Top 15 Best Leather Briefcases For Men

Top 15 Best Mens Leather Briefcases

A well-built and stylish leather briefcase is the epitome of class and confidence, especially an Italian leather model. It’s the perfect carrier bag if your occupation is that of an attorney, lawyer, accountant or any job role that requires the utmost professionalism and high flying image.

It was extremely difficult to limit my list to just 10, so instead, I expanded it to 15 of the best leather briefcases for men. The following leather styles consists of Italian, vintage, contemporary and rugged leather styles.

You can compare the leather briefcases on this list side-by-side in my comparison chart here.

15) Kenneth Cole Reaction It’s A Great Op-Port-Unity

Average Customer Rating: 4.4 out of 5 stars

Kenneth Cole Reaction It’s A Great Op-Port-Unity Leather BriefcaseIf you’re after a leather briefcase that’s casual while still retaining a look of professionalism, then ‘It’s A Great Op-Port-Unity’ by Kenneth Cole will present that for you.

It’s constructed of full grain cowhide leather which is soft and gives it a vintage look. The handles are nylon encased in leather, and the heavy-duty metal zippers has the logo etched in.


Kenneth Cole Reaction It’s A Great Op-Port-Unity InteriorThere’s a quick access zippered compartment at the front and back, and the front main compartment opens up to store all your business accessories.

The center compartment has a padded laptop section (for 15.4” laptops) secured by a Velcro nylon strap, with additional room for your documents and folders in the other compartments.

Click Here to Check Out Kenneth Cole Reaction It’s A Great Op-Port-Unity Now


14) Samsonite Leather Expandable

Samsonite Leather Expandable BriefcaseAverage Customer Rating: 4.3 out of 5 stars

Featuring a glossy leather and all black, curved edged box design, the Samsonite Leather Expandable (read the full review) looks mysterious but is all business.

The thin black zippers have a rectangular hole in them, allowing you to use small padlocks to keep your belongings safe and secure.


Samsonite Leather Expandable InteriorTowards the front and back are the zipped fast access sections where you store items that you need in a hurry, like your airline tickets, and there are three other main compartments with dividers and additional zipped compartments within.

Like the name suggests, this briefcase is expandable via the zip chain that runs around the center of the briefcase. With a classy and solid look to this business bag, it’s ideal for any formal situation.

Click Here To Check Out The Samsonite Leather Expandable Now


13) Kenneth Cole Reaction Mind Your Own Business

Average Customer Rating: 4.2 out of 5 stars

Kenneth Cole Reaction Mind Your Own Business Leather BriefcaseThe ‘Mind Your Own Business’ full grain cowhide Colombian leather briefcase by Kenneth Cole is an excellent fashion accessory for different situations, whether you’re going to the office or going on a leisure trip.

The shoulder strap and handle clasps are secured onto a dowel rod, which makes the bag a pyramid shape when observed from the side.


Kenneth Cole Reaction Mind Your Own Business InteriorAt the front, is a half double buckle flapover cover which opens up to reveal two identical medium sized pockets and the main compartment which has a dedicated laptop padded area. The rear flap also opens up to uncover another section, which is divided into two.

Available in either dark brown or tan colors, the look of this briefcase compliments formal suit and tie wearers, as well as jeans and blazer jackets.

Click Here To Check Out Kenneth Cole Reaction Mind Your Own Business Now


12) Kenneth Cole Reaction A Brief History

Average Customer Rating: 4.2 out of 5 stars

Kenneth Cole Reaction A Brief History Leather BriefcaseTo make a good impression in formal meetings and interviews, you need a leather briefcase that spells out professionalism in a subtle manner. The Kenneth Cole Reaction ‘A Brief History’ (read the full review) does exactly that.

Your attention will immediately be drawn towards the two front metal buckles, which unbeknown to the observer, is actually just for show. Instead, a metal latch is cleverly hidden beneath each buckle to make quick work of opening the flap.


