The 12 Best Leather Briefcases that Bring Back a Retro Cool & Sophistication

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With a history that dates back all the way to the time of the Romans in the 1st century, the best men’s briefcases have a long and storied past. Once a staple for the 20th-century businessman, slim, modern tech has made these classic carriers rather obsolete. However, even though your MacBook might not need all that space that a briefcase offers, the best leather briefcases are still worth a buy. These carrying cases have a more grown-up appearance and for those looking to graduate from their college carry-on, a briefcase is a great way to do it.

Even though backpacks have become acceptable in many offices, briefcases are still the most professional way to carry your work essentials. Thankfully, there’s a handful of dapper leather briefcases for men at some of our favorite retail stores online at a number of price points.

If you want to upgrade your work or travel bag to something more professional as you head back to work this fall, check out these 12 gorgeous leather briefcases to give you a cool and sophisticated look at the office.

1. Frye Logan Leather Briefcase


After all this time sitting at our at-home offices, there’s no better way to head back into the office than by lugging along Frye’s Logan Leather Briefcase. This striking briefcase clad in soft Italian cognac leather is quite literally making our mouths water. It’s got a vintage look to it that makes it feel effortlessly classic to the eye — as if it could even be a family heirloom handed down for centuries. It’s finished off with a roomy interior for all of your work-related necessities with room to fit 13″ laptops.

Frye Logan Leather Briefcase Courtesy of Nordstrom


2. Samsonite Colombian Leather Briefcase


Made from rich Colombian leather, this leather laptop messenger bag from Samsonite feels like a classic leather bag you’d see Don Draper carry. It feels both vintage and modern, mostly due to the high-quality leather that covers the bag and the subtle design choices that flourish throughout, like the brass hardware and accents. With plenty of room for a 15″ laptop and additional interior pockets for storage, it’ll carry pretty much anything and everything you need.

Samsonite Colombian Leather Briefcase Courtesy of Amazon


3. Shinola Harness Bedrock Leather Briefcase


Made and assembled right here in the US, Shinola’s swanky Bedrock leather briefcase is made to look and feel like a classic case. That stylish choice will just get better with age, as the specialized, soft Harness leather (known for both its durability and longevity) will actually look better the more you use it, taking on unique characteristics and flourishes as time goes by. With elevated details like the gold-hued hardware, removable strap, hefty zippers and a comfortable handle, this is an investment bag that will last your entire professional career—and possibly even after that with the right care.

Shinola Harness Bedrock Leather Briefcase Courtesy of Nordstrom

4. BOSTANTEN Briefcase


Bostanten’s briefcases come in three different sizes depending on how much you need carry. They also use a brass alloy for accents and zippers, which gives the bag a premium feel and a more unique look. Handmade and available with an additional shoulder strap, this briefcase was designed to fit up to a 15″ laptop along with the rest of your daily essentials.

BOSTANTEN Leather Briefcase Courtesy of Amazon


5. Montblanc Sartorial Leather Document Case


This classic yet modernly elegant leather briefcase from Montblanc is in a category of its own. It’s drenched in striking all-black Italian leather that has a clean look to it. There are three exterior slip pockets and one interior for holding goodies of all shapes and sizes. The interior can hold a number of items like your laptop and other important documents as well. Because it’s all black, you will have no problem matching this bag with just about anything you wear to the office. And, yeah, the price point might be a tad high, but this bag makes it completely worth it.

Montblanc Sartorial Leather Document Case Courtesy of Saks Fifth Avenue


6. Fossil Evan Workbag


Are you the “shove it everywhere” type of person? If so, the Evan Workbag from Fossil was made for you. This leather briefcase has a massive interior space that’s perfect for last-minute throw-ins. Shove a jacket if you get chilly, a small umbrella if it rains, your lunchbox you almost always forget before rushing out of the door and your laptop. Because, well, you need your laptop to work. The bag also comes with numerous interior pockets that will fit pens, pencils, credit cards and tech. Visually speaking, the bag has a handsome exterior that will definitely get you some head turns.

Fossil Evan Workbag Courtesy of Fossil


7. KomalC 15 Retro Briefcase


Who says a professional-looking work bag can’t also have a vintage-inspired look? This handsome rustic briefcase proves that you can have both, and has an impressive 700 glowing reviews to back it up. Made with Full Grain Hunter buffalo leather on the outside and canvas on the inside, this bag not only looks like it has stood the test of time, but will continue to last no matter what you put it through.

KomalC 15 Retro Briefcase Courtesy of Amazon


8. Samsonite Expandable Briefcase


This black leather briefcase comes from Samsonite, a brand that’s been making trustworthy bags and luggage for over a century. The briefcase features room for all your daily essentials but can be expanded to fit more items in it when traveling. Great for the businessman who requires plenty of gadgets and accessories on-hand, this smart-looking bag comes with a handy shoulder strap as well.

Samsonite Expandable Briefcase Courtesy of Amazon


9. Estarer Leather Briefcase


Crafted in jet black (vegan!) leather that will pair well with any existing set of luggage you have, this Estarer briefcase is a must for travel. A sleek back strap makes it so that you can slip it over the top of the luggage handle for easy storage while you’re shuttling about the airport or hotel. Additionally, the bag can expand to carry all of your stuff, including a 15” laptop. We love the single belt closure, as it helps to tie together the whole package together into a retro-looking case.

Read More: Best Briefcases for Lawyers

Estarer men's leather briefcase Courtesy of Amazon


10. Banuce Vintage Leather Briefcase


Designed from the ground up to look and feel like a vintage attache case, this Banuce bag features caramel leather that’s inherently eye-catching. That look is further accentuated by a striking push-button brass lock. With two main compartments for storage and organization, there’s more than enough space for you to store away whatever you need in a way that makes it easy to find it again whenever you need it. Plus, there’s an included strap should the bag get too heavy to carry.

Banuce Vintage Leather Briefcase Courtesy of Amazon

11. Burberry Ainsworth London Check Coated Canvas & Leather Briefcase


We know that we already listed Montblanc here as the best splurge, but we couldn’t leave out this more expensive pick from Burberry. Because come on, it’s Burberry! What do you expect? This leather briefcase takes that classic pattern from Burberry and mutes it into an all-black coloration. Although it’s a total head-turner given its recognizability, it has a smart facade to it that will set you apart from the pack of commuters. Oh, and are you ready for interior pockets galore? Because you should be with this one.

Burberry Ainsworth London Check Coated Canvas & Leather Briefcase Courtesy of Nordstrom


12. Leathario Leather Briefcase


For those that just want something that’s doesn’t skimp on features, but looks cool, this Leathario leather briefcase will be your new best friend. The front closure eschews any sort of standard belt or buckle, opting instead to have two hidden fasteners that are covered by the top fold. While the flat front is plain and simple, the interior is anything but and sports a main compartment that includes a divider to separate and organize. Meanwhile, there are dedicated pockets for your cellphone and other accessories. Need to get to something fast? The front also contains a smaller zipper pocket for quick retrieval. 

Leathario Leather Briefcase Courtesy of Amazon