Stylish Denim Jacket Outfits for Guys


Here at SG HQ, we will beat the “denim jacket outfits for guys” drum ’til the day we all die.

Because you can and should feel confident in a denim jacket, guys!

It’s such a great staple, and it kills us that so many men feel like they “can’t pull off” wearing one.

Not too heavy, but still sturdy, this outerwear essential (yes, essential!) easily transitions from cool summer nights with a pocket tee to late November bonfires with a flannel or sweatshirt.

You can even wear it under a heavier coat in winter! If you’re still not on-board, maybe after today you will be.

Check out stylish denim jacket outfits for guys, below:

1. Wear a denim jacket under a blazer

denim jacket with blazer, ways to wear a denim jacketdenim jacket with blazer, ways to wear a denim jacket
image: The Idle Man

SG Says: You can fit more under a sport coat than you think. Go with a textured, more burly number, like the herringbone above to keep the vibe unfussy.

2. Wear a denim jacket with shorts

man in a denim jacket and dark shorts with white socks and black loafersman in a denim jacket and dark shorts with white socks and black loafers
image: @juliusgod
image: @co_mongg

SG Says: You don’t have to restrict your denim jacket to cooler seasons. Try yours with shorts and your favorite tee in transitional weather.

Tall socks are very in right now with shorts, but you could also go with no-shows when wearing sneakers or loafers.

3. Wear a denim jacket with a patterned sweater

ryan gosling denim jacketryan gosling denim jacket

SG Says: What’s that? You’ve seen this picture before? Damn right you have.

Past SG Madness winner Ryan Gosling wore one pretty much throughout his entire Blade Runner press tour.

Did I see the movie? No. Did I save all the photo call pics to a folder on my desktop? You bet.

Lucky for guys fashion doesn’t change all that quickly, because even though this pic is from a couple years ago now, the outfit would look just as good this cold weather season.

4. Wear a denim jacket with a white t-shirt

SG Says: This is a super-simple outfit that also might just be one of the most stylish.

If performance pants aren’t your thing, swap them for chinos or a drawstring pant.

Again, simple doesn’t have to be boring. The fun Vans here, as well as the accessories on his wrist, really take this outfit full of pieces you probably already have in your closet, up a notch.

5. Wear a denim jacket all buttoned up

instagram men's style influencer alexxwalther wearing a denim jacket with grey sweatpantsinstagram men's style influencer alexxwalther wearing a denim jacket with grey sweatpants
image: @alexxwalther

SG Says: Don’t be afraid to wear your denim jacket more like a shacket, buttoning it up and keeping it that way.

For this, you’ll want a jacket with a bit more structure.

Also, remember the darker the wash, the more formal your denim jacket will look. So choose accordingly.

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Want even more specific outfit ideas to wear with a denim jacket? You got it.

You guys know team SG will endlessly root for light layers. And the denim jacket is the lightweight layer to end all layers. No matter how little thought you actually put into your outfit, a denim jacket on top is always going to feel like you at least tried. And why is that? The structured shape is universally flattering, and the style is a timeless classic that looks just as good at 3 and 93. It goes with literally everything.

While the looks above are great for inspiration, you might be saying, “But Gabi, I’m not a style blogger or international celebrity (yet!). Can I wear a denim jacket to work? To the bar with my buddies? Help!

And I hear you. So I pulled together some really specific outfit ideas to help you know what to wear with a denim jacket, and to where.

More outfit ideas on what to wear with a jean jacket for guys, below:

How to wear a denim jacket to work

denim jacket, light wash denim jacket, gant, levi's, ledbury, bonobos, pair of thieves, florsheim, maximum henrydenim jacket, light wash denim jacket, gant, levi's, ledbury, bonobos, pair of thieves, florsheim, maximum henry
SG Says: I hear from guys that they don’t know what pants to wear with a denim jacket, which I suspect is because so many guys are overly reliant on jeans in their wardrobe (shout out No Jeans January!).

 

So here you go. Chinos (and their closet cousin, the twill pant) are the perfect solution.  Put the casual in “business casual” with a denim jacket under your blazer.
light wash denim jacket, denim jacket, levi's, harris wharf, save khaki, oliver spencer, grenson, warby parkerlight wash denim jacket, denim jacket, levi's, harris wharf, save khaki, oliver spencer, grenson, warby parker

SG Says: Dress down your dress pants and topcoat with a striped tee, denim jacket and Chelsea boots underneath.

 

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How to wear a denim jacket on the weekends

light wash denim jackets, levi's, everlane, todd snyder, veja, illesteva, ezra arthur, know wavelight wash denim jackets, levi's, everlane, todd snyder, veja, illesteva, ezra arthur, know wave

With a stylish hoodie and cargo pants

 

SG Says: A denim jacket steps up your standard errand running outfit.

light wash denim jacket, denim jacket, benny gold, united by blue, j.crew, clarks, penfield, scotch & sodalight wash denim jacket, denim jacket, benny gold, united by blue, j.crew, clarks, penfield, scotch & soda

With a cozy vest and sturdy boots

 

SG Says: Layer your denim jacket between a flannel and vest for your next jaunt through the woods.

 

 

light wash denim jacket, leather jacket, neighborhood, nudie, byrd, frye, steven alanlight wash denim jacket, leather jacket, neighborhood, nudie, byrd, frye, steven alan

With even more denim

 

SG Says: The secret to pulling on the Canadian tux with panache? Differing your shades of denim.

Want more help selecting the most awesome outerwear for you?

If you’re ready to try some of the denim jacket outfits for guys above, but less-than-psyched to shop for them, consider having Team SG shop for you!

We’re ready to build your personalized shopping plan for a style upgrade that’ll seriously improve your closet, and your confidence.

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