The Best Shoes to Wear with Shorts: A Guide for Every Occasion

Shorts are a summer staple, but it can be difficult to know what shoes to wear with them. This article will provide you with the best footwear options for every occasion so that your look is always on point! From casual everyday styles to dressy and stylish choices, we’ve got something for everyone - read on to find out more!

Casual Shoes for Everyday Wear

With summer approaching, shorts are likely to become a wardrobe staple for many. Complement your look by picking the perfect shoes and take any outfit from ordinary to extraordinary! Read this article for guidance on selecting the best casual shoes that will pair perfectly with shorts no matter what occasion.


When wearing shorts casually, Sneakers are the best choice. Not only do they provide adequate protection for your feet during physical activities such as running and walking, but they also come in a range of styles to match any wardrobe needs or personal aesthetics. From classic colors like white to vibrant designs with eye-catching hues — sneakers can be dressy enough to pair with evening attire yet still suitable for everyday wear when out relaxing on the weekend. Whether you’re looking for slip-on loafers, air cushioned soles or chunky platform kicks – chances are there's an ideal sneaker option available catering specifically towards casual strolling ensembles that include shorts!


Slip-ons are the perfect choice for casual, everyday wear with shorts. They're comfortable and look effortlessly cool - making them ideal for walking around town or hanging out at home on a lazy summer day. With plenty of options to choose from in terms of design and color, it's easy to match slip-ons perfectly with any pair of shorts you own. Even better yet? Slip-on shoes don't require laces (or untying knots!), so they make life just that little bit easier when heading outdoors!

Dressy Shoes for Special Occasions

From elegant heels to stylish flats, there are plenty of dressy shoes that look great when paired with shorts! Find out how each type can be used for different occasions in this guide.

Elegant Heels

With shorts being the ideal summer attire, finding a pair of dressy heels to complete looks for special occasions such as weddings or proms can be key. Heels allow you to look elegant while still doing justice to your favorite warm-weather wardrobe staples like floral prints and vibrant colors. Styles from strappy sandals with delicate glossy embellishments to classic pointed toe mules create an instantly sophisticated finish that make any ensemble more impactful and memorable. When wearing heeled shoes with shorts in particular, opt for heel heights over 5 inches high that complemently streamline body shapes without compromising on modern style trends – simply let them take center stage!

Stylish Flats

Flats are a great choice for dressing up shorts. Whether it be flat sandals, ballet flats or loafers to name a few – adding stylish shoes like these can instantly elevate your look from day-to-day casual wear into night time chic attire. When opting for flats with shorts however the more sleek and sharp the silhouette of the shoe -the better! Flat ankle tie straps in classic colors such as black, brown and white go particularly well when matching light colored neutrals like khaki’s or beige chinos but there is no rule against pairing bright hues either should you wish to inject color into your outfit on special occasions.

Stylish Footwear Options to Elevate Your Look

Looking for the perfect shoe to pair with your shorts? Find out which shoes you can wear to dress up or dress down any look – read this guide on how to style and choose footwear that will never go wrong!

Summertime Sandals

When it’s sweltering hot out, sandals are the most comfortable and stylish footwear pairing for shorts. From classic gladiator styles to dressier wedges, they make your outfit look put-together while keeping you cool - a must during summer! Flat birkenstocks or espadrilles also work well with more casual looks like linen shorts. For something even trendier try slingback mules – perfect if you want all eyes on that super cute pedicure!

Dressy Heels

When the occasion calls for dressing up, it’s always a great idea to pair your favorite shorts with dressy heels. These shoes can take any outfit from casual to classy. For example, you could wear black mules with high-waisted straight leg chino shorts and an off-the-shoulder blouse for a night out on the town. A fashionable wedge sandal is also ideal when styling denim cutoffs - just add some sparkly jewelry to elevate this fun 2019 trend! During summer evenings outside or even more formal gatherings such as weddings or garden parties, closed toe kitten heel pumps make a fantastic choice paired with tailored paperbag waist culottes - complete the look by adding glamorous accessories like statement drop earrings and delicate necklaces.