Skip to content Go to accessibility statement
Buffalo Jackson Trading Co.
0
  • Featured
    • New Arrivals
    • Best Sellers
    • Limited Edition
    • Full Grain Leather
    • Gifts Under $50
    • Gifts $50 - $100
    • Gifts $100 - $200
    • Gifts $200+
    • Gift Cards
    • Sale
    • Shop All
  • Leather Goods
    • Men's Collection
    • Women's Collection
    • Leather Bags
    • