How to Wear a Maxi Dress Casually?

If you have a gorgeous maxi dress, but you don’t know how to wear it casually, keep reading to learn more about this.

Whether it’s summer or autumn, maxi dresses are a great item of clothing that can be paired with many clothes.

A lot of types of tops can be combined with this dress, from jackets and blazers to shirts and jumpers.

If you add accessories and pair them with different types of footwear, you can create endless outfits by mixing and matching.

How to Wear a Maxi Dress Casually

Here are 10 different ways to wear a maxi dress casually and how to pair it with footwear and accessories:

  1. Shirt, canvas shoes, and jewelry
  2. Denim jacket, cowboy boots, and fedora hat
  3. Leather jacket, flats, and backpack
  4. Oversized blazer, oxford shoes, and tights
  5. Varsity jacket, sports sneakers, and cap
  6. Cardigan, ankle boots, and beret
  7. T-shirt, espadrilles, and belt
  8. Leather blazer, high boots, and purse
  9. Jumper, clutch, and chunky sneakers
  10. Denim vest, sandals, and sunglasses

Shirt, Canvas Shoes, and Jewelry

A great combination for a summer night in town. You can choose a white, oversized shirt, made from linen or something similar, and you can tie it for a casual look.

Pair it with a simple pair of canvas shoes. These shoes have the sole and the upper front made from rubber, while the rest of the shoe is made from cloth.

Choose a color that matches your dress, or choose black or white for a simpler look.

As far as accessories go, you can opt for some jewelry. Whether it’s a long necklace, a long pair of earrings, or a cuff bracelet, choose the one that you like the most.

However, don’t add too much jewelry to the outfit. Keep it simple and casual.

Denim Jacket, Cowboy Boots, and Fedora Hat

This combination screams festival. The denim jacket is a very versatile item that goes great with anything.

Whether you choose a classic denim jacket or a colored out, make sure to match it with your dress. The cowboy boots are very comfortable and will be great in combination with the maxi dress.

What sets them apart from regular boots is that they have a pointed toe, they have embroidery on them, and the design of the heel cap is different.

The fedora hat has a soft brim and an indented crown. It is very popular and it comes in many colors and patterns. Together with a fedora hat, you will create a great outfit for parties.

Leather Jacket, Flats, and Backpack

This combination is one of my favorites. Whether it’s a cold day of summer or a warmer autumn day, I throw this on and I am good to go.

The leather jacket is a great top that you can match with everything, even your maxi dress. This jacket can also be made of a leather substitute, so you can find it in many colors.

The flats are the most common type of footwear and that is because they are very comfortable and versatile.

They also come in many designs and colors, so make sure to choose a color that matches your maxi dress. Pair it with a simple backpack and you are ready for a walk or a day in the office.

Oversized Blazer, Oxford Shoes, and Tights

The oversized blazer will help you create a casual, baggy look. It is very popular, so don’t be afraid that you won’t find one to your liking.

Just make sure that it either matches your dress or that you choose a simple color.

The oxford shoes are a classy and elegant choice. However, together with the oversized blazer, you will be able to create a casual outfit.

As an accessory, you can add a pair of tights in black. This outfit will be perfect for colder summer nights or for a warmer day in autumn.

These three items will help you create an outfit that is perfect for many occasions: a day at the office, a walk in the park, a shopping day, and so on.

Varsity Jacket, Sport Sneakers, and Cap

A sporty and casual outfit. Whether you plan on going to a game or you lean more towards the sport items, this combination would be perfect for you.

The varsity jacket is also known as the letter jacket and it was very popular in the 80s amongst young athletes.

It has evolved in time and now it comes in many designs and colors, so you will have no problem finding the one for you.

This jacket would pair perfectly with a pair of sports sneakers. They would be very comfortable, providing your feet the sustain they need.

Whether you have a bad hair day or not, you can easily add a cap to your outfit to make it look complete.

Cardigan, Ankle Boots, and Beret

A perfect outfit for autumn. All these three pieces, together with your maxi dress, will create an elegant and casual outfit that will be perfect for many occasions.

You can opt for a long or short cardigan. The materials available for this item range from wool to linen, so choose the one that you like.

The ankle boots are the perfect choice for a colder day and they are very chic.

They come in endless colors and styles. Be sure that you select a color that matches your dress.

The beret is the final touch that turns this simple outfit into an elegant one. You can find berets made from wool or a substitute for it or from leather.

Take into account the material of the cardigan when choosing your beret.

T-shirt, Espadrilles, and Belt

This combination may seem weird, but I am sure you will love it. A t-shirt is a very simple and common item but paired with a maxi dress it will completely change the outfit.

Unlike the other tops, I recommend you put the dress over the t-shirt. Make sure that the t-shirt is simple, either black or white, and that the dress has straps.

This combination will match nicely, giving you a new idea of how to wear a maxi dress.

The espadrilles may be a simple, but safe option. They are comfortable and chic, and they highlight your legs. To complete the whole outfit add a belt.

Go for a simple, wide, black belt that you can put over the dress to accentuate your waist.

Leather Blazer, High Boots, and Purse

Another great combination for autumn. The items in this combination are so simple that this outfit has no limits when it comes to the occasion.

The leather blazer is a chic and popular choice nowadays, especially if you choose one that is oversized. The most popular choices are black and brown, but the options don’t stop there.

As far as footwear goes, I recommend you choose a pair of high boots. You can even go for a leather pair, to match the blazer.

The purse is the last piece that will complete the outfit. Your choices here are endless, from different sizes, styles, designs, and colors.

Either choose one in a neutral color or go for one in a bold color to make a statement.

Jumper, Chunky Sneakers, and Clutch

An easy and popular choice. Together with your maxi dress, these items will help you create a very feminine and fashionable outfit.

The jumper is a great choice for colder days. It also creates an effortless look. The chunky sneakers also add a casual vibe to the outfit.

I recommend you choose a simple pair, in a plain color, such as black, white, or the color of your jumper.

As far as the clutch goes, your options are infinite. Choose one that suits your style and personality best.

If you want to create a timeless and simple outfit, try to choose colors that are more neutral, such as white, black, brown, beige, and so on. Have fun playing with your options.

Denim Vest, Sandals, and Sunglasses

The denim vest is a simple item of clothing, but can completely change your outfit. It comes in many colors and designs and it goes great with many items, including a maxi dress.

When it comes to sandals there are a lot of options out there, so you can choose any pair you want. The important thing is that you are comfortable with them.

An accessory that must not be missed on sunny days is the sunglasses. When it comes to choosing the right pair of sunglasses you have to remember only one rule: find the ones that match the shape of your face.

After that, you can play with the designs, styles, and colors. Have fun wearing them.


No matter what you choose from this list and how you decide to wear your maxi dress casually, I am sure that you will be able to find the outfit that is best suited to your style and personality.

Add an oversized sweater over the dress or a blazer, a leather jacket, or a simple T-shirt. Moreover, don’t miss the opportunity to make a more elegant or casual outfit by simply changing your shoes.

Wearing the same dress over and over again may be boring. Properly accessorized, maxi dresses can be worn from morning to evening, from the office to cocktails or picnics.

Don’t be afraid to play with the items presented above, to mix and match them. Find the combination that is perfect for you and wear it with confidence because that is all that matters.