Wondering what pair of shoes to wear with shorts? Men who love fashion know that shorts are unavoidable and an essential clothing item, no matter the season. And although we wear them mostly in the summer, they are still a classic go-to that you need to have in your closet. However, dressing the shorts up with your favorite boots or sneakers can get tricky. If you want to know what is the right way to wear your shoes businessy, formal, or casual just keep on reading! Here, we will share our tips & tricks, as well as all the different types of shorts which you should consider purchasing.
FAQ
1. Is It OK To Wear Shoes With Shorts?
The real question is: who can stop you from this match-up? It doesn’t really matter if you plan on wearing your sliders or Nike sneakers. You can go for any shoes and shorts to get that casual look. Aiming for that formal look might be a bit complicated, however. You can’t make just any versatile shoe work with your athletic shorts, so heads up before you give this look a go.
2. Do Loafers Go Well With Shorts?
If you want comfort and style this duo will work and look so well! We recommend throwing on a pair of chino shorts and wearing some cool loafers that come in grey or brown colors. Aim for breathability and simpler colors to make the outfit work. Neutral colors are always a bulletproof solution + they can look smart casual if and when needed.
3. Can I Wear Running Shoes With Shorts?
You can wear running shoes with your shorts, as long as you don’t plan on throwing a blazer on top of your look. This has to be casual attire, so aim for some cargo shorts and your favorite pair of Adidas shoes to look well. Aim for minimalist sneakers and sporty shorts, and consider this outfit for daily wear or your sporty/gym moments.
What Shoes Go Best With Shorts? Top 5 Looks To Consider
Wondering what shoes to wear with shorts everyday? There is a lot of options, but these 5 should be your staple!
1. Men’s Jersey Casual Shorts

Jersey shorts are definitely one of the easiest and most casual shorts out there. Men love to wear them during warm weather since they are the ultimate solution for the summer. If you are someone who loves to chill out in the backyard, go to the gym or enjoy a comfy walk you are going to enjoy the jersey shorts. You can wear a comfy pair of sneakers, as well as loafers with them, depending on the current season. Khaki shorts or white shorts are often popular go-to pick for the summer.
How To Wear Them?
Wearing a jersey that represents your favorite football, soccer or basketball team is completely fine! Some men love to wear jersey tops since they complete the whole look, while others wear jersey shorts just because they are comfy. What you can also wear with shorts is a pair of stylish sneakers, as well as a handy bag to complete the vibe. Go for lighter colors and enjoy their minimalism, yet beautiful outcome.
2. Men’s Smart Chino Shorts

Wondering what shoes do you wear with chino shorts? Chino shorts are an ideal in-between smart & casual wear which men can dress up or down, based on their mood or style. They can be pretty formal when worn with a button-downed shirt, as well as with high socks. Women love chinos on men since they look beautiful & are appropriate for any event! Chino shorts are often available in many different colors, and they can look good with many different shoes. If you are wondering what shoes to wear with shorts, know that you should always have a pair of espadrilles, loafers, some fancy boat shoes, but also flip flops near you!
How To Wear Them?
The best pair of shoes to wear with shorts (chino shorts) is either loafers or comfy sneakers. However, it is important to add some stylish details, like leather belts and a watch. These shoes can also look good with a crew neck shirt or a formal polo shirt, and they can also be worn with chino shorts. In the end, stick to something that is ”you” and that you truly fancy.
3. Men’s Denim Shorts

Denim shorts with a lower cut are usually a statement piece for the Summer. There are many different types of denim, but the prettiest one is lighter denim paired with some espadrilles shoes with shorts. However, denim can look pretty smarten-up if you were to wear an Oxford shirt or any checkered T-shirt. By following these tips you can get that business-friendly vibe. Luckily, denim can look cute with the perfect pair of flip flops, or even boat shoes! It is all about the way you wear them & what shirt you end up throwing on top. Stick to navy blue and suede to make this look work.
How To Wear Them?
Denim shorts look beautiful and there are many different styles for you to choose from. Usually, the best shoes which go so well with denim are white sneakers, as well as loafers. Some guys love the laid-back look, while others think that this can be the perfect casual night-out outfit! It is a close call, but with some styling tips, you will be able to pull it off!
4. Men’s Tailored Shorts

Tailored shorts are probably not that common in men’s wardrobe. This is since men don’t know how to style them and are not too sure which shoes to wear with as bold shorts. These are your perfect go-to smart wear, and you can’t really wear your flip flops or any other summer shoes with these shorts. Go for some cool beige men’s shoes to enjoy the formal vibe. If you are off to your work know that loafers will have to get the job done. Stay away from tailored shorts if you can’t match them with a dress shirt, or if you are someone who loves athleisure.
How To Wear Them?
Wondering which shoes to wear with shorts that are this formal? Usually, men will stick to sandals or loafers. There are many shoes to wear with tailored shorts, as long as they are semi-formal and appropriate for your event. What you can do is wear comfy yet high-quality sneakers, as well as the proper belt & bag to complete the look.
5. Men’s Swim Shorts

Lastly, these shorts have to be something that every guy owns in his closet. They look quite brave and as something that Gucci would sell, don’t you agree? Well, you also probably have numerous options which you can reach for at any time, don’t you? The ones that look a lot like these? Well, believe it or not, you can still dress up your swim shorts to look appropriate for different events, and not just the beach. You should wear flip-flops or your boat shoes if you are off to a pool party, you are at the beach, but you can still wear some casual footwear if you are off to a beautiful sunset beach dinner. Your sandals are a good recommendation of footwear, to begin with, but espadrilles aren’t that bad either.
How To Wear Them?
Your boat shoes will go so well with swim shorts! However, white sneakers will also cut it! Incorporate a hat, some bold prints, as well as your favorite sunglasses and enjoy the outfit. The best shoes to wear in this case are athletic sneakers, flip flops, or some espadrilles, but only if you can make them work! How bold or creative is your style?
On That Note
As you can see, finding shoes to wear with shorts is not that difficult. With only some tips & tricks and by reading our guide, you should be able to pick out your perfect shoes for shorts, just don’t overthink it! You should have all of the reviewed shoes, as well as shorts to make some outfits work. If you do make sure you wear your chosen outfit with confidence and enjoy the event! Everyone will ask you for some tips.
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