What Shoes to Wear with Midi Dress: A Complete Guide

Finding the perfect pair of shoes to complement a midi dress can sometimes be daunting. The length of the dress and the overall style play a crucial role in determining the proper footwear.

Whether you’re going for a casual or elegant look, plenty of options exist. In this guide, we’ll explore a variety of shoe styles that pair well with midi dresses, ensuring that you make a fashion statement no matter the occasion.

Here are 19 best shoes that go with a midi dress

White Lace-up Sneakers:

For a relaxed and effortlessly cool look, white lace-up sneakers are an excellent choice to pair with your midi dress. These timeless shoes add a touch of freshness and trendiness to any outfit.

Whether you opt for a floral, bodycon, or flouncy midi dress, white sneakers never fail to create a stylish combination.

Some popular options include the classic leather Nike Air Force One, Veja Campo, Superga’s Cotu, or Old Skool Vans. Finish off the look with a leather crossbody or tote bag, and you’re ready to rock your casual-chic ensemble.

Slip-on Sneakers:

Slip-on sneakers are the perfect choice if you’re always on the go or prefer a sleeker sneaker alternative. With their easy slip-on design and versatility, they effortlessly complement any midi dress style.

Opt for comfortable perforated styles like Dr. Scholl’s Madison or sleek leather pairs like UGG Cahlvan.

You can choose between lower or platform slip-on sneakers depending on your preference. Little black midi dresses or knit midis work well with this shoe style.

Consider adding a sweater or denim jacket as a trendy topper for a casual yet fashionable look.

Chunky Sneakers:

Chunky sneakers are the way to go for those looking to make a bold fashion statement. These trending sneakers, available in all-white or color-blocked and patterned styles, add a funky and casual vibe to your midi dress outfit.

When pairing chunky sneakers with midi dresses, opting for minimal dresses such as bodycon styles or silky midi slip dresses paired with soft sweaters is best. Brands like Ecco, Steve Madden, or Sorel offer a variety of styles and colors to choose from. Embrace your unique style and express yourself confidently with this edgy shoe choice.


When the colder seasons roll around, boots become the go-to footwear to wear with midi dresses. Whether winter or fall, boots add style and functionality to your outfit.

Specific boots can work for spring or more elevated events depending on the dress and boot style. Ankle boots, knee boots, cowboy boots, combat boots, and Chelsea boots are excellent options.

They are finding the right boot style that complements the dress and suits your style.

Ankle Boots:

Ankle boots can create a stylish and versatile look with midi dresses. However, a few factors must be considered to ensure a flattering outcome.

If you’re wearing tight sock ankle boots, any dress length works well as these boots are sleek and form-fitting.

For other ankle boot styles, such as those without heels or clunky ones, it’s best to avoid calf-length dresses. These combinations can visually truncate the legs, especially if you’re a shorter woman.

Opt for knee boots instead, pair them with a midi dress, and say hello to a flattering and elongated silhouette.

Knee Boots:

Knee boots are a fantastic option for fall, winter, and spring. They add sophistication and warmth to your outfit while maintaining a fashionable appeal.

The possibilities are endless, from suede pairs with floral dresses to glossy black knee boots with side-slit dresses.

When considering knee boots, wear your midi dress in a way that either covers the boots or leaves a noticeable gap to show off some leg. Avoid wide or bulky knee boots with tight midi dresses, which can create unnecessary bulk under the dress.

Cowboy Boots:

Cowboy boots are experiencing a resurgence in popularity and can be a fantastic choice to pair with midi dresses.

Opt for classic, almost knee-high cowboy boots for a trendy Western-inspired look. These boots work well with fuller skirts, side-slit t-shirt dresses, or wrap midis. Skip bodycon midi dresses, unless they have a side slit to accommodate the shoes and allow movement.

To complete your cowboy boots and midi dress ensemble, layer over a soft sweater or denim jacket. Consider adding a studded or fringe crossbody bag for a touch of flair.

Combat Boots & Chelsea Boots:

If you want to add an edgy and fashionable twist to your midi dress outfit, combat boots and chunky-soled Chelsea boots are perfect.

Lace-up combat boots and chunky-soled Chelsea boots add a strong and confident vibe to any midi dress ensemble.

Opt for white, off-white, or jet-black boots, which can be versatile and work with various midi dress styles.

Pair combat boots or Chelsea boots with a black midi bodycon dress, a sweater, or a front-button knit dress. Finish the look with a moto jacket, cozy sweater, or classic beige trench coat.


For those who prefer a more laid-back and comfortable approach, flats are perfect for midi dresses. They provide an effortless style while allowing you to move around with ease.

Consider options like leather ballerina flats, sleek slides, or loafers. These flats can add retro-chic vibes, create an effortless summer look, or offer a preppy and stylish aesthetic.

Leather Ballerina Flats

Classic ballerina flats are a timeless choice to add a retro-chic touch to any cinched-waist midi dress with a full skirt.

