How to Wear Joggers – 11 Outfit Ideas for Men

man in joggers

One of the many great things about wearing joggers is that you can wear them with a million different things.

As we talked about recently, one of the biggest differences between joggers and sweatpants is that you can dress up joggers, wear them with a t-shirt, or find a happy medium that fits your personal style perfectly.

But if you’d like a place to start, let’s look at 11 ideas for outfits that include joggers and even mention some shoes that would work well, too.

What to Wear with Joggers: 3 Basics

Before we jump into 11 outfit ideas for men who wear joggers, let’s lay down some very basic ground rules you should USUALLY follow when stepping outside in this fun style of pants.

  • Let’s start with one of the most common questions guys have about joggers: How long should they be? This one’s easy. The elasticized ankle of these pants should literally stop at your ankle. You don’t want your joggers to look like capris, but they also shouldn’t fall as low as slacks or even most jeans would. Live wild and show a little skin!
  • What about the rest of your joggers? How should they fit? Again, this one is FAIRLY simple: not too tight but definitely not baggy. Just because they aren’t sweatpants, that doesn’t mean they should fit like leggings, either.
  • It’s usually best to keep your overall ensemble low-key and laidback if you plan on wearing joggers, but that doesn’t necessarily mean looking like you just rolled out of bed (we’ll go over some dressier options, too). Just like with their fit, you want to strike a balance between comfort and style (though, to be fair, joggers can make GREAT loungewear if you have a day full of Netflix planned).

Alright, pretty simple, right?

Now, let’s look at those 11 different outfit options for men wearing jogger pants.

How to Wear Joggers: 11 Different Types of Outfits

If you’re a guy who’s never worn joggers before, enjoy experimenting with all of your different options.

And remember: confidence is key when trying out any new style.

Okay, without further ado, here are 11 different ways you can complement your favorite pair of joggers for a wide range of different looks.

Man in joggers and loafers

1. Dressed Up with Loafers

We’ll mention shoes here a few different times, but let’s start there.

Wearing joggers with loafers can create a unique and fashionable look for men.

To pull off this particular pairing, though, you have to consider a few key factors.

First, choose joggers that are tailored and well-fitted, preferably made of a more refined fabric like cotton twill or jersey. Avoid overly sporty joggers as they will clash with such a formal footwear.

Secondly, opt for a pair of sleek and sophisticated loafers that complement the overall outfit. A classic leather loafer may work well, but you can also experiment with suede or textured options.

Finally, complete the look by coupling the joggers and loafers with a crisp button-down shirt or a stylish sweater. This combo strikes a balance between casual and smart, creating a fashion-forward ensemble.

man in joggers and a t-shirt

2. Dressed Down with Sneakers (and a T-Shirt or Hoodie)

Now, let’s jump to the other side of the fashion spectrum.

Because we get it: maybe throwing on a pair of loafers with your joggers just seems like a bit much.

In that case, start slow by combining joggers with a t-shirt, hoodie, or sweatshirt and a casual pair of sneakers.

The result will be a super comfortable and trendy outfit that still looks plenty stylish.

Begin by selecting joggers that fit well and have a tapered or slim silhouette.

Then, pick a hoodie or sweatshirt that complements the color and style of those joggers (you can’t go wrong with black).

Lastly, complete the look with some casual sneakers.

If you’re a guy who already owns running shoes or a pair of kicks for basketball, those are two great options.

But if you’re feeling just a little bit daring, consider canvas or leather options.

Whatever you decide on, make sure your shoes coordinate with the overall color scheme.

We’ll cover this in more detail below, but you can also layer this look with a denim or bomber jacket for added style – and some extra protection on cold days.

Man in camo joggers

3. Combine a Monochromatic T-Shirt with Patterned Joggers

Too warm for a hoodie or sweatshirt?

How about a simple t-shirt?

This is a very common look for guys who wear jogger pants, so here’s a fun way to put a bit of twist on this popular combination: wearing patterned joggers with a monochromatic t-shirt.

When wearing patterned joggers, it's important to keep the rest of the outfit simple to avoid overwhelming the look. A solid-colored t-shirt in a neutral shade that complements the colors in the joggers is best.

This allows the pattern on the joggers to take center stage while maintaining a balanced overall appearance.

After all, you want your outfit to be eye-catching for the right reasons.

Other tips:

  • Choose a t-shirt that fits well and flatters your body shape.
  • Consider tucking in the t-shirt for a more polished look or leaving it untucked for a casual vibe.
  • Complete the outfit with a pair of neutral sneakers or loafers to maintain the focus on the joggers and t-shirt

The t-shirt/jogger combo and these tips creates a modern and fashionable ensemble that showcases your personal style.

man in a button up shirt and joggers

4. With a Simple Button Up Shirt

Want something a little nicer than just a t-shirt?

No problem.

You can wear jogger pants with a simple button-down shirt to effortlessly elevate your style and create a polished yet relaxed look.

Unlike with your t-shirts, though: avoid tucking in the shirt—keeping it untucked adds a touch of casual coolness.

A button-down shirt in a color that complements your joggers is always a safe bet. Stick to neutral shades like navy, black, or grey for a foolproof ensemble.

These combinations are particularly suitable for casual Fridays at work, striking the right balance between comfort and professionalism.

Experiment with different fabrics, such as chambray or linen, to add texture and depth to your outfit.

Man in black joggers

5. The Classic All-Black Look

Wearing the classic all-black look (black joggers with a black top and black shoes) can create a sleek and minimalist look for men.

