Last Updated: June 2, 2021

The Best Rolling Briefcases for Women in 2020

Gone are the days when business attire means a black pantsuit and a generic laptop bag that came with the laptop. With many styles and looks to choose from, even briefcases are stepping up their game. However, carrying around your devices, papers, and notebooks in one bag every day can be a burden. It can even injure your back in the long run.

This is where the best rolling briefcases for women come in. Not only are they convenient, the best ones are highly functional without sacrificing style and flair.

Top Product Overview

LONDON FOG Chelsea Lites Expandable Upright Luggage, Olive Plaid, 17-Inch
  • Stylish design can match any outfit
  • Excellent organization
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McKleinUSA Willowbrook 94980 Orange Detachable-Wheeled Ladies' Briefcase
  • Comes in different colors
  • Luxurious and corporate look
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Siamod SAN MARTINO Ladies' Detachable-Wheeled Briefcase 15 Laptop Case Black
  • Stylish business bag
  • Detachable rolling case
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  • Spacious for all office needs
  • Spinner wheels for easier handling
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Solo New York Walker Leather Rolling Laptop Bag, Tan
  • Very sturdy and durable
  • Spinner wheels
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Best Rolling Briefcases for Women


London Fog Luggage Chelsea 17 Inch Computer Bag

LONDON FOG Chelsea Lites Expandable Upright Luggage, Olive Plaid, 17-Inch

The London Fog Chelsea 17 Inch Computer Bag takes a classic travel look straight to the office. The olive houndstooth design with the brown trim easily match any outfit of every color. That’s a huge plus for women who play up their corporate looks.

When it comes to organization, this bag has a place for everything. There are four compartments on the briefcase. The first is an open pocket for slipping some papers and small quick-access items. The second is a utility pocket with slots for ID cards, phones, and other items. In here is the laptop compartment with a removable laptop sleeve.

It’s a tight fit for 17-inch laptops because the length is exactly at 17 inches. The third compartment has compression straps if you need to stow away jackets or bulky items. If you’re taking a vacation leave, this bag can easily be used as a weekender.

When it comes to mobility, the two inline skates are stable and sturdy. There’s a stand in the front of the bag to keep the bag upright. At 17 x 14 inches, this can be easily stowed in the overhead compartment or under the seat at flights or in buses.

If you wish to carry your bag or stow it under the seat, the telescopic handle can be hidden beneath a zipper.

If you feel this is too big for you, there’s also a similar briefcase for 15-inch laptops that come in black.

Pros

  • Stylish design can match any outfit
  • Excellent organization
  • Handle can be hidden
  • Removable laptop sleeve

Cons

  • Light color can get dirty easily
  • Tight fit for 17-inch laptops despite the name

Product Information

  • Material: 100% Polyester Jacquard
  • Product Dimensions: 17 x 14 inches
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McKlein W Series Willowbrook Women's Detachable Wheeled Briefcase

McKleinUSA Willowbrook 94980 Orange Detachable-Wheeled Ladies' Briefcase

Whether you’re after the classic black and brown or more attracted to wild colors, the McKlein W Series Willowbrook Wheeled Briefcase is your best bet. It comes in both muted colors and loud hues and ideal for different personalities.

This briefcase is made from Italian leather for that luxurious look. If you’re going for a night out, you can take the briefcase off its rolling case and have a chic with its removable strap. The rolling case only comes in black, however. With the louder colors, it may look like you’re pulling your briefcase on a trolley.

Nevertheless, it still has a lot of functionality. It has a front zippered pocket for quick items. The main compartment opens up with a zippered divider in the middle. There’s also a built-in padded laptop compartment that fits most 17-inch laptops. It has internal organizers for ID cards, pens, mobile phones, and other items.

Pros

  • Comes in different colors
  • Luxurious and corporate look
  • Detachable rolling case

Cons

  • Rolling case only comes in black

Product Information

  • Material: Italian Leather
  • Product Dimensions: 9.5 x 18.5 x 14.5 inches
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Siamod Monterosso Collection San Martino Ladies 14" Wheeled Laptop Case

Siamod SAN MARTINO Ladies' Detachable-Wheeled Briefcase 15 Laptop Case Black

For an updated business look, get your hands on this beautiful Siamod Monterosso San Martino Case. The rich Italian Crocco Leather gives the classic briefcase a more modern and stylish look.

The briefcase is also detachable for convenience. When out of the rolling case, you can carry the briefcase with the grab handles or a detachable shoulder strap. It also comes with a rain cover, which is a great and not-so-common plus. The cover is stowed in between the bag and the handle when not in use.

The two front pockets are great design elements with a function. The only problem is that it has magnetic closures which aren’t the most secure option if your bag is rolling behind you. There is also a back slip pocket for quick items big enough for a magazine.

The main compartment is zippered closed and has a built-in padded laptop sleeve that’s big enough for a 17″ laptop. There’s no built-in laptop padding, but you can slip your laptop in a sleeve.

It comes in black, red, and cherry red colors.

