Best Rolling Briefcases for Lawyers and Other Professionals

Just when we thought we’d seen it all, we came across an advertisement the other day for the ‘best rolling briefcase for lawyers’.

The first thing that came to our mind is why would a luggage manufacturer build a specialized briefcase for lawyers?

Is the type of luggage that an attorney carries as important as it is made out to be?

How different does a lawyer’s briefcase need to be from that of another professional, say, an engineer or a doctor?

So, we spoke to a few lawyer friends to find out.

To our surprise, we discovered that we seemed to have overslept for the past decade or so. Because briefcases and bags have undergone a sea of change recently and believe it or not, ‘attorney briefcases’ are for real.

By the way, if you are in a hurry and would like to get to the low down, then here are the four best rolling briefcases for lawyers that came to us as recommendations.

Rolling Briefcases Comparison Table




​Rating (1-5)

  • Dimensions : 17.8 x 16.3 x 9 inches
  • Item weight capacity: 10.0 pounds

Rating: 5.0/5.0

Alpine Swiss Rolling 17

  • Dimensions : 19 x 14 x 9 inches
  • Item weight capacity: 10.0 pounds

Rating: 4.5/5.0

Value on Style 19

  • Dimensions : 19 x 14 x 9 inches
  • Item weight capacity: 10.0 pounds

Rating: 4.0/5.0

Travelpro Executive Choice 2 17

  • Dimensions : 9 x 17 x 13.5 inches
  • Item weight capacity: 10.2 pounds

Rating: 4.5/5.0

What Makes The Perfect Lawyer Briefcase?

What a lot of people, including us, don’t realize is that the amount of paperwork that a lawyer carries these days has increased manifold.

Sounds ironical, doesn’t it? Considering that we are in the digital era and all?

But a lot of attorneys carry the better part of their office with them every day.

Having a sturdy briefcase that helps them stay organized, is comfortable to carry and blends in with their dapper appearance is crucial.

These four, by the way, are the most important variables (not necessarily in the same order) that most attorneys that we spoke to, consider when picking the best rolling briefcase for lawyers.

Sturdy: Urban travel these days is nothing short of an endurance test for the luggage you carry. You will encounter crowded trains, rough streets and obstacles galore. Most professionals look for a good quality briefcase that can be put through the paces without showing too much for it. That’s where the price factor goes out of the window. There was an old urban adage that said, ‘Buy once, cry once’. A reliable briefcase may cost more, but will probably last for years.

Organization: Let’s try to decipher what a lawyer may carry in their briefcase every day. There will be stationary (Including legal pads, pens, calculator) electronics (cell phone, laptop, tablet, voice recorder, digital camera, LCD projector), files, documents (which at times can number in the hundreds) and of course, any personal effects. The best rolling briefcase for lawyers should be able to accommodate all of this without looking overstuffed. The more dedicated compartments it has, the better. Inner lining for the electronics will help protect it from scratches and damage.

Comfort: When you schlep heavy stuff every single day, comfort is of predominant importance. That’s why a rolling briefcase is preferred above messenger bags or man bags as they are called these days. The wheels, clubbed with the compact form factor make it easy to carry them all day long without heading to an orthopaedic. Also, no straps to mess up your suits!

Fashionable: We agree that the appearance of a briefcase is subjective. But fashionable doesn’t necessarily mean that you look like a dork. An attorney briefcase must look professional, formal, classy and presentable. Thankfully, there’s no dearth of options that tick all these boxes.

Let’s take a closer look at the top four choices we have for the best rolling lawyer briefcase.

Best Value Rolling Briefcase for Lawyers
best rolling briefcase for lawyers

Samsonite’s Xenon range of backpacks and rolling briefcases are designed for the frequent traveller, professional seeking a roomy and durable carryall. It is stylish, lightweight and laptop compatible. But the best part is that at the price point (less than $120), it offers unbeatable value.

This makes it our pick of the lot for the ‘Best value rolling briefcase for lawyers’ in this list.