Kenneth Cole Reaction A Brief History InteriorInside, there’s a front wide zippered section, followed by two main compartments, one of which has stationary holders, and the other has another zipped section.

At the rear end, there’s a very useful open large exterior pocket, where you need to keep quick accessible items. This luxurious looking leather briefcase will surely catch people’s attention.

Click Here To Check Out Kenneth Cole Reaction A Brief History Now


11) Samsonite Leather Checkpoint Friendly

Samsonite Leather Checkpoint Friendly BriefcaseAverage Customer Rating: 4.4 out of 5 stars

The Samsonite Leather Checkpoint Friendly briefcase holds a similar outward appearance to the Expandable model by the same brand. It has a less of a glossy look, and silver metal zippers instead of black. Fortunately, they can still be secured with small padlocks if you wish.



Samsonite Leather Checkpoint Friendly InteriorA wide zippered section appears at the front, which is located on the first main compartment that holds your office essentials.

You’ll notice that the interior comprises of an elegant light and dark grey checkered design.

The central compartment has two small pockets and a divider to keep your files and accessories organized, while the last, is able to open up fully to reveal a padded enclosure for a laptop up to 15.4″.

Click Here To Check Out The Samsonite Leather Checkpoint Friendly


10) Kenneth Cole Reaction Out Of The Bag

Average Customer Rating: 4.4 out of 5 stars

Kenneth Cole Reaction Out Of The Bag Leather BriefcaseThis is not your typical looking business briefcase, but rather more like a formal messenger bag, which perfectly abides by its model name ‘Out Of The Bag’.

It’s constructed from full grain cowhide Colombian leather which is soft and durable. Combined with the design and choice of brown and tan colors, it really gives the bag a vintage look.


Kenneth Cole Reaction Out Of The Bag InteriorThe large front zippered pouch holds your business cards, pens and other accessories, and just above is a wide zippered compartment for easy accessible items, which is also incorporated on the rear side also.

You can place a laptop up to 15.4” within the soft protective padding area, and all your files can be stored in the back three divider compartment. The ‘Out Of The Bag’ is great for you if you want a rugged leather briefcase that is a bit more eccentric.

Click Here To Check Out Kenneth Cole Reaction Out Of The Bag


9) SOLO Classic Collection Colombian Leather

Average Customer Rating: 4.4 out of 5 stars

SOLO Classic Collection Colombian Leather BriefcaseIn my opinion, this is one of the most aesthetically pleasing leather briefcases for men, thanks to its simple buckle style, dowel rod top support and espresso exterior with a tan lining interior.

The buckles are just for show, and just beneath them, are magnetic snap tight closures. Under the mid-way flapover cover are two medium pockets of equal size, which holds various stationary, and a middle padded laptop pocket with a Velcro secure, for laptops up to 16 inches.


SOLO Classic Collection Colombian Leather InteriorEven more space can be found at the rear end of the business bag, where that’s another magnetic button secure flapover, which reveals a divided compartment with a wide zippered section.

The SOLO Classic Collection Colombian (read the full review) is ideal for people who work in non-formal offices, such as within the media, PR and fashion industry.

Click Here To Check Out SOLO Classic Collection Colombian Leather Now


8) Samsonite Leather Flapover

Samsonite Leather Flapover BriefcaseAverage Customer Rating: 4.4 out of 5 stars

The Samsonite Leather Flapover briefcase (read the full review) is a perfect business bag for attorneys, lawyers and other important professionals who are exposed to many eyes.

It’s crafted of a hard leather body with a leather shoulder strap, and distinctive silver metal hardware that projects a serious appearance.


Samsonite Leather Flapover InteriorThe solid flapover cover reveals four dividers, each of varying sizes to stores your most important contents. Everything on this briefcase seems perfectly aligned and organized, making it fit the portrayal of someone who has all their priorities in order.