Opt for classic black leather flats with minimal bow detail or trendy ballerina-style flats with a pointed toe for a modern twist.

You can elevate a cocktail midi dress with a sharp flat or create a professional and polished office-appropriate look.

Other funky and unique flats, like square-toe options, can add flair to your outfit. Pair them with a midi dress that falls just below the knees and above the calf to avoid making your legs appear shorter.

Sleek Slides:

During the warm summer, sleek slides are the perfect choice to pair with midi dresses. These easy-to-wear slip-on shoes come in various styles, from minimalist one-strap designs to puffy crisscross details or square-toe slides with minimal block heels.

Enhance your height by opting for a platform slide or a comfortable flat style. Most slide styles complement any midi dress, including summer dresses, slip dresses, and tight-fitting styles. Complete your look by choosing a purse matching your slides’ style.


Loafers are on the rise and go surprisingly well with midi dresses. They are excellent footwear for more fabulous fall or spring days and can add a preppy, sophisticated touch to your outfit.

Pair your midi shirt dress with brown or burgundy penny loafers or a front-button sweater or knit dress with loafers. Adding socks, such as ankle or monogrammed crew socks, can enhance the look.

For a more edgy style, wear black chunky lug-sole loafers with a satin midi slip dress, and complete the ensemble with a moto jacket or oversized blazer.


When it’s time to dress up and make a statement, heels are the way to go. They add elegance, lengthen the legs, and elevate the overall look of your midi dress. Whether you choose pumps, strappy heels, high-heel mules, or espadrille wedges, heels can transform your outfit.


Pumps are the most classic type of heels that beautifully complement midi dresses. A low-profile pointed-toe stiletto pump is a timeless choice, but you shouldn’t limit yourself to only this type.

Stiletto pumps look fabulous with midi cocktail dresses and can also enhance the look of more casual midi dresses.

Consider chunky-heeled pumps with an almond toe shape for a more relaxed and comfortable option. Square-toe mesh pumps with lace detail from brands like Bottega Veneta are top choices for a contemporary touch.

Pumps without ankle straps look especially great with midi dresses, and nude pumps can elongate the legs, draw attention to the dress, or create the illusion of longer legs. Clear pumps also create a barely-there-trend look.

Strappy Heels:

Strappy high-heel slide sandals add an elegant touch to any midi dress ensemble. These shoes feature multiple or singular straps in various styles and colors.

Neutral block-heel slides with transparent straps create an illusion of barely wearing shoes.

Strappy kitten heels or high heel sandals with ankle straps work well for summer and can be paired with midi dresses for all occasions.

Experiment with different colors and strap styles to find the perfect balance of elegance and chicness.

High Heel Mules:

High heel mules offer a comfortable alternative to pumps while maintaining an elegant and fashionable look. These stylish shoes come in various heel heights, from mid-height to sky-high stilettos.

Opt for a minimal stiletto or kitten heel mule for a breezy and effortless vibe. These shoes can be dressed up or down, depending on the style of your midi dress.

Rhinestone-adorned mid-height mules or sophisticated ones with simple designs look fantastic with any fancy midi dress. Enjoy the best of both worlds with these comfortable and stylish options.

Espadrille Wedges:

During summer days, espadrille wedges are the perfect choice to pair with your midi dress. These casual yet stylish shoes are a staple of the season and provide a relaxed and charming look.

Their rope-soled designs effortlessly elevate any outfit, especially when paired with a gingham button-front dress or a straw handbag.

Opt for taller wedge espadrilles if you’re petite, as they can balance proportions and create a lengthened silhouette. Embrace the laid-back vibe with these perfect summer shoes.

Platform Sandals:

Platform sandals, once associated with the disco era, have made a comeback in the fashion world. These shoes provide both height and style, making them a formidable choice to pair with midi dresses.

If you want to make a statement and stand tall, platform sandals are the way to go. They work well even when the dress ends at the most significant part of the calf.

From metallic pairs with classic or trendy black midi dresses to soft suede options in warm brown tones for a bohemian feel, there’s a platform sandal style for everyone. Consider clog-inspired platform sandals for a more casual and laid-back look.


Another trend making a solid comeback is clogs. These shoes, available in various colors and styles, can add a retro and laid-back appeal to your midi dress outfit.

Slip-on clogs with brown uppers and wooden heels have always been a classic choice. However, contemporary versions offer a modern twist.

Swedish Has-beens’ and high-end and high-street designers provide an assortment of clogs, from traditional to modern interpretations. Style your clogs with floral or simple-colored linen dresses, t-shirts, and sweater midi dresses.

Layer a soft sweater or denim jacket for a casual and chic ensemble. Match your handbag to your clogs’ warm or cool tones to complete the retro-inspired look.


In conclusion, there are countless options for shoes to wear with midi dresses. From casual sneakers and comfortable flats to elegant heels and stylish boots, the key is to find the right balance between style, comfort, and occasion. Experiment with different combinations, embrace your personal style, and have fun creating unique fashion statements with your midi dress ensembles.

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