What Socks To Wear With Chelsea Boots? For Men and Women

Chelsea boots are popular winter shoes worn by both men and women. They are perfect for casual or semi-formal outfits. Chelsea boots are most often available in different shades of brown or black. But which socks to wear with Chelsea boots and how to incorporate them into your outfit?

Chelsea boots are worn with high socks, because Chelsea boots are pretty high, to protect yourself from the cold and to keep your shoes from getting blistered. The best socks are crew-length, over-the-calf, or knee-length socks. The socks can be worn to be visible or hidden under trousers.

The rest of this post will give you many ideas on what socks to choose with Chelsea boots and where to buy them. I will also tell you whether you can wear Chelsea boots without socks and whether it is appropriate to wear white socks with Chelsea boots.

What Socks To Wear With Chelsea Boots?

Chelsea boots are best worn with crew socks, which can be black or different shades of black. You can also wear longer socks (over-calf or knee socks) if you want to keep warm under your trousers. It is definitely a good idea to wear high socks as they protect against the rubbing of the boots and unpleasant blisters. Let’s look at some ideas on how to wear Chelsea boots with socks.

Wear Black Socks With Chelsea Boots

Black is a neutral color that goes with every shoe. You’ll look your best wearing black or dark brown Chelsea Boots with dark trousers. The primary purpose of long socks is to protect us from the cold and to serve as an extension to long trousers. The socks should be long enough to avoid showing skin when we sit down.

Black socks with Chelsea boots
Black socks with Chelsea boots

For men, I recommend the Dickies Men’s Dri-tech Moisture Control Crew Socks Multipack (6 or 12 pairs). You can choose from a variety of colors and sizes. The sock packs range from $10.98 to $35.52 (depending on the pack size and color). These extremely durable and comfortable socks are made from 71% Cotton, 27% Polyester, 2% Spandex.

These are the other features of Dickies crew socks:

  • Machine Wash
  • Soft, Breathable Moisture Control Fibers
  • Arch Compression Support and Stability
  • Ventilation Channels Enhance Air Flow
  • Durable Reinforced Heel and Toe
  • Fabric content may vary by color

Get Dickies Crew Socks Here.

For women, I recommend these Hanes Women’s 10-Pair Value Pack Crew Socks.

These are their features:

  • 76% cotton, 22% polyester, 1% spandex, and 1% other fibers.
  • Pull-on fastening
  • Machine washable
  • EXCELLENT FIT – Made with the addition of soft and stretchy Spandex, so it gently conforms to the shape of the foot.
  • KEEP YOUR MOISTURE IN – Cool Comfort fabric wicks away moisture, so your feet stay cool and dry all day.
  • The comfort you deserve – the cushioned footbed makes these padded socks a reliable choice for everyday wear at work, play, the gym, sports, and beyond.

You can buy Hanes socks here.

Wear Colorful Socks With Chelsea Boots

If you want to upgrade your look with colors, you can wear colored socks. The socks can be in one or several colors. It is recommended to wear a maximum of 2 colors per sock, which are complementary to each other. Complementary colors are those that are opposite in the color circle. You can read more about how to combine colored socks with an outfit here.

You can get 10 pairs of colored crew socks on Amazon.

Wear Patterned Socks With Chelsea Boots

In addition to the colors, you can add a touch of patterns or stripes to your socks. My favorite socks are those with dotted patterns or stripes. I always adjust the color of my socks so that the primary color is the shade of the trousers I’m wearing, and the pattern color is complementary to the primary color. Find out more about how to incorporate patterned socks into your outfit here.

Wear Fluffy Socks With Chelsea Boots

Fluffy socks are the socks we wear in cold weather. My girlfriend and I wear them in winter when we are dressed in our pajamas and ready for bed. The surprising thing is that fluffy socks go well with Chelsea boots. I must stress that this is a purely casual look, and it is not appropriate to wear fluffy socks with a more formal look.

Fluffy socks with Chelsea boots
Fluffy socks with Chelsea boots

Wear Mesh Socks With Chelsea Boots

Now it’s time for an outfit idea suitable for women only. If you have a pair of mesh or fishnet socks in your wardrobe, you can wear them with Chelsea boots. They’ll make you look attractive and a little bit daring. The only drawback I see with these socks is that they don’t offer much protection against rubbing against the shoe. However, it’s worth a try if your shoe doesn’t chafe excessively when you wear it.

Mesh socks with ankle boots
Mesh socks with ankle boots

You can get the mesh socks from the picture above here.

Are You Supposed To Wear Socks With Chelsea Boots?

You should wear socks with Chelsea boots, in fact, you should wear socks with all your shoes. Because it is healthy for your feet and good for the long life of your shoes. You can wear no-show socks if you don’t want your socks to be visible with Chelsea boots.

It’s always good to wear socks with any shoes, and the same goes for Chelsea boots. Wearing shoes made of synthetic materials (most shoes are) can lead to serious foot infections if you don’t wear socks. Sweat can also damage your shoes and cause an unpleasant smell that is difficult to eliminate. But that doesn’t mean your appearance has to suffer.

You should wear socks with Chelsea boots
You should wear socks with Chelsea boots

You can achieve a sockless look even if you wear socks. The most popular socks for the sockless look are no-show socks, which are more suitable for low shoes or sneakers. Chelsea boots are high shoes that go above the ankle, so it’s a good idea to protect the ankle and the back of the foot with a sock.

If you don’t want to wear long socks, I recommend wearing ankle or quarter socks with Chelsea boots. I prefer quarter socks, which go just above the ankle like Chelsea boots and protect the foot.

Can you wear white socks with Chelsea boots?

You can only wear white socks with Chelsea boots if you wear white trousers. Otherwise, I advise against it. Because the color of the socks must match the color of the trousers you are wearing. You can wear black or brown Chelsea boots with white trousers.

White socks and white pants with Chelsea boots
White socks and white pants with Chelsea boots

Both men and women can wear white trousers and socks with Chelsea boots. White goes perfectly with brown in all shades, especially light brown. Make sure that the Chelsea boots’ color and the garment’s upper part match (you can also see this in the left picture above).

You can read more about what shoes to wear with white socks here.


My name is Gregor and I'm a sports and fashion enthusiast. Like you, I want my clothes to be good quality and comfortable. I hope my articles will help you choose the right underwear for you.

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