To style ankle boots, mind the gap between your hem and the top of the boot. With dresses and skirts, either show a little skin above the boot or wear tights in the same color as the boots. With jeans, choose cropped or cuffed jeans that end just above the boot, tuck slim jeans in, or let wide-leg jeans fall over the boot. Pick a block heel or a low wedge for all-day wear. Below are the easiest ways to wear ankle boots with dresses, jeans and more.
Three simple rules
- Watch the hemline. A dress that ends just below the knee, or a mini, looks best with ankle boots. A hem that stops right at the top of the boot can cut your leg off visually.
- Match your tights or show some leg. Black tights with black boots make one long line. Bare legs work best with a small gap of skin between the hem and the boot.
- Choose the heel for your day. A block heel is steady for work and dinners, a wedge or flat sole for long days on your feet.
How to wear ankle boots with dresses
With a midi dress
A slim, pointed boot keeps a midi dress looking light. The Classic Block Heel Ankle Boots have a pointed toe, a side zip and a low block heel, in six colors including black, light brown and army green, EU sizes 36 to 43. Wear them with a long-sleeve midi dress and a gap of skin or matching tights. For dress ideas, see our midi dress outfit guide.
With a sweater dress
A soft suede boot is a natural match for a knit dress. The Round Toe Block Heels Ankle Boots are suede with a round toe, a side zip and a block heel, in black, brown and khaki, sizes 36 to 43. Add tights in the same color as the boots on cold days. Our Thanksgiving outfit guide has more sweater dress looks.

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With a mini or slip dress
Chunky boots give a feminine dress an easy, cool edge. The Lace-Up Ankle Combat Boots have a lace-up front, a side zip and a thick sole, in beige or black, with fleece-lined versions of both, sizes 35 to 42. Wear them with a mini dress, an oversized cardigan and a crossbody bag.

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How to wear ankle boots with jeans
Cropped or cuffed straight jeans
This is the classic fall combination. Jeans that end just above the boot show a small strip of ankle and look neat. Roll the hem once if your jeans are longer. Black or brown block-heel boots go with every wash; browse our jeans for straight and cropped fits.
Slim jeans tucked in
With skinny or slim jeans, tuck the hem into the boot or let it sit just inside the opening. A suede boot with a side zip makes this easy.
Wide-leg jeans over the boot
Let wide-leg or flared jeans fall over the boot so only the toe shows. A small heel or wedge keeps the hem off the ground. The Suede Ankle Boots with Wedge Heel pair a sock-style suede shaft with a light wedge sole, in beige, gray, black and taupe, sizes 36 to 43.

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Western and warm styles
For a country look, choose an ankle boot with embroidery. The Western Embroidered Ankle Boots have stitched designs on the shaft and a block heel, in black or brown, sizes 36 to 43. They work with jeans, denim shorts and fringe; see our guide to what to wear to a country concert.

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On cold days, a lined boot keeps your feet warm. The Plush Lined Ankle Boots are suede with a soft lining, a fuzzy trim at the top and a lace tie, in brown, gray and khaki, sizes 36 to 43. Wear them with leggings or jeans and a big sweater.

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How to choose your pair
- Color: black goes with everything; brown, camel and taupe look warmer with denim and fall colors.
- Heel: block heels for dresses and work, wedges and flat soles for walking, chunky soles for a casual look.
- Size: our boots use EU sizes. Check the foot length in the size chart on each product page before you order.
- Material: the material is listed on every product page. Suede looks soft but is best kept out of heavy rain.
Find your ankle boots
Start with one pair in black or brown, then add a second style for a different look. Browse all styles in our boots collection.
Delivery usually takes 9 to 17 business days. Free standard shipping on eligible orders over US$60. Returns are accepted within 7 days in the US and 14 days in other countries on eligible items, as described in our Refund policy.