Durable Polyester Construction

The Xenon 2 Spinner Mobile Office is crafted from ballistic weave polyester. For the uninitiated, that’s an abrasion resistant, high-strength, lightweight fabric that can sustain the wear and tear of everyday use without as much as scratch to show for it. It weighs a pleasant 9 pounds and measures 16.5" tall x 13.5" wide x 8.0" deep. That’s checkpoint friendly by the way.

The bag has four high quality swivel wheels that make it easy to roll it on bumpy surfaces.


You can either use the upright handle or the top carry handle to move it around. We’d personally opt for the first option. But if you are travelling light or have to climb stairs, the top handle is equally durable.

The hardware is black nickel that looks stylish and has the durability to boot.

Multiple Compartments

There are a bunch of intuitively placed compartments, both in the interior and exterior that allows you to stay organized and access the things you need frequently without fumbling with zippers. There are two divided areas for large files, two smaller zipper protected areas and separate poly-lined pockets for mobile phones and tablets.

The Xenon 2 features Samsonite’s ‘Perfect Fit adjustable laptop system’ that provides a snug fit to laptops ranging from 13.5 inches to 15 inches.

The Xenon 2 is rightly called the ‘Mobile Office’. With ample storage space and multiple carrying options, it is an excellent choice for attorneys and other professionals. 

Feature List

  • Lightweight ballistic weave polyester
  • Stunning all-black fabric
  • Compact checkpoint-friendly size
  • Multiple handles to carry it
  • Black nickel hardware
  • Samsonite’s PFT system for laptops
  • Multiple pockets for organization
Best Affordable Rolling Briefcase

Alpine Swiss has managed to pull a rabbit out of the hat with their Rolling Laptop Briefcase for lawyers. This beautifully designed attorney briefcase is roomy, secure and has multiple pouches for easy organization. More importantly, it is priced under $70.

At this price point, it is hands down, the best affordable rolling briefcase in the market currently.

Multiple Secured Compartments

It features an accordion styled expandable external compartment with a combination lock that can be used to store your quick-access items. Additionally, the main compartment also has a separate combination lock to keep the contents of the briefcase safe from prying eyes.

There are two main internal compartments. One of these is padded and lined with a soft fabric and can easily accommodate a 17” laptop. The other one can be used for storing documents or files. Stationary, like pens and cards find a dedicated organizer which is perfectly positioned on the inner flap. That’s a space saver.

Last but not the least, there’s a medium sized zippered pouch which can be used to store your personal essentials.

Good Quality Construction

The briefcase is constructed from a mix of materials. The front and the rear are high quality vinyl while the sides are made of durable plastic. Both these materials are weather and scratch resistant. There have been instances though where the vinyl has suffered minor damage when the bag was checked-in to airlines.

The Alpine Swiss rolling briefcase weighs a pleasant 8 pounds. Carrying it is a breeze even when it is fully loaded. A telescopic handle that has three adjustable height positions allows comfortable transport. On the base, there are four in-line skating wheels with curb protectors that keep the wheels protected on bumpy surfaces.

Feature List

  • Priced under $70
  • Multiple compartments with combination locks
  • Stylish all-black exterior
  • Large padded laptop sleeve
  • Legal size 2 compartment for files and documents
  • Durable Vinyl and plastic construction
  • In-line skating wheels with curb protectors
Solid Heavy Duty Rolling Briefcase
19" Rolling Catalog Pilot Case Wheeled Briefcase

There are only a handful of rolling briefcases in the market that can accommodate a 19” laptop. This classy-looking rolling attorney briefcase from ‘Value on Style’ is one of them.

New brand, great product!

With an all-black matte exterior, contrasting brass hardware and copious amount of storage options, this solid heavy duty rolling briefcase will keep you organized and make every day travel stylish. 

