A Guide to Pairing Fitted Caps With Your Sneakers

None

Recommended cap: New York Giants NFL Gold Collection On Field 59FIFTY®

The mid-2000s were a decade ago. It’s time to step away from the highlighter looks of yesteryear and move onto something a little more refined. Instead of taking the easy way out and matching your red-based cap with your predominantly red sneakers, think a little deeper. Try to pick out an accent color from either piece and pair it up with the other. Or better yet, don’t match at all. Scroll down for more on that.

Recommended cap: Miami Dolphins NFL State Flective Redux 59FIFTY®

Full-on matching is cool and all, but it’s also the sort of dated look that anyone can pull off. What’s better is to opt for colors that compliment each other instead of rocking the exact same shades—think oranges and blues, greens and reds, etc. Above all else, go with your gut feeling, because you’ll usually be able to tell whether or not certain colors look good together.

Recommended cap: Seattle Seahawks NFL Draft Redo 59FIFTY®

First and foremost, it’s a good idea to let your fitteds and footwear do most of the talking in your outfit. Use them to bring a colorful, attention-grabbing pop to an otherwise mundane ’fit. This can also be achieved by letting one or the other stand out; coupling a loud hat with a pair of more subtle-styled sneakers—and vice versa—is always a good look.

Recommended cap: Oakland Raiders NFL Heather League Basic 59FIFTY®

We get it—not everyone enjoys being the center of attention. If bright colors aren’t your thing, go for a neutral palette that blends shades like beige, grey, and olive for something a little more subdued. It’s hard to miss in black and white, too, so don’t be afraid to try out the monochromatic look if you haven’t yet.

Recommended cap: Chicago Bears NFL Official On Field 59FIFTY®

If all else fails, just remember that the classic on-field 59FIFTY® caps will never go out of style. No matter where fashion trends end up taking us, athletic caps will always come back to where they started: the playing field. Repping your favorite team with their signature look is one of the rare cases where it’s okay to let your sneakers be somewhat of an afterthought, but we’d recommend pairing it with an equally classic pair of retro kicks for good measure.

Recommended cap: New Orleans Saints NFL Gridiron 59FIFTY®

Finally ready to take that pair of #VeryRare deadstock sneakers off ice? When the time comes, go ahead and break out some flex-worthy headwear, too. If you’re going to stunt, you might as well go all out, and the one-two punch of limited kicks and an exclusive cap should be your go-to if you’re a true heavyweight in the game.

Recommended cap: Green Bay Packers NFL Heather League Basic 59FIFTY®

Whether you like it or not, you’re not going to be the only one rocking fitteds and sneakers. If you’re trying to avoid looking like everyone else on the street, consider picking up a couple hats in unique color schemes or a few pairs of kicks from brands that you don’t see every day. Give one of them a chance and you may be surprised at how much it helps to change up your style.

Recommended cap: Dallas Cowboys NFL Gold Collection 59FIFTY®

When it comes to a timeless pairing like fitteds and sneakers, there’s no need to chase trends. Instead of worrying about what’s hot, stick with the caps and sneakers you already know and like. There’s nothing more stylish than looking cool and comfortable, and that will come effortlessly if you follow this one.

Recommended cap: Cleveland Browns NFL Spec Top 59FIFTY®

To follow up on the previous point, trust your instincts and try not to force a style that doesn’t seem natural. If it doesn’t “feel” right, it probably isn’t, so stop trying to convince yourself that you can pull off the look and leave the trends to the celebrities, fam.

Recommended cap: Dallas Cowboys NFL Gridiron 59FIFTY®

Your sneakers and kicks are crucial elements to a well-balanced outfit, but be sure not to slack on the rest of your gear. Just because you’re killing it in the headwear and footwear departments doesn’t mean you should be getting too lackadaisical about your tops and pants. Keep it simple with a tasteful graphic T-shirt, cozy flannel or jacket, and slim-fitting sweats or trousers, and you’ll be golden.