Best Leather Messenger Bags for Men in 2021

Choosing your best Messenger bag is quite tricky! One should consider its material, design, affordability, space, and pocket organization. In 2021, we sort out a list of Top 5 leather Messenger bags for Men, based on the following criteria:

Material & Design: The bag must be stylish and classy to tote around in daily routine. So, one should think about it. Whether it is totally leather-made or a blend of leather and canvas.

Price: Focus on the features and reviews of the bags instead of their price. It should be affordable.

Size & Pocket Organization: your best messenger bag should be roomy and have well-organized pockets. They should have well-composed compartments. Especially for laptops, notepads, documents, passports, and basic stationery. Also, they should offer you quick access to your stuff without having to take the bag off and without looking clumsy.

Warranty: look at the article’s period of warranty. It gives you a sense of its durability. If you overlook this criterion, it can end you feel disappointed as if the zippers come off in a month or if the handle gets torn.

Samsonite Colombian Leather Flap-Over Messenger Bag

Samsonite Colombian Leather Flap-Over Messenger Bag

Material: Luxurious high-quality Colombian leather. Also, features antique brass hardware for a classic elite look.

Size: It comes in medium size: 16″X 12″X 4.5″.

Color Assortment: Elite Black & Brown colors


  • It comes with a well-composed organizer under the front flap that easily fits your business essentials
  • Detachable and adjustable padded comfy shoulder strap.
  • A leather-wrapped carry-handle, for a briefcase look.
  • Safe padded compartment for up to 15.6″ laptop that has an overall dimension of 15″ x 10″ x 2″.
  • Three inner pockets to carry cords, cables, and other peripherals.
  • The back compartment offers quite a large space for files.
  • However, it is quite lightweight as it weighs only 4 lbs.


  • It is a highly rated bag on Amazon for its 2457 customer review rating.
  • Amazon’s Choice List.
  • They also provide a three-year warranty.

Kenneth Cole Reaction Risky Business Top-rated Messenger Bag for Men – 2021

Kenneth Cole Reaction Risky Business Messenger Bag

Material: Full-grain Colombian leather

Size: 15.0” L x 11.0” H x 3.0” D and Weighs only 2.2 lbs.

Color Assortment: It comes in classic Brown, Black, and Cognac colors.


  • They are ideal slim leather messenger bags for the modern men traveler, in 2021.
  • Anyone can travel comfortably with its comfy extendable (up to 60″) shoulder strap.
  • The main spacious compartment has a tear-resistant, fully lined polyester interior.
  • Carry Laptops up to 15.6”, safely.
  • Easy magnetic closures under its leather flap.
  • Its front organizer can conveniently store accessories, including a cell phone pocket.
  • Back quick-access pocket for your business items.
  • For easy handling, it has a top leather grab handle.


  • No substitute leathers and no split leathers were used in its manufacturing.
  • Backed by its manufacturer’s lifetime limited warranty.
  • It is also included in Amazon’s Choice List.

Komal 16″ Buffalo Leather Laptop Messenger Bag

KomalC 16" Buffalo Leather Laptop Messenger Bag

Material: Finest Full Grain Hunter buffalo leather. And, internally lined with high-quality canvas. Further, it is exclusively handcrafted by highly experienced artisans working with leather for decades.

Size: 16 “x 11″ x 4”

Color Assortment: Distressed Brown Leather color


  • Concealed snap closures for easy access.
  • Adjustable shoulder strap.
  • Padded compartment for 15.6″ Laptop.
  • Top zipper to store, safely.
  • A large pocket to fit Ipad, files etc. Cards/phones and internal pen organizer.
  • 1 external metal zipper for convenience.
  • 2 big front pockets to carry quick access bit.


  • It comes with a trolley compatible back leather strip, to slide it over your rolling suitcase/luggage/roller bag handle.
  • It is a high-rated (4.9 out of 5) 2731 rating on Amazon.
  • YKK zippers and Sliders.
  • Handcrafted Bag.

Komal’s Passion Leather 18″ Laptop Messenger Bag 

Komal's Passion Leather 18" Laptop Messenger Bag

Material: Full-grain goat Leather and internally lined with Canvas.

Size: 17.5″ width x 13″ height x 6″ depth.

Color Assortment: Exclusive Vintage leather brown color.


  • It comes with one external back zipper compartment & a Pen Holder Organizer.
  • Large Front Pocket for iPad/Tablet.
  • 1 big inner compartment for Laptop.
  • 2 Inner zipper compartments.
  • It can easily store large laptops, tablets, and devices up to 17 inches, A4 Magazine book and iPad
  • Adjustable and detachable shoulder Strap.


  • It comes with Premium YKK Zippers.
  • Among Amazon’s Choice List.
  • Top-rated messenger bag on Amazon with an overall 1583 rating.
  • The Tote would fit equally well for work and business meetings or for casual outings or in college classes.

FRYE Men’s best Leather Logan Messenger Bag for 2021

FRYE Leather Logan Messenger Bag

Material: High-quality Luxe Italian Leather.

Size: 15″W x 13.25″H x 4″D.

Color Assortment: Classy Cognac, Dark Brown & Slate colors.


  • It comes with magnetic flap closure.
  • Well-composed interior zip and slips pockets.
  • Its main compartment has 3 side pockets and quite spacious for your business stuff.
  • Comfortable & adjustable leather Shoulder Strap Length: 48.5″.
  • Also, it has a Front zip sleeve with a tethered key clasp.

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