Skip to main content

The Manual may earn a commission when you buy through links on our site.

The 10 Best Dress Shirts Under $50 for Men on Amazon in 2022

Photo by Elliott Chau from StockSnap

It’s OK to put the tee away. You might not be wearing a dress shirt as often as you were in the pre-COVID days, but that doesn’t mean there aren’t any opportunities to get dressed up. Since our social calendars aren’t too full, anytime we have a gathering calls for a step-up in the style game.

You can find dress shirts that are comfortable (from the best men’s clothing brands) and breathable without dishing out hundreds, which is really all that anyone wants when it comes to putting on a fitted shirt. Gain some major style points with these affordable menswear options from some of the best men’s brands on Amazon Fashion:

Chef Works Men’s Gingham Dress Shirt

Whether you’re throwing this dress shirt on with boxer briefs for a last-minute Zoom meeting or you have your first date in what seems like years, this dress shirt will instantly make you look polished.

Dockers Men’s Long Sleeve Signature Comfort Flex Shirt

Sure, you probably have a white dress shirt in your closet, but do you have one that is machine washable, doesn’t wrinkle, and has stretch to it? No? Exactly, that’s what we thought. Add to cart immediately.

COOFANDY Men’s Casual Dress Shirt Button Down Shirts Long-Sleeve Denim Work Shirt

This fashionable soft denim dress shirt is perfect for an occasion when you’re not sure if you should be dressing up or dressing down. We love the contrast from the plaid cuffs and buttons that instantly elevate this dress shirt.

Tommy Hilfiger Men’s Dress Shirt Slim Fit Non-Iron Gingham

Remember that time you tried hanging your dress shirt in the bathroom to get the wrinkles out, but really it just got wet? No need to worry with this shirt. The non-iron fabric resists wrinkles so you’ll look crisp all day long.

Unlisted by Kenneth Cole Men’s Dress Shirt Slim Fit Checks and Stripes

If you want to show off your figure, try a slim fit dress shirt that will hug your body and complement all of the work that you put in during quarantine.

Nick Graham Men’s Modern Fitted Multi Gingham Stretch Shirt with Solid Tie

Gone are the days of trying to figure out if your tie clashes with your shirt. This dress shirt and solid tie set takes all of the guesswork out for you.

Amazon Essentials Men’s Regular-Fit Long-Sleeve Plaid Casual Poplin Shirt


If most of the dress shirts in your closet consist of different variations of the colors blue and white, it’s time to kick it up a notch. Since you’re probably not wearing dress shirts on the regular, step out of your comfort zone and try a bold color combination. Blue and orange is unexpected but still super stylish.

Van Heusen Men’s Flex Long Sleeve Button Down Stretch Plaid Shirt

Nothing screams, “perfect fall dress shirt” quite like this shirt. With the softness and vibe of a flannel shirt, without the heaviness and warmth, this top is perfect for when you want to step it up, but still look cool and casual. This shirt is perfect if your significant other is requesting a day at the wineries or pumpkin picking.

Kenneth Cole REACTION Men’s Dress Shirt Slim Fit Technicole Stretch Solid

Image used with permission by copyright holder

If gray is your aesthetic, we’ve found you the perfect shirt. This dress shirt is extremely comfortable and looks great paired with slacks or dark denim. The best part? It is slim fit to give you a sleek look while accentuating your body.

IZOD Men’s Big and Tall Button Down Long Sleeve Stretch Performance Plaid Shirt

If slim fit isn’t your style, we’re here to make dress shirt shopping less of a nightmare. With plenty of room and stretch through the chest and arms, you’ll no longer feel restricted and uncomfortable when you have to get dressed up.

Editors' Recommendations

Zoe Roscoe
Former Digital Trends Contributor
Zoë Roscoe is a freelance fashion and lifestyle writer based in New York. Her writing has appeared on a number of lifestyle…
Dress in tailored style: The best men’s blazers
Walk out in style with these incredible blazers
Man with headphones sitting on couch using cell phone and laptop in a blazer

The days are growing increasingly casual, and yet, if you ask us, there’s always room in a man’s wardrobe for one of the best men’s blazers, with prices and options aplenty on the market. That’s especially true when it comes to wearing a blazer during the summer months, which you can certainly still do with ease, even if you style it with classic pieces, like one of the best Oxford shirts.

In fact, a blazer should be a year-round staple for any well-dressed man, with lighter weights in the warm months and heavier weights in the winter months. While the difference between a blazer and a sport coat is subtle (the former has more formal roots, while the latter grows from, you guessed it, sports, which is considered more casual), either is still an easy way to bring a level of gravitas to a client meeting or Zoom call, even if thrown over a T-shirt.

Read more
The 9 best men’s watches you can buy under $1,000
Keep your wrist looking great and make a statement with these timepieces
Marathon Navigator

A man’s style reflects his inner self, who he wants to be, and where he sees himself in society. If there’s one item in a man’s wardrobe that says more about his hopes and aspirations, it’s his watch. With a quick swap, you can make an all-new statement, from all-business to wild and crazy to chic and sophisticated. Is this the day you stride to the driveway looking like the neighborhood’s most-followed style influencer? Maybe you’ll channel your inner Speed Racer tomorrow, even if it’s on the drive to the grocery store. Later in the week, you’ll save the planet by sorting the recycling and picking up some litter from the sidewalk.

What kind of man will you be today? To help you figure it out, we’ve selected some of today’s best watches for men, focusing on those that -- for under $1,000 -- represent a bit of an investment but won’t blow your clothing budget for the rest of 2023.

Read more
The best luxury watches for men don’t have to cost $10K
Before investing in a luxury watch, check out these excellent options for the best bang for your buck

Every great watch rotation needs a healthy assortment of the best luxury watches, or at the very least, one especially investment-level timepiece. It's a step up in every way from the timepiece you might be used to wearing daily, whether it's a smartwatch, a rugged silicone strapped watch, or a "daily driver" leather watch that you've had for years. A luxury watch is a marker of intention. It adds elegance and refinement to your most well-tailored ensembles and reminds you of both meaning and purpose that keeps you on track throughout the day. The best men's watches are a welcome addition to your wrist game.

The best luxury watches feature precise movements, handsome dial designs, high-quality case and strap materials, and just a little something extra to separate them from the rest of the pack. Sure, these timepieces are more expensive, but that's a good thing: There's hardly a situation where you can't wear your new favorite luxury watch, and that goes for more casual affairs, too. It's worth buying and wearing as often as possible, all the better to get some "ROI" on your purchase. Where to start with the luxury watch market? We've got a few crucial picks in mind.

Read more