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How to Style Chunky Boots

November 14, 2024

How to Wear and Style Chunky Boots

As trends and styles come and go, it can be tricky to know how to wear chunky boots with the right outfit. Luckily, chunky boots are one of the most versatile fashion pairings - and that isn't looking to change anytime soon.

Whether they're partnered with skirts, dresses, jeans, or smart trousers, a classic chunky boot goes with just about anything. A timeless staple for anyone's wardrobe, it's no wonder we've seen them loved by the likes of Olivia Rodrigo, Kourtney Kardashian and Miley Cyrus.

Not only do they look good, but they also have plenty of practical benefits too - which makes chunky boots even better. They're comfy and durable, while offering plenty of support for everyday use.

Read on to explore how to style chunky boots with pretty much any outfit, from work to play.

What's on this page:

What Are Chunky Boots?

Chunky boots are a style of footwear characterised by a substantial and thick sole. These boots typically feature a robust design, with a noticeably bulky appearance compared to traditional shoe styles. Chunky boots are known for their durability, comfort, and ability to add a statement edge to various outfits, making them a popular choice in contemporary fashion trends.

How to Wear Chunky Boots with Jeans

There are so many great ways to style chunky boots with jeans. Depending on how you twist this classic duo, they can transform a look from casual to chic in seconds. Style a laidback look with a classic biker jacket or dress them up with a flattering blazer for work or going out.

Here are a few of our favourite combos for wearing chunky boots with jeans:

  • Skinny jeans - a classic pair of skinny jeans look great tucked into chunky boots. Dress them up with a nice top or keep it casual in a graphic tee.
  • Wide leg jeans - wide leg jeans are back in fashion. Style them with your chunky boots peeking out for a retro 90s look.
  • Mom jeans - the perfect balance between fitted and baggy jeans, a high-waisted mom jean has taken fashion by storm, redesigning the popular 80s style. They look great with chunky lace ups and Chelsea boots of almost any colour. Cuff your jeans for extra vintage vibes.
  • Flared jeans -pair these statement jeans with smart, chunky heeled boots, or grab some combat boots to strike an early 2000s look.
  • Cropped jeans - available in almost any style from bell bottom flares to skinny and straight leg jeans, cropped styles create a seamless flow between your jeans and boots. They're a great transitional option for when the weather is cool, but not too cold for exposed ankles.

Lilley Matilda Womens Tan Ankle Boot

Lilley Matilda Womens Tan Ankle Boot

These tan buckled Chelsea boots by Lilley have a rural design with an elasticated gusset and buckle for a snug fit. The chunky sole is supportive and practical, while the tan brown is timeless for both work and everyday wear.

Top Tip: Tan goes great with true blue jeans. Tuck these into a pair of skinnies or go for a cropped look by cuffing your jeans.

Lilley & Skinner Winnipeg Womens Bordeaux

Lilley & Skinner Winnipeg Womens Bordeaux

Make a fashion statement in these bordeaux lace up boots by Lilley & Skinner. Their stylish colour add a unique twist to this classic chunky style, while a thick heel and cleated sole make sure you're both secure and stylish.

Top Tip: Taller than ankle boots, these lace up chunky bordeaux boots would pair great with some cropped flared jeans for extra impact.

Lilley Women's Black Patent Zip Up Ankle Boot

Lilley & Skinner Montreal Womens Black Ankle Boot

Everyone can rock a pair of chunky black patent boots by Lilley & Skinner. These lace ups from Lilley & Skinner have hidden zips, making them easy to throw on and head out the door. The synthetic material is also a great option if you don't like wearing leather.

Top Tip: From skinny to mom jeans, a pair of chunky all-black stomper boots are as versatile as they come and match any colour in your wardrobe.

How to Style Chunky Boots with Skirts and Dresses

Chunky boots don't just look great with jeans, they're staples for skirts and dresses too. Easily elevate an outfit with a pair of trusty boots, whether you're dressing up or down.

Create a smart, put-together look with chunky heeled ankle boots, or keep it casual with some retro combat boots. And the right jacket can complete any look. Try a denim or biker jacket for a lightweight extra layer, or grab a classy longline blazer coat for chillier days.

Whether it's florals, patterns, block colours or neutrals, here's how to style chunky boots with different lengths of skirts and dresses:

  • Mini - from the humble mini-skirt to the LBD, chunky heeled and knee-high boots pair perfectly with this shorter length for transitional weather and going out.
  • Midi - there's something so effortlessly stylish about pairing a midi dress or split skirt with some chunky ankle boots, especially with florals or patterns. They're great for work or even a cute brunch date.
  • Maxi - chunky boots put an alternative spin on summer maxi dresses. In winter, match with a cosy jumper or cardigan.

Lilley Maude Womens Black Ankle Boot

Lilley Maude Womens Black Ankle Boot

A pair of chunky black ankle boots are a staple for any shoe rack. Zip up fastening and lace up front ensure secure fitting, while a thick heel keeps you steady and supported throughout the day.

