boot styles and outline the best options that will enhance your professional look while maintaining a casual flair.

1. The Classic Black Ankle Boot

The classic black ankle boot is a quintessential addition to your shoe collection. These boots are known for their timeless elegance and versatility, making them an ideal choice for a business casual office.

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For styling: Choose a boot with a medium heel to enhance your silhouette without compromising on comfort. Pair the boot with a pencil skirt or an A-line dress — the black boot’s simplicity will beautifully complement the structure of these dress styles. For a pop of color, consider wearing a top in a bold hue or a statement necklace.

2. The Tan Suede Boot

Tan suede boots are a perfect blend of casual and refined. The soft, warm tones of these boots evoke a sense of comfort and ease, making them a stylish option for a business casual workplace.

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For styling: The natural color of tan suede boots pairs well with earth-toned dresses and skirts. Opt for a midi length skirt in a neutral palette and combine it with a crisp, white blouse. The contrast between the light top and the darker skirt will draw attention to your beautiful boots.

3. The Stacked Heel Boot

The stacked heel boot is a great work-appropriate option. These boots provide extra height without the discomfort typically associated with high heels. The thick, stacked heel adds a stylish twist to the otherwise standard ankle boot.

For styling: Pair the stacked heel boot with a flowy midi skirt to create an elongated silhouette. Keep the colors coordinated, but feel free to play with patterns and textures for a more interesting look.

4. The Pointed Toe Boot

The pointed toe boot is yet another style that can elevate your office ensemble. It gives off a sophisticated vibe while still maintaining a casual feel, perfect for a business casual environment.

For styling: To highlight the sleek shape of the boot, wear it with a straight cut skirt or a dress with a hem that hits just above the knee. An understated top in a pastel shade will complement the sharpness of the pointed toe boot.

5. The Chelsea Boot

The Chelsea boot is a timeless style that exudes understated elegance. Its minimalist design and comfortable fit make it an ideal choice for a business casual office.

For styling: Pair the Chelsea boot with a pleated midi skirt for a chic and effortless look. Add a fitted top in a vibrant color to balance the look and bring a touch of personality to your outfit.

Remember, the key to pulling off any look is to wear it with confidence. So choose the boot style that you feel most comfortable in and that best matches your personal style. By incorporating these boots into your wardrobe, you’ll not only add a dash of sophistication to your office attire but also ensure that you’re ready to tackle any workday in style.

6. The Kitten Heel Ankle Boot

Known for their petite, slender heels, kitten heel ankle boots are a fantastic option for business casual attire. They add a hint of femininity and elegance, while their lower heels offer comfort for a full day of wear in the office. This boot style is particularly suitable for those who are not used to wearing high heels but still want to add some height and sophistication to their look.

For styling: Kitten heel ankle boots go well with straight leg jeans or wide leg trousers, especially if they end just above the boot. This creates a seamless transition from the trousers to the boots, elongating the legs and creating a sleek profile. Alternatively, you can pair them with dresses and skirts. This type of ankle boot lends itself well to being worn with a mini skirt, as the higher hemline allows the boots to stand out. If you’re opting for a longer skirt or dress, ensure it ends just above the boot’s top to fully showcase your footwear. In terms of color, a neutral hue like black, brown, or beige is versatile and easy to style.

7. The Lace-up Ankle Boot

As the name suggests, lace-up ankle boots feature laces that can be adjusted for a snug and personalized fit. They are a practical and stylish choice, offering a casual yet chic vibe that’s perfect for a business casual workplace. Lace-up boots also provide excellent support, making them an ideal choice for those long office hours.

For styling: These boots can be worn with a range of skirts and dresses, but they look particularly outstanding when paired with a knee high skirt. The skirt’s length allows the lace-up detail to be fully visible, adding a stylish focal point to your outfit. You can also wear them with skinny jeans or straight leg pants that tuck into the boots, drawing attention to the lace-up detail. Pair these boots with a simple top or blouse in a complementary color to keep the focus on your stunning ankle boots.


Choosing the right pair of ankle boots to wear with skirts in a business casual office might initially seem daunting, but with the right knowledge and a dash of style inspiration, it becomes a fun and creative process. From the ever-elegant black ankle boots to the chic Chelsea boots, from the comfortably stylish stacked heel boots to the sleek pointed toe boots, and even the charming kitten heel and lace-up ankle boots – there is an array of choices to cater to your style and comfort needs.

Remember, the most important thing is to wear your chosen boots with confidence. Whether you opt for a classic black ankle boot or a more playful lace-up style, let your footwear be an extension of your personal style. Pair them with your favorite skirts, dresses, skinny jeans, or straight leg trousers, and you’ll be ready to take on the workday with style and grace.

Ultimately, the best ankle boots to wear with skirts in a business casual office are the ones that make you feel empowered and stylish. So, stride into your office with your head high, your posture straight, and your ankle boots making a statement with every step you take.

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