Pros

  • Stylish business bag
  • Detachable rolling case
  • Comes with rain cover

Cons

  • Magnetic closure on front pockets do not secure items
  • No laptop padding

Product Information

  • Material: Italian Crocco Leather
  • Product Dimensions: 5 x 16.5 x 13 inches
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Samsonite Luggage Women's Spinner Mobile Office

Not everyone stays put in the workplace the whole day. For women who move from one place or another, the Samsonite Luggage Women’s Spinner Mobile Office can carry everything you’ll ever need.

This spacious briefcase can hold gargantuan binders, all your documents, and even keep a 17-inch laptop safe and intact. And because it’s a spinner, you can carry your whole office in one bag without even breaking a sweat.

This water-resistant bag is made of 100% Polyester and Nylon lining to keep things safe and unscratched.

There are two main zipper compartments to organize your mobile office. The first compartment has a padded pocket that can fit most 15.6-inch laptops. It also has pockets for laptop accessories such as chargers, mouse, and earphones.

The second compartment is where all your files and work items go in. There are three portions to organize paperwork and documents, and some internal pockets for pens and other things. The front utility pocket is a catch-all for pens, IDs, makeup, and other quick-access items.

Unlike most wheeled briefcases, the telescopic handle is integrated into the structure of the bag. The handle doesn’t protrude and doesn’t look separate from the bag, much like your regular spinner luggage. The briefcase can be carried with its grab handles that can be corded together.

Pros

  • Spacious for all office needs
  • Spinner wheels for easier handling
  • Water-resistant

Cons

  • For its size, it cannot fit a 17-inch laptop
  • Looks very much like luggage

Product Information

  • Material: 100% Polyester
  • Product Dimensions: 8.8 x 18 x 14.5 inches
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Solo Walker 15.6 Inch Rolling Laptop Case

Solo New York Walker Leather Rolling Laptop Bag, Tan

The Solo Walker 15.6 Inch Rolling Laptop Case is a classic briefcase with a fashionable twist.

The top-grain leather ages beautifully and this well-built bag will stay with you for years. Another bag that can match your entire wardrobe, its delicate details and contours will never go out of style.

Organization is simple but functional. A front zippered pocket gives you access to quick items. The main zip is divided into two compartments. One holds a padded laptop pocket that can fit a 15.6-inch laptop easily. A 17-inch laptop can be placed outside the sleeve if you have to.

It also has pockets to organize your laptop accessories. The second compartment is made for documents with its built-in file divider. There are built-in slim zipped pouches in the front and rear for more storage.

This briefcase also comes with a detachable shoulder strap. The telescopic handle can be hidden under a zipper.

While it provides many options for organization, the placement of the laptop towards the front of the bag makes it unstable. If there are not much items in the other compartments, the weight of the laptop tends to pull the briefcase forward when standing upright.

Pros

  • Very sturdy and durable
  • Spinner wheels
  • Adjustable handle for kids and adults

Cons

  • No pockets
  • Handle takes up packing space

Product Information

  • Material: Top Grain Leather
  • Product Dimensions: 17 x 13 x 6.2 inches
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What to Look For?

Organization

You want your bag to make life easier for you. If you’re looking for a rolling briefcase for work, the organization is key. Laptop compartments are crucial so look out for padding and sleeves. A tight-fitting laptop sleeve can damage your laptop in the long run. Also, be mindful of utility pockets that will avoid wasting time fishing in your bag for a pen or a hard drive.

Portability

The point of a rolling briefcase is to make it easier for you to handle. Having wheeled briefcases is convenient, but there will be a time you won’t need the wheels. You don’t want to be pulling a bag behind you if you decide to hit the town after work. Detachable rolling cases are great, but if you don’t have a place to keep the case when you don’t need it, look for handles that can be hidden instead.

Material

Rolling briefcases nowadays are extremely fashionable, but durability is still important. Ideally, your briefcase can handle a bit of abuse especially when you decide to use it for travel over the weekend. Leather is also great for briefcases that can last you for years. Polyester is easy to clean and relatively water-resistant but with a less luxurious look. Avoid materials that can be easily scratched or those that will need more care than you have time for.

Which Rolling Briefcase Is The Best For You?

The rolling briefcases are very similar in terms of functionality. It all boils down to taste and preference for design.

The Samsonite Luggage Spinner is great for those who simply have a ton of work stuff to carry around. You can bring around large portfolios and heavy binders to all your meetings quickly and easily. It has a lot of space, it looks great, and the spinner wheels make it a breeze to roll from one meeting to another.

If you’re fond of night-outs and quick drinks after work, the Siamod Monterosso Collection is your best option. It’s a proper briefcase that’s fit for work and stylish enough for a night out. The detachable rolling case also means you won’t be carrying a bag with wheels into the bar.

Finally, if you really want to break away from the trend, the McKlein W Series Willowbrook has colors that will match your mood and personality. Its shape and build still pass for a more professional look with a bit more pizzazz.

McKleinUSA Willowbrook 94980 Orange Detachable-Wheeled Ladies' Briefcase
  • Exclusive to McKleinUSA! Patented 2-in-1 Detachable Wheel and Handle System Quick access front zipper pocket

Check out Amazon for these great rolling briefcases for women!