Note: there are times when this is definitely not a good look, though. For example, don’t wear all black to a baby shower…that would be weird.

Anyway, this popular monochromatic ensemble offers a sense of effortless style.

Just pair black joggers with a black top, such as a t-shirt or a sweater, for the foundation of your all-black aesthetic.

Then, add black shoes that complement the overall outfit, such as black sneakers or black leather loafers.

To make this minimalist look stand out a bit more, play with different textures and materials, like combining cotton joggers with a knit top or leather sneakers. This combination creates a modern and sophisticated outfit that is perfect for all kinds of casual occasions.

man in patterned joggers

6. Choose an Unconventional Color for Your Joggers

Black, gray, and navy blue are always safe options for your joggers. They also make it equally easy to pick a matching top and shoes.

But maybe that feels a bit boring to you.

In that case, add some joggers in an unconventional color to spice up your wardrobe a bit.

When it comes to choosing unconventional colors for these pants, the key is to embrace boldness while maintaining a balanced and put-together look. You don’t want to look boring, but you also don’t want to look crazy.

Experiment with shades like deep burgundy, olive green, or even electric blue.

Remember to keep the fit slim and tailored to avoid a sloppy appearance. This will also help ground some otherwise extravagant colors or patterns, so you don’t have to worry about leaving the house (too much, anyway).

Wear these fun joggers with neutral or complementary tones for the rest of your outfit. A crisp white or black t-shirt can create a striking contrast for example, but above all else: embrace your individuality and confidence.

business casual joggers

7. Go Business Casual

More and more, men are wearing joggers to work as they’re crazy comfortable yet can still qualify as “business casual” with the right shirts and shoes.

That said, it's still important to strike the right balance between comfort and professionalism.

Look for joggers that have a refined and tailored appearance, resembling chinos or dress pants.

Then, pair them with a high-quality cashmere sweater or a soft blazer to elevate the overall outfit. Neutral or muted colors are a good idea for maintaining a sophisticated vibe.

Complete the business casual look with polished shoes, such as loafers or dressy sneakers. Accessories like a sleek belt and a watch can add a touch of elegance.

joggers with a henley

8. Try a Classic Henley

One of the best options for wearing your joggers in the fall is with a long-sleeved Henley for a stylish and relaxed look.

If you don't own a Henley, you probably should, but a long-sleeved T-shirt can serve as a suitable alternative.

To strike the laid-back vibe you want, consider pushing up the sleeves around your forearms.

Choose joggers made from thicker materials, which will offer a softer feel akin to sweatpants, making them ideal for lounging or hanging out with friends during football season.

man in joggers and a blazer

9. Dress Up with a Blazer

Let’s end with three options you can try once you’re feeling comfortable dressing up your joggers a bit.

The first one involves pairing joggers with a blazer to create a unique and fashion-forward look.

To pull off this dressier style, choose joggers that are tailored and made from a refined fabric like twill or wool.

Add a well-fitted blazer that complements the color and style of the joggers. Keep the rest of the outfit simple, wearing the blazer with a crisp button-down shirt or a fitted T-shirt.

This kind of combination merges elements of casual and formal wear, resulting in a stylish and versatile ensemble that you can wear on a number of different occasions. It offers a contemporary twist to traditional suiting, making it suitable for events where a relaxed yet polished look is desired.

Best of all, if you end up feeling overdressed, you can always ditch the blazer for something even more casual.

man in denim jacket with joggers

10. Styled with a Fashionable Jacket

Joggers will work with just about any jacket men like to wear, but we encourage you to have a little bit more fun once it starts getting chilly outside.

Let’s look at two examples that might be just a bit out of your comfort zone.

The first is a classic denim jacket. Aim for a worn-in light wash style, which adds a relaxed and vintage vibe to the outfit.

Consider different fits, from fitted to oversized or bulky jackets, to experiment with proportions and create a personalized look. The combination of casual joggers with a denim jacket allows for playful flexibility in terms of color and fit choices for the top half of the outfit.

Another option is to pair joggers with a bomber jacket, like the kind that comes with a technical polyester shell fabric. This combination strikes a balance between sporty and refined aesthetics. Not only will this choice maintain a sporty appeal, but it’ll also add a touch of sophistication.

Whether you're going for a blend of Saturday afternoon and evening or just want a comfortable yet stylish ensemble, incorporating a stylish coat with joggers adds an element of flair to your overall outfit.

man in joggers with a long coat

11. A Long Coat for Those Really Cold Days

Finally, when winter rolls in with those REALLY cold days, you’ll have the perfect excuse to don a designer coat that goes down past your waist.

This combination is another example of how you can use something a little more formal (the long coat) to get away with something as comfortable as a casual pair of joggers.

But this also means sticking to joggers in neutral colors like black, navy, or gray, and then a long coat in a complementary or contrasting shade.

If you’re feeling a little adventurous, play with textures, such as wool joggers with a sleek trench coat or puffer joggers with an oversized parka.

These kinds of ensembles will not only keep you cozy during colder months but keep you looking cool, too – always a winning combination – without making it look like you’re trying too hard.

How to Wear Joggers – Getting Started

Alright, you now have 11 very simple options for styling your next pair of joggers.

As you just saw, it’s not exactly rock science. One of the many reasons to love these pants is that they work so well with so many different shirts, shoes, and even coats.

So, get out there and experiment with all the options above and any other that make you feel comfortable.

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