Click Here To Check Out The Samsonite Leather Flapover Now



7) McKlein USA Walton

McKlein USA Walton Leather BriefcaseAverage Customer Rating: 4.5 out of 5 stars

If you like to carry around a lot of items and need a professional formal large leather briefcase, the McKlein USA Walton is the ideal candidate.

Reinforced stitching appears throughout the bag, providing support for the most vulnerable areas. The stitching line that runs through the middle of the front pouch, adds a hint of character to its style.


McKlein USA Walton InteriorThe briefcase is well-constructed of full grain oil tanned leather, and features many different compartments, including a section that can hold a 17” laptop in the included detachable high density foam sleeve.

The front and back zippered compartments are for quick and easy access of items, and main top sections have a dedicated stationary section, as well as dividers for documents.

Click Here To Check Out The McKlein USA Walton Leather Briefcase Now


6) Kenneth Cole Reaction I Rest My Case

Kenneth Cole Reaction Rest My Case Leather BriefcaseAverage Customer Rating: 4.6 out of 5 stars

Integrating a double gusset construction and built from top grain nappa leather, this sturdy briefcase is made for everyday use and feels smooth. You’ll find an easy access zippered pocket on the front, and at the back, is an open exterior pocket.



Kenneth Cole Reaction Rest My Case InteriorThe front stationary department has a wide zipped section just above the pockets, and the central compartment holds a 15.4” laptop in the padded area, with three small pockets in front of it. In the rear compartment, features a 2-file divider.

The ‘I Rest My Case’ by Kenneth Cole (read the full review) is another black leather briefcase that’s great for a multitude of corporate scenarios, including important meetings, interviews and presentations.

Click Here To Check Out Kenneth Cole Reaction Rest My Case Now


5) Visconti Apollo

Average Customer Rating: 4.8 out of 5 stars

Visconti Apollo Leather BriefcaseVisconti is an established British Italian producer of leather bags, with over 15 years in experiences. Their popular Apollo model is eye-catching and provides luxury at an affordable price. As soon as you smell its leather aroma, you’ll immediately realize that this is the real deal.

It’s a briefcase for the elegant man, who’s out to make an impression. Its distressed oil brown leather body is dark and peculiar, which makes observers curious as to who the owner is.


Visconti Apollo InteriorIt features an antique brass buckle and key lock, as well as other hardware which accentuates the body color. Once you open the flap, you’ll find two main compartments, with three zippered compartments in and between them.

There’s an open front pocket and to the rear, another zip pocket. Wearing this beautiful briefcase will make you look like a boss of high importance.

Click Here To Check Out The Visconti Apollo Now


4) Floto Venezia

Average Customer Rating: 4.6 out of 5 stars

Floto Venezia Leather BriefcaseThe Floto Venezia (read the full review) is another beautiful briefcase that has a wealthy and prominent look and feel. It’s crafted from real Italian calf skin leather, and imported directly from Italy.

The brown version features a tan stitching that compliments the body, and brass hardware while the black version has a light grey stitching and stainless steel hardware. It weighs only 3.5 lbs, making it one of the lightest leather briefcases for men.


Floto Venezia InteriorThe shoulder is also constructed of the same leather, and so is the comfortable padded handle. Its interior is simple but just as luxurious.

There are three main compartments with a front pocket, and at the rear of the briefcase is a zippered easy access pocket.

If your job demands that you look the business, then the Floto Venezia will turn you from looking like an ordinary office worker to CEO status.

Click Here To Check Out The Floto Venezia Now


3) Saddleback Leather Classic Briefcase Large

Average Customer Rating: 4.6 out of 5 stars

Saddleback Leather Classic Briefcase LargeSaddleback Leather briefcases originate from Mexico, and are renowned for their durability, and ability to endure a lot of rough situations. There are no breakable parts, and it’s guaranteed for 100 years.

