Rustic & Vintage Leather Messenger Satchels – Reviving retro style bags for today

Vintage style is making a comeback. These everlasting retro cuts and designs are here to stay, and with a little care, will probably be the only bag you will need for a long time.

If throwaway culture is not your thing then one of these leather or leather and canvas combination timeless bag is for you.

Top 16 Best Vintage Leather Messenger Bags

  1. KomalC Retro Buffalo Hunter Leather 15-inch LEATHER
  2. Wowbox Messenger Satchel Vintage bag 14-inch LEATHER & CANVAS
  3. Lifewit Leather Vintage Canvas Laptop Bag 15.6-inch LEATHER & CANVAS
  4. S ZONE Vintage Canvas Leather Messenger 14-inch LEATHER & CANVAS
  5. Vetelli Laptop Bag with scratch protection lining 15.6-inch LEATHER & CANVAS
  6. Samsonite Colombian Leather Flap-Over Laptop Messenger 15.6-inch LEATHER
  7. Kattee Mens Leather Satchel Briefcase 16-inch LEATHER
  8. Kattee Handmade Genuine Leather Laptop Briefcase 14/15.7-inch LEATHER
  9. Kenneth Cole Risky Business Messenger Bag – LEATHER
  10. Kenneth Cole Reaction Show Business 15.4-inch LEATHER
  11. HLC Leather Unisex Real Leather Messenger 15-inch LEATHER
  12. Handolederco Vintage Buffalo Leather Messenger 15-inch LEATHER
  13. LEABAGS Oxford genuine buffalo leather messenger 15-inch LEATHER
  14. Wowbox Messenger Bag Vintage Canvas Leather Satchel 17-inch LEATHER & CANVAS
  15. Rustic Town Leather Vintage Rustic Crossbody Messenger 15-inch 15-inch LEATHER
  16. Rustic Town Leather Vintage Rustic Crossbody Messenger 13-inch 13-inch LEATHER

Now for a closer look

1. KomalC Retro Buffalo Hunter Leather 15-inch – LEATHER

Made from the finest Hunter buffalo leather and lined with high quality canvas this bag is hand crafted by artisans working with leather for decades. The result is a truly rustic and vintage look that is unique to our line-up designed by Komal Chaudhari the bag can be used as a laptop bag, a messenger bag, a work briefcase or courier bag. 

  • Dimensions:  15.5 “x 11″ x 4”
  • Storage: up to 15-inch Laptop, big front pockets

2. Wowbox Messenger Satchel Vintage bag 14-inch LEATHER & CANVAS

A beautifully executed canvas bag with leather flap, the bag is secured using magnetic latches with decorative metal buckles for a truly retro look. It has an adjustable shoulder strap that allows the bag to worn over one shoulder with a strap that goes across the chest, resting the bag on the lower back like a messenger bag. Alternatively, the shoulder strap can be removed, with the bag carried as a briefcase with a leather handle. The two front pockets, one zippered pocket and 4 inner wallop pockets.

  • Dimensions: 13″(L)x10.5″(H) x 4.1″(W)
  • Storage: 14-inch Laptop. bigger version that will fit up to 15.6-inch laptop also available.

3. Lifewit Leather Vintage Canvas Laptop Bag 15.6-inch – LEATHER & CANVAS

A funny name to have for a company that makes leather bags, Crazy Horse Leather offers natural scar patterns with antique and timeless appeal. The more you use it, the more unique and vintage looking it gets. This truly retro case spots a classic buckle design for added security. The leather strap and buckle is bound to stay on even when the bag is fully loaded. To double the security, the main compartment is zippered and inside, you get a padded laptop sleeve, 2 inner slip pocket, 1 inner zip pocket and 2 pen holders. Apart from the main compartment, there are two front pockets big enough for iPad mini and a back magnetic pocket. Apart from the choice of sizes, 14-inch or 15.6-inch, you also get a choice of colours, grey or coffee canvas.

  • Dimensions: 13″(L)x10.5″(H) x 4.1″(W)
  • Storage: up to 15.6-inch laptop. A smaller version with space up to 14-inch laptop is also available.

4. S ZONE Vintage Canvas Leather Messenger – 14-inch LEATHER & CANVAS

A canvas and leather combination satchel, the S-ZONE Vintage Canvas Leather Messenger is available in four different colours; Deep Gray (shown), Coral Green, Coffee or Khaki. This canvas messenger bag can fit in A4 magazine, up to 14-inch laptop, textbooks, mobile phone and iPad. It uses magnetic closure that quickly snaps to shut the bag and for easy access. While the trim, buckle strap and flap is leather, this is more a canvas bag.

