Best Designer Rolling Laptop Bags in 2020 for Travelers and Professionals

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The Best Designer Rolling Laptop Bag – Editor’s Choice

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Aimee Kestenberg Women’s Florence Carry-on Luggage

If you’re in a hurry and looking for the best designer rolling laptop bags, we’d recommend Aimee Kestenberg carry-on rolling bag as the best choice. It is compact, lightweight, and easy to carry around. Thanks to its 360-degree wheel system.

>> See pricing on Amazon <<

If you tend to go on business trips for work or have to attend conferences very often – a designer rolling laptop bag might just be for you.

The good thing about rolling laptop bag is that not only do they keep your items neatly organized, but they also have an ample amount of space for all of your belongings.

Constantly carrying your laptop, documents and other items can cause back and neck pain and also make you tired.

With a rolling laptop bag, your bag can be as heavy as you like, and it won’t make a difference. 

A rolling bag comes with wheels, which also means that you will need little or no force to move your laptop bag. A good rolling laptop bag can also help you fix your posture. 

If you’re looking for the top-rated designer rolling laptop bags– look no more. Read ahead to find more about the best laptop bags and how you can pick the best one.

At a Glance: Our Top 5 Best Designer Rolling Laptop Bags

The Comparison Table

IMAGE PRODUCT DETAILS  
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★ BEST CARRY-ON LUGGAGE ★
Aimee Kestenberg Women’s Florence 16” Carry-On Luggage
  • Wheels: 4
  • Material: Polyester Twill
  • Weight: 4.8 lbs
  • Dimensions: 16.5” x 12.5” x 10.0”
  • 10-year limited warranty
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★ BEST FOR 17″ LAPTOP ★
JKM And Company Timeless Black Alligator Crocodile Rolling
  • Wheels: 2
  • Material: Faux alligator crocodile
  • Weight: 7.7 lbs
  • Dimensions: 17″ x 8.8″ x 16″
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★ ELEGANT LEATHER BAG ★
McKleinUSA EDGEBROOK Leather Wheeled Laptop Briefcase
  • Wheels: 2
  • Material: Top Grain Cowhide Leather
  • Weight: 6.6 lbs
  • Dimensions: 17″ x 6″ x 13.5″
  • Built-in laptop sleeve to fits 15.6-17″
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★ BEST OVERNIGHTER CARRY-ON ★
Kenneth Cole Reaction ‘Casual Fling’ Pebbled Faux Leather
  • Wheels: 2
  • Material: Vinyl
  • Weight: 5.9 lbs
  • Dimensions: 16.0” x 13.5” x 7.5”
  • Fits up to a 16″ laptop
  • Backed by a manufacturer lifetime limited
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★ BEST 4 WHEEL SPINNER ★
Lipault Original Plume Spinner 55/20 Luggage
  • Wheels: 4
  • Material: Nylon
  • Weight: 4.9 lbs
  • Dimensions: 21.7″ x 15.0″ x 9.5″
  • Lipault’s 3-year guarantee

How to Choose the Designer Rolling Laptop Bag

Number of Wheels

One of the most significant factors that will influence your decision of buying the right laptop bag is the number of wheels it has. Some rolling bags have 2 wheels, while some have 4.

If you’re thinking of getting a 2 wheeler bag, keep in mind that they are a little hard to roll, but their wheels are lighter and more stable. 

If you’re leaning more towards a 4 wheeler rolling bag, you should know that they are more precise and easy to roll even in small spaces.

4 wheeler bags can either be pushed or pulled, unlike a 2 wheeler bag that can only be pulled. 

However,4 wheeler rolling bags might also be heavier than a 2 wheeler bag.

Material

Most designer rolling bags come in two materials: polyester or leather. The upside of buying a leather rolling bag is that leather looks really good with no matter what you wear.

It also gives you an extremely professional look, which will only work to your advantage. 

Your leather rolling bag will also last you a long time and even if the color changes over time, the material will stay the same and give your bag a more vintage look.

Polyester, however, is more durable than leather. It is also much lighter, so if you don’t want your rolling bag to get too heavy, polyester is a much better option for you. 

If you’re planning to use your rolling bag for mostly professional purposes, a leather bag is a great option, but if you want a rolling bag for traveling purposes, polyester is a better choice for you.

Space

Most rolling bags can easily carry 15 to 16 inch big laptops, but some can even take up to 17.3 inches.

The great thing about a rolling bag is that they can easily carry more than one laptop. 