While some models have a more rugged look, their historic and bestselling Classic model is something in between rugged, casual, vintage and professional. I’ve chosen their large size (read the full review) because it’s not too small but also not too big.


Saddleback Leather Classic InteriorThe bag is constructed from full grain boot leather with brass and steel hardware. The shoulder strap can also be connected to the two bottom and center top clasps to form a backpack briefcase.

An open pocket can be found at the back, while the simplistic interior remains consistent with the leather style, and has two main deep compartments, and four small pockets in the front one.

You’ll be hard pressed to find another briefcase as durable as the Saddleback Leather Classic. Perfect if you work in a casual and rugged environments and also travel a lot.

Click Here To Check Out The Saddleback Leather Classic Briefcase Large Now


2) Samsonite Colombian Leather Flapover

Average Customer Rating: 4.4 out of 5 stars

Samsonite Colombian Leather Flapover BriefcaseThe Samsonite Colombian Leather Flapover briefcase (read the full review) embodies a vintage and professional appearance, and looks a lot more expensive than it actually is.

Its reddish brown body is complimented by its tan stitch lines, light brown shoulder strap and brass hardware. The buckles are solid and easy to use.

The flapover cover conceals an open pocket that holds your pens, cards and other office accessories. There’s also a zip compartment within this wide pocket.


Samsonite Colombian Leather Flapover InteriorThe main central section have three small pockets, which is located in front of the padded section that holds up to 15.6 inch laptops. The rear compartment is designed to hold an adequate amount of files.

If you’re after a luxury leather briefcase that’s not too expensive, but yet feels and looks expensive, this is an excellent choice.

Click Here To Check Out The Samsonite Colombian Leather Flapover Now


1) Kenneth Cole Reaction Show Business

Average Customer Rating: 4.4 out of 5 stars

I was torn between the top 5 of this list, simply because I felt that they all deserved the number one spot based on varying reasons.

Kenneth Cole Reaction Show Business Leather BriefcaseI finally decided on the ‘Show Business’ Colombian leather briefcase by Kenneth Cole (read the full review), though my opinion can sway within time.

It’s a casual and formal briefcase that can be used in many different scenarios. The thick rich full grain cowhide leather is fine and soft, and presents a grandeur style without you having to spend thousands.

The double gusset construction combined with the thick and strong buckles, zippers and clasps makes this briefcase very durable.


Kenneth Cole Reaction Show Business InteriorUnderneath the flapover lies front large open pouch that contains holders for your office essentials, while also having a wide zip compartment inside also.

Just behind the handle is the first main compartment, which is fully padded throughout, with three small pockets and a wide section for a 15.4” laptop. In the second main compartment is a spacious area for stacks of files, and at the very rear, you’ll find a quick access large open pocket.

This men’s leather briefcase is stylish while still retaining masculinity, which makes it very popular among working professionals.

Click Here To Check Out The Kenneth Cole Reaction Show Business

You can read more about the different types of leather here, how they’re made and what their benefits are. You can also compare the above men’s leather briefcases in my comparison chart by visiting this page.

Written by Julian Walters

Head Editor of I'm obsessed over things that keep me organized, especially briefcases. My favorite movies are The Godfather I & II. I love Progressive House music, and my favorite food is steak.


  1. Denise ·

    What is the briefcase in the picture!? It looks so beautiful…

  2. Gestur Valgardsson ·

    The picture at the top of the article, what make of briefcase is shown there

  3. Erik ·

    I agree with Denise; what is the briefcase in the photo?

  4. Erik ·

    Not sure how hold this article or comments are, but I found the bag in the image header above:

  5. alligator briefcase ·

    Best stylish briefcases to carry to the office, Thank you!

  6. EmilieStinger ·

    Good lord those are massive. No hard-sided briefcases? I had to purchase a 40 year old hard-sided briefcase to get anything in actual leather. I’m a lawyer who’s in court often and want to look professional and masculine so I can’t be toting around soft-sided purse-like things.

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