Top Tip: Complete your skirt or dress with Ankle boots to transition your look from day to night. They also look super cute with tights.

Lilley Mildrid Womens Black Chunky Ankle Boot

Lilley Mildrid Womens Black Chunky Ankle Boot

If you're looking for chunky boots, you've found the holy grail. These black chunky boots by Lilley are platformed for extra height. But don't worry about getting them on and off - the side zip fastening couldn't be easier.

Top Tip: Pair these boots with mini skirts or dresses for a contrast in thickness and length - and make them extra chunky for a grungy twist.

How to Wear Chunky Boots with Trousers

A good pair of trousers can bring an outfit together and mix up your wardrobe from the usual dresses and jeans. They're pretty versatile and almost always look put-together - whether it's part of a co-ordinated set, a smart pantsuit or some patterned tailored trousers worn with a simple top. The perfect pair of chunky boots can really seal the deal.

  • Straight leg - the quintessential straight leg trouser goes well with traditional laced boots and chunky soles.
  • Peg trousers - a pair of cropped peg trousers offer a tailored look, whether they're plain, bold or have a stylish checked design. Partner with chunky heeled boots for work, or keep it relaxed with a slouchy tee and Chelsea boots.
  • Wide leg - match chunky zipped boots with the flared style of wide leg trousers or culottes to deliver an instantly chic silhouette, excellent for going shopping or heading somewhere smart.

Heavenly Feet Litesoles Fern Womens Ruby Boot

Heavenly Feet Litesoles Fern Womens Ruby Boot

If you're aiming for a statement look, you can't go wrong with the Litesoles Fern Womens Ruby Boot from Heavenly Feet. The sturdy platform heel provides extra height, with Litesoles technology for a comfy fit.

Top Tip: Imagine these peeking out of a pair of tailored trousers, perfect for going out. Or how about a pair of flared trousers for a 70s vibe.

Lilley Miley Womens Taupe Ankle Boot

Lilley Miley Womens Taupe Ankle Boot

This pair of taupe chunky boots by Lilley promise ultimate comfort and style. Just pull them on with a pair of plain or patterned trousers and you're ready to take on the day.

Top Tip: Try these ladies lace up boots with cropped trousers for an effortlessly sophisticated look.

Heavenly Feet Journey Womens Black Wedge Boot

Heavenly Feet Journey Womens Black Wedge Boot

Heavenly Feet's rugged take on womens black ankle boots is the perfect addition to your everyday footwear. Despite their all-black design, the Journey boots are anything but plain with fine stitch details and sturdy gripped soles.

Top Tip: Whether you pair these boots with bold animal print or neutral checked trousers, they're sure to make a statement. You could even try a new shoelace style to elevate your look.

With so many ways to wear chunky boots, it's no wonder they're a certified staple. Explore our blog for more helpful style tips and enjoy free next day delivery on our range of women's boots online.

5 Best Chunky Boot Outfits

Whatever the season, weather and occasion, chunky black boots are a year-round wardrobe staple. They can be both practical and sturdy, as well as stylish and edgy. Just take a look at how you can incorporate them into your wardrobe below.

Formal: Pair your chunky boots with tailored trousers or a midi skirt for a polished but edgy formal look. Opt for a crisp button-down shirt or a tailored blazer. The contrast between the chunky boots and more structured formal wear will create a chic and contemporary outfit that works every time.

Casual: For a relaxed and more casual look, pair your chunky boots with distressed denim jeans or casual joggers. Tuck in a graphic tee or a cosy oversized jumper, or even throw on a hoodie. If the weather is a little colder, add a denim jacket or a leather bomber for an effortlessly cool and laid-back vibe. This combination is guaranteed to strike a balance between comfort and style.

Summer: In warmer months, style your chunky boots with a flowy summer dress or a mini skirt. These lighter materials and bright colours embrace the summer season, all while creating a stylish contrast with the chunky boots. In keeping with the season, throw on a hat and some trendy sunglasses to compliment the look. And to cope with the heat, consider ankle or combat-style chunky boots for a more breathable option.

Autumn: Embrace autumn by combining your chunky boots with skinny jeans and a chunky knit jumper. Layer with a stylish trench coat or a woollen blazer for added warmth. Or, throw on your favourite oversized hoodie! Make sure to incorporate autumnal hues like deep reds, oranges, and browns into your outfit to align with the seasonal palette.

Winter: For winter, go for a cosy and layered look. Pair your chunky boots with thermal leggings or skinny jeans, and add a chunky knit jumper or a turtleneck. Top it off with a long wool coat or a thick puffer jacket. Don't forget cold-weather accessories like a beanie and gloves to complete your winter outfit.

Remember, the versatility of chunky boots allows you to play with different textures, styles, and accessories to create looks that suit various occasions and seasons.

Check out the shoezone blog for more style tips and footwear suggestions for every occasion.