My 50 Favorite Under $100 Menswear Items For Summer

The best shirts, shorts, pants, tees, and accessories for under one bill.

Despite the fact that it was oddly cold and rainy in New York this week, I haven’t forgotten that summer—in all of its sunny, relaxing, leaving work early on Fridays glory—is, as we enter Memorial Day Weekend, imminent. Before you know it, your waxed jackets, 18oz denim, and hefty derbies will all take their seasonal sabbatical to the back of the closet, replaced by the breeziest, sweat-deflecting, SPF-compatible gear you can get your hands on.

Now—yes, there are plenty of premium, investment-grade ways to go about this transition. I myself am a big fan of many such pieces. But when the temperature spikes and your shirt’s already sticking to your back before 9am, there’s something to be said for affordable, stylish gear also playing a prominent role in your warm-weather rotation.

So if you’re in the market for heat-beating upgrades that won’t torch your checking account, you’re in the right place. Below I’ve rounded up 50 of the best sub-$100 menswear picks from across the web—we’re talking oversized, airflow-enhancing camp collar shirts, garment-dyed tees that look like they’ve been kicking around your beach house for years, prep-approved pleated shorts, surprisingly solid sunglasses, and even a few good-looking bags for schlepping your stuff around the city, to the beach, or those bummer in between days when you’ve gotta clock in. Let’s get to it…enjoy!

By the way: if you’re wondering why there’s no shoes on this list, it’s because I already rounded up my favorite under $100 shoes for summer here.

This newsletter is ENTIRELY funded by subscriptions. I don’t use affiliates (custom links are just for sales tracking), and all of these products are things I’ve endorsed because I actually like them—though in some cases I did not pay for them. Point is, your subscriptions are both extremely cool and very much appreciated. Thank you!

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And now for the list…

Shirts