They have separate compartments for all your items. Whether it’s important documents or pens, a good rolling bag will have enough space for all your content.

Straps

When looking for a good rolling bag, another factor to keep in mind is that it should come with straps. Straps are helpful because they can help keep the contents inside your bag organized. 

Straps are also great when you have too many heavy items that may need to be held down.

Handle

The handle of your rolling bag should be firm and sturdy. The size of the handle depends entirely on the user.

Here’s a tip – make sure your handle isn’t too short; otherwise, your heels might keep bumping into it. 

On the other hand, your handle shouldn’t be too long either since it may get a little hard to drag the bag around for a long period of time.

A good rolling bag should have a padded handle since that means you can easily roll the bag without hurting yourself.

If you prefer a double handle rolling bag, they are more strong and easy to move, but single handle rolling bags are much lighter and look better.

Another feature that a good rolling bag will have is top and side handles. These handles are really helpful when you need to lift your rolling bag.

The side and top handles should be strong enough to take a large amount of weight.

Price

One of the most important factors that will affect which rolling laptop bag you buy is the price. Since some rolling bags can be expensive, it is a good idea to know your budget.

If you tend to travel a lot, investing in an expensive rolling bag might be a good option since it will last you for a long time.

Whereas, if you don’t carry around heavy items from one place to another that often, a mid-range priced rolling bag will be just fine for you.

Top 5 Designer Rolling Laptop Bags Reviews

1. Aimee Kestenberg Women’s Florence Carry-on Luggage

Best Carry-on Luggage

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Check out this Aimee Kestenberg bag on Amazon now

The Aimee Kestenberg carry-on rolling bag is made of high-quality polyester that will last you a long time without wearing out.

It comes with 4 wheels and 360-degree rotation, which means you can pull and push your bag.

This bag is extremely lightweight, so you can easily carry or roll it without getting tired or developing any physical pain.

As this bag has a single compartment, which is lined with high-quality polyester, it keeps your contents safe.

This bag also has exterior pockets, which include a separate iPad pocket and several other accessory pockets, which means you will have plenty of space to store all your items in this bag easily.

The main compartment has a large zipper, removable straps that can hold a lot of weight and two elastic pockets at the top of the bag.

This bag even has a side pocket for all your small accessories like rings, keys, cards, wallets and your phone and a mesh pocket for your water bottle. 

The bag is equipped with two side and top handles, which means you can easily lift your bag if you don’t want to roll it.

The handle of this bag is extremely sturdy and can extend up to 41 inches for easy and smooth-rolling.

The Aimee Kestenberg carry-on rolling bag has strong zippers that are plated with gold, which means they won’t rust as other zippers might.

One of the best things about this bag is that it can easily fit under a seat and almost every airplane overhead compartment. 

This rolling bag comes with a 10 year-long warranty, which means you can return it if you are not satisfied with the product. This bag measures 12.5 inches wide and 7.5 inches long.

It weighs almost 5 pounds, which makes it extremely light as compared to other rolling laptop bags.

Here is the video of the real user had to say:

For more details of the Aimee Kestenberg Women’s Florence Carry-On Luggage, then click here to see it on Amazon.

Pros

  • Lightweight
  • Side and top handles
  • Spacious
  • Separate compartments

Cons

  • Expensive

>> See AIMEE KESTENBERG pricing on Amazon <<

2. JKM and Company Timeless Black Alligator Crocodile Rolling

Best for Large Laptop

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Check out this JKM Rolling bag on Amazon now

The JKM laptop rolling bag comes with a trolley strap, which means the user can either roll it or carry this bag as a tote. It is made of high-quality materials and comes with two tassels, a zipper pocket at the back and two pockets on the side. 

This rolling bag also comes with a separate padded sleeve for your iPad and laptop and can take up to 17.3 inches worth of electronics.

The black interior is fully lined and the main compartment includes two more pockets inside. 

The zippers on this bag are extremely sturdy, so you won’t have to constantly check on your items or worry about breaking the zippers. 

The handle on the JKM laptop rolling bag can be retracted up to 40 inches.

This bag has two wheels, which means it is easy to move around, but you can only move it in one direction. It measures 9 inches long and 17 inches wide.

For more details of the JKM And Company Timeless Black Alligator Crocodile Rolling, then click here to see it on Amazon.

