I recently launched style requests on Instagram and there were many requests from date night tops, my favorite white tee and ways to wear Chelsea Boots. You see them all over Pinterest and Tik Tok, but to some they aren’t the easiest piece to style. Today, I’m sharing 9 ways to wear Chelsea Boots, hoping it gives you some inspiration to style this trendy casual boot. Scroll down to see my favorite Chelsea boots as well!
How to Style Chelsea Boots 9 Ways
Chelsea Boot Outfit Ideas
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Black Leggings + Striped Sweater
Elevate your winter wardrobe with this chic Chelsea Boots, black leggings, a striped sweater look. The Chelsea Boots add a touch of timeless sophistication to your look, while the black leggings keep it casual and comfortable. In addition, the striped sweater adds a pop of texture and the long scarf coat is the perfect layering piece to keep you warm on chilly winter days. This outfit is perfect for running errands or having a casual lunch with friends. Finally, pair it with chic sunglasses and minimal jewelry for a polished finish to your look.
Black Leggings + Hooded Blazer
One of the reasons that I love Chelsea Boots is because they are a versatile option that can be dressed up or down depending on the occasion. If you’re looking to stay chic, while feeling comfortable, try styling them with a hooded blazer and black leggings. This creates a monochrome look that is both chic and sophisticated, while also being comfy. Finish off the outfit with a stylish black scarf and tote for a chic, put-together look.
Shearling Jacket + Leggings
Chelsea Boots are also a great shoe for winter, because they are not only comfortable and chic, they are warm as well. For a cozy look, try styling them with a shearling toggle jacket and black leggings. This creates a warm and stylish look that’s perfect for the colder months. Finish off the look with a trendy bucket bag and a pair of sunglasses for not only a fashionable outfit, but a warm and comfortable one as well.
Maxi Dress
One of my favorite ways to style Chelsea Boots is to pair them with a cozy maxi sweater dress, a long coat, and a chic accessories. If you’re wanting to wear a dress, but it’s cold out, try styling a maxi sweater dress. They are cute and cozy, while keeping you warm. This look is sophisticated and perfect for the chilly winter weather. The boots add a touch of edge to the otherwise feminine look, making it perfect for a day out with friends or for a chic date night look.
Mini Dress
An alternative to the maxi sweater dress, is the mini sweater dress. It’s not only warm in the winter months, especially when paired with tights, it is a versatile and stylish wardrobe staple that can be dressed up or down depending on the occasion. To add a little edginess to your look pair it with a puff sleeved leather jacket. This trendy look is perfect for not only day, but night as well. Finally, finish off the look with a chic black handbag and you are ready to go.
Midi Skirt
For a timeless and classic look, pair your Chelsea Boots with a warm midi skirt and a classic white oxford shirt. After that, add a matching long coat for extra warmth, and to elevate your look. This creates a sophisticated outfit that is perfect for a day at the office or a dinner with friends. In addition, add a black handbag and a classic pair of sunglasses to complete the outfit.
With a Maxi Skirt or Maxi Dress
Another classic, but stylish way to style Chelsea Boots is with a chic monochrome outfit. Try styling them with a cool graphic sweatshirt paired with a fur-lined leather jacket and a classy maxi skirt. This creates a unique and trendy look that is perfect for the colder months. In addition, the boots add a touch of edge to the otherwise feminine look, making it perfect for a night out or a dinner with friends.
Shacket + Blue Jeans
For a casual daily look, that is also elevated and put-together, pair your Chelsea Boots with a cozy shacket and your favorite blue jeans. The shacket will add extra warmth for the colder months, and the blue jeans keep the look casual and comfortable. After that, finish off the look with a black leather bucket bag and sunglasses for a elevated casual look. This combination is perfect for a casual day out or for running errands.
With Black Jeans
For a daily chic and polished look, style your Chelsea Boots with a beige and black trench coat, black jeans, and a coordinating beige handbag. This color combination creates a cohesive and sophisticated outfit that is perfect for both casual and formal occasions. Experiment with different textures and fabrics to add interest to your outfit and make it truly your own.
My Favorite Chelsea Boots
I love Chelsea Boots because they are versatile, perfect for casual weekends, date nights, and even dressier events. They are comfortable and easy to wear, and can be paired with a variety of outfits to create different looks. From lug sole Chelsea Boots, to Chelsea Combat Boots and more, below are some of my favorite and timeless Chelsea Boot styles.
1. Reformation Katerina Lug Sole Chelsea Boot
2. See by Chloe Shearling Lined Chelsea Boot
3. 3.1 Phillip Lim Alexa 40mm Chelsea Boots
4. Everlane The City Chelsea Boot
5. Last Angie Chelsea Boot
6. Loeffler Randall Bridget Chelsea Combat Boots
Please feel free to email me at thegraydetails@gmail.com if you have any questions! I’m always happy to help with styling or picking out a specific outfit for an event! Have an amazing day!!
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As always, thank you so much for stopping by today, I truly appreciate all of you! xx, Amanda
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