  • Dimensions: 11.4(H)*15(L)*3(W)inch
  • Storage: 14-inch laptop

5. Vetelli Laptop Bag with scratch protection lining 15.6-inch – LEATHER & CANVAS

Vetelli Laptop bag features an elegant classic style that combines perfectly with modern functionality. Spacious interior compartments are fitted out with ultra-soft felt lining and a zip-free padded laptop sleeve to protect laptops, tablets, smartphones & other important accessories from scratches & damage. Beneath the buckled flap is a metal zipper to close the bag’s main compartment. Exterior and interior zipper pockets, two large open pockets and two pen holders compliment the padded laptop compartment within the bag’s zip-top interior.

  • Dimensions: 19.5″ x 12.5″ x 4.5″
  • Laptop: up to 15.6-inch

6. Samsonite Colombian Leather Flap-Over Laptop Messenger 15.6-inch – LEATHER

The Samsonite Colombian Leather Flap-Over Laptop bag is available in black or brown and is made from natural cowhide leather. Here is a structured and well thought out leather case that means business. The main compartment comes complete with padded sleeve for a laptop up to 15.6-inch, organiser pockets for different accessories and is secured with a zipper closure. There is a full width front pocket that is covered by the flap and here you will find a smartphone pocket, zip compartment, a couple of pen holders and business card holders. On the back there is a second smaller zipper compartment only accessible when you open the flap. Flap is secured with snap on closure hidden behind a buckle.

  • Dimensions: 16″X 12″X 4.5″
  • Storage: up to 15.6-inch

7. Kattee Mens Leather Satchel Briefcase 16-inch – LEATHER

A structured all leather bag made with full grain crazy-horse genuine cow hide, the bag is perfect for business or travel. The antique bass hardware effect all around gives it that true vintage look. The front flap is secured with a pair of special decorative buckle hiding a push button closure. Insider you will find compartment pockets and laptop sleeve that lets you store your accessories and laptop up to 16-inch with plenty more room for books and paper.

  • Dimensions: L*D*H = 16.2″ *3.3″ *11.8″
  • Storage: up to 16-inch Laptop

8. Kattee Handmade Genuine Leather Laptop Briefcase 14-inch / 15.7-inch – LEATHER

Also from Kattee, this genuine leather laptop case has double front zipper pockets and a front flap easy-open lock closure. It is made from 100% Top Grain Crazy Horse genuine cow leather. While the interior main compartment is big enough for a 15.7-inch laptop with sleeve on, there is a padded laptop sleeve for up to 14-inch laptop. Other interior pockets include a zip wall pocket, cell phone holder, wallet holder and 2 pen holders. Outside, apart from the two front pockets, there is also a zipper pocket on the back.

  • Dimensions: 15.5″L x3″D x 11.5″H
  • Storage: 14-inch laptop with plenty more room, capable of taking a 16.7-inch laptop with its own sleep.

9. Kenneth Cole Risky Business Messenger Bag – LEATHER

Head to your next board meeting in style with the “Risky Business” Single Gusset Messenger Bag from Kenneth Cole Reaction®. A casual messenger bag with style and ease. Matte brown leather with contrast stitching. Magnetic front flap closure with loop handle detail on the back. Two front pockets. Interior pocket with zip closure. One back pocket with magnetic closure.

  • Dimensions: 16 x 4.5 x 12 inches
  • Storage:

10. Kenneth Cole Reaction Show Business 15.4-inch – LEATHER

The Show Business case is a double gusset flapover portfolio with room for up to 15.4 inch laptop in its own padded computer pocket. It has a pull through handle for better balance. Its one of the more popular leather cases we have seen in our list. Available in black, brown or tan.

  • Dimensions: 12.5″ (H) x 15.5″ (W) x 4″ (D)
  • Storage: up to 15.4-inch

Other leather messenger bags:

11. HLC Leather Unisex Real Leather Messenger 15-inch – LEATHER

  • Dimensions: 15 x 11 x 4 inch
  • Storage: up to 15-inch Laptop

12. Handolederco Vintage Buffalo Leather Messenger 15-inch – LEATHER

  • Dimensions: 16 x 4 x 12 inches
  • Storage: 15-inch Laptop

13. LEABAGS Oxford genuine buffalo leather messenger 15-inch – LEATHER

  • Dimensions: 15 x 12 x 4 in
  • Storage: up to 15-inch Laptop


14. Wowbox Messenger Bag Vintage Canvas Leather Satchel 17-inch – CANVAS & LEATHER

  • Dimensions: 17.5 x 5 x 13 inch
  • Storage: up to 17-inch Laptop (laptop compartment 16.5 x 2 x 11.5 inch)

15. Rustic Town Leather Vintage Rustic Crossbody Messenger 15-inch LEATHER


16. Rustic Town Leather Vintage Rustic Crossbody Messenger 15-inch – LEATHER

  • Dimensions: 15 x 11 x 4 Inches
  • Storage: up to 15-inch laptop