Pros

  • Retractable handle
  • Trolley strap
  • Separate laptop and iPad sleeve

Cons

  • No 360-degree wheel rotation

>> See JKM TIMELESS BAG pricing on Amazon <<

3. McKleinUSA EDGEBROOK Leather Wheeled Laptop Briefcase

Elegant 2 Wheels Leather Bag

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Check out this McKleinUSA EDGEBROOK on Amazon now

The McKlein laptop rolling bag is made of high-quality cowhide leather, which is durable and long-lasting comes with a front pocket that can be used to store your phone, cards, wallet, and keys. 

It has another small pocket at the front which comes with a key lock, so you don’t have to worry about losing your precious items. 

The interior of the McKlein laptop rolling bag comes with double compartments and a zipper pocket. 

The main compartment has a padded laptop sleeve, which can fit most 15-inch laptops. This bag has strong straps, which make it easy to keep the contents in your bag neatly organized. 

The McKlein laptop rolling bag is lightweight and is 17 inches wide and 13.5 inches long.

For more details of the McKleinUSA EDGEBROOK Leather Wheeled Laptop Briefcase, then click here to see it on Amazon.

Pros

  • High-quality leather
  • Separate laptop sleeve
  • Strong straps

Cons

  • No side or top handles

>> See MCKLEINUSA EDGEBROOK pricing on Amazon <<

4. Kenneth Cole Reaction ‘Casual Fling’ Pebbled Faux Leather

Best Overnight-er Carry-On

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Check out this Kenneth Cole Reaction on Amazon now

The Kenneth Cole rolling laptop bag comes with a long handle, which can go up to 40 inches. It also has skate wheels, which is why it is easy to roll the bag.

The exterior of this bag comes with a trolley strap, which means you have the freedom to choose whether you want to roll or carry it. 

It also includes side and top handles, which can make carrying this bag extremely easy.

This bag comes with a separate padded laptop and laptop sleeve, which can easily hold a 16-inch laptop.

The interior of this bag is fully lined to protect all your important documents and electronics while the exterior of this bag is made of high-quality leather.

Besides that, the Kenneth Cole rolling bag has a huge front pocket, which helps the user stay organized.

This bag weighs almost 6 pounds and is the perfect size for you if you travel a lot. This bag comes with a lifetime warranty which ensures its longevity. 

For more details of the Kenneth Cole Reaction Pebbled Faux Leather bag, then click here to see it on Amazon.

Pros

  • Lightweight
  • Separate laptop and tablet sleeve
  • Lifetime warranty

Cons

  • No 360-degree rotation wheels

>> See KENNETH COLE REACTION pricing on Amazon <<

5. Lipault Original Plume Spinner 55/20 Luggage

Best 4 Wheels Spinner

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Check out this Lipault Original Plume Spinner on Amazon now

The Plume Spinner by Lipault is an extremely lightweight bag, which is also easy to move and carry around. It is made of high-quality material and the interior of this bag is soft to make sure all your contents stay safe. 

This rolling bag weighs 5 pounds, which gives the user a lot of freedom. Whether you want to roll or carry this bag, you can do it without putting too much strain on your hands or shoulders. 

This bag is a 4 wheel rolling bag. I t has 360-degree mobility, which allows the user to easily roll the bag. The wheels are also easy to move, which makes this bag a good choice to carry in crowded or small spaces.

One of the best things about this bag is that it is quite spacious from the inside. The main compartment comes with removable straps, a strong zipper and a pocket at the top.

There are pockets at the front, where the user can store smaller items like their phones and keys. 

The best part is that the user will not have to open the main compartment to retrieve them.

Plus, not only does the Plume Spinner by Lipaultcome with a long handle that can go up to 40 inches, but it also has 2 side and top handles, which means you can easily lift it up without too much effort.

This bag is 15 inches wide and 9.5 inches long and comes with a tag and a lock to keep all your items safe.

For more details of the Lipault Original Plume Spinner, then click here to see it on Amazon.

Pros

  • Lightweight
  • Side and top handles
  • 4 wheel spinning bag with 360 rotation
  • Includes lock and tag

Cons

  • May not fit in an overhead airplane compartment

>> See LIPAULT PLUME pricing on Amazon <<

Wrapping Up

Rolling bags are a great choice for people who travel a lot. From all the rolling bags discussed above, the Aimee Kestenberg carry-on rolling bag is our favorite.

This bag has everything a rolling bag should – it comes with a spacious main compartment and several other small pockets. 

This bag has a retracted handle that can go up to 41 inches and wheels that can rotate 360 degrees.

It may be a little over your budget, but if you want a rolling bag that will last you a long time – then Aimee Kesternbag is the one.

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