How To Style Chelsea Boots For Women

Originally, Chelsea boots were made for walking and riding, but they have continued through our culture into so much more. The boots reached new heights in the 1960s with the Mods and Rockers of Chelsea in London. They are still very much on trend in 2023, due to their versatility and range of styles.

What To Wear With Chelsea Boots?

There’re so many different things you can wear with Chelsea boots, we hope to cover a few different outfits to give you some inspiration. Chelsea boots are mistaken to be a solely masculine style, but its definitely not the case! Pairing your boots with a summery skirt or dress creates a stunning elegant look, that is both practical and fashionable. Let's dive in to how to best style your Chelsea boots for women...

How To Wear Chelsea Boots with Jeans?

We could spend the entire blog talking about how to style Chelsea boots with jeans! There are so many different outfit options depending on a number of factors. How smart you want to look, practicality or even the season it is. To find out more about this, head over to our other blog,  How To Style Chelsea Boots With Jeans.

Straight Jeans – These are probably the best style of jeans to wear with Chelsea boots. Depending on where they fall, you can cuff your jeans so they sit just over the top of your Chelsea boots. This helps to avoid unflattering bunching at your ankles.

These jeans have the added bonus of how versatile they are. You can match them with a blouse for a smart look, or tone them down with a t-shirt for a chilled weekend vibe. We particularly love the Dubarry Bray Suede Chelsea Boots. They have a little bit of a heel, but can be styled both up and down!

Cropped Jeans – This style is absolute perfect for the sunnier months! Cropped jeans, or frayed jeans pair perfectly with Chelsea boots as they sit just at the right height - stopping just over the top of your boots.

Flared Jeans - Pairing the ankle boots with flared jeans is a great way to elevate your style. Opt for a set with chunky heels, since they'll be more comfortable with the long flares and create a fashionable 70's look. (70's fashion is well and truly back on trend!)

How To Wear Chelsea Boots with Skinny Jeans?

Skinny Jeans and a Blazer – Going for a smart casual look? Pairing your boots with skinny jeans and a blazer is an absolute staple! This look is extremely versatile. You can wear it the the office, on a shopping day and even hitting the town.

Our personal favourite look for this style is black skinny jeans, a black or neutral blazer and the Blundstone Chelsea Heel Boot.

Skinny Jeans and a Cardigan – For a more comfortable look, pair your skinny jeans and boots with a cardigan. This is a timeless look that works for all seasons! You can mix and match what style you go for, denim, black, or white jeans.

Blue denim works fantastic with a warm toned camel or brown boot. Black jeans work best with black boots and white jeans are a treat as they go with almost any colour!

Chelsea Boot Outfits for Women

Leggings - We love combining leather effect leggings with black Chelsea boots for a cool rock-inspired look. You can also complete the ensemble with a white t-shirt and a leather jacket. If you're going for a more relaxed vibe, why not pair your leggings with a Barbour Otterburn Overlayer and a pair of Blundstone All-Terrain 2056 Boots.

Mini Skirt - Why not take a nostalgic trip back to the swinging 60s when Mods and Rockers ruled the scene, during the time Chelsea boots became popular. If you're after a true 60s feminine vibe, match your mini skirt and Chelsea boots with a peter pan collar blouse. To complete the look, try wearing tights or knee-length socks.

Midi Skirt / Midi Dress - Whether it's summer or spring, Chelsea boots are the ideal footwear for your midi skirt. Pair it with a vest top or t-shirt for the summer, or a long-sleeved top or jumper for cooler temperatures.

For this look, thick tights are essential during winter. For a whimsical touch during summer, wear taller socks with fun patterns or colours that will peek above your boots.

Dresses - Similar to our suggestions for mini and midi skirts, Chelsea boots complement dresses beautifully. The advice we shared for skirts works perfectly for dresses too. Even maxi dresses look fabulous with a pair of Chelsea boots. Plus, they provide a higher level of comfort without compromising your style.

Rainy Days - Don't restrict yourself to wearing Chelsea boots only when it's dry outside. There are several waterproof leather Chelsea boots out there, such as the Ariat's Wexfords. A chic way of styling your boots on wetter days is with a trench coat and an umbrella, you can still look glamorous even in the rain!

Chelsea boots are versatile and luxurious, there are so many way you can dress them up or down. They can elevate any outfit, from leggings to dresses, they offer comfort, style, and endless possibilities for fashion-forward women. For more outfit ideas and inspiration, head over to our website or feel free to call us at 01432 377089.