Compact Form Factor

For a briefcase that measures 19 inches in length and is 14 inches tall, it has a surprisingly compact form factor. It does not look bulky or oversized even when full. For portability, there’s a telescopic handle aided by in-line wheels as well as a sturdy top handle that’s soft to the touch. The briefcase is FAA compliant for carry-on luggage size. However, you may find it a tad difficult to store this under the seat. It will have to be stored in the overhead bin.

Leather-Like Exterior

We can never have enough of good quality leather on a suitcase. But for many reasons, leather may not be a practical choice for a lawyer who travels a lot. Instead, the Value on Style rolling briefcase has a faux leather exterior that looks every bit as stylish as leather. It has a natural leather-like patina and will keep the contents protected from water exposure. Irrespective of whether you are wearing a blazer or a tweed jacket, this one will blend in seamlessly with either option.

On the storage front, there’s a secured front compartment, one main internal compartment (no padded laptop sleeve) and a legal file size 2 divider section. The internal flap houses the stationary pockets while there is a side pocket for things that you’d like to grab fast.

The hardware quality is not the best that we have seen. But it is not flimsy either. With some care, it should outlast the bag.

Feature List

  • Stylish leather-like finish in matte black
  • Compact form factor even when full
  • Telescopic handle and soft top handle
  • Blends perfectly with formal attire
  • Multiple storage compartments
Best Rolling Briefcase for Short Travel

If you normally travel only for short distances and are looking for a lightweight and minimalistic briefcase, then check out the Travelpro Executive choice 2. With a clean and practical design that has minimum clutter, this is the best rolling briefcase for short travel.

And to top it off, it has a laundry list of features for the digital generation. There are USB ports (both internal and external), a pocket that blocks Radio Frequency identification and padded sleeves for your laptop and a tablet.

All in all, this is a well-rounded package at a reasonable price point.

Ballistic Nylon Fabric

The Travelpro executive choice rolling briefcase has a ballistic nylon exterior with a stain and abrasion resistant coating which the manufacturers call Duraguard. Take it out in sun, rain or snow and it will hold its own against the elements. 

Travelpro Executive Choice 2 17" Wheeled Briefcase

Sealed ball-bearing inline polyurethane wheels allow you easy maneuvers on less-than ideal surfaces. These high-performance wheels will rarely jam up on you.

One of the best features of this best rolling briefcase for lawyers is the power scope retracting handle. Even when fully extended, it minimizes wobble and prevents the briefcase from tipping over.

The Perfect Choice For The Digital Traveler

If you hate carrying bulky power banks, then you’d appreciate the dedicated inner compartment with a USB cord that holds your powerbank and connects it to an external USB port. To power your Smartphone or other devices, all that you need to do is connect it to the external port. The powerbank remains hidden from public view.

Another great addition to the feature list is the RFID blocking pocket that can be used for storing your credit cards.

There are two padded sleeves inside. The larger one can accommodate a 17 inch laptop while the smaller one is for a tablet or a smart phone. A separate compartment can accommodate your files and documents while there are zippered exterior pockets for storing your other essentials.

Feature List

  • High quality nylon exterior with duracoat
  • Lightweight and compact
  • Heavy-duty ball bearing inline wheels
  • External USB port for fast charging your electronic devices (No battery)
  • RFID blocking pocket for credit cards
  • Multiple padded pockets for laptop, tablet 
  • Power scope retracting handle

Final Verdict

While this is not an exhaustive list of choices you have for the best rolling briefcases, it does address most of the requirements that professionals seek these days. To keep the list diverse, we have picked attorney briefcases at varying price points.

Take the TravelPro Executive Choice 2 for instance. It is the most expensive one in this list. But if you are not skeptical about spending a few extra bucks, you won’t find a better choice. 

At the same time, the Alpine Swiss rolling 17” briefcase is not a bad choice either. It is priced more competitively if we may say so. 

Lastly, we have tried to list the limitations of these briefcases also so that it helps you make an informed choice. We hope that this list helps you find the best rolling briefcase for lawyers. If you have your own personal favorites to add to this, feel free to chime in. Adios!

If you are looking for more options for your professional life, do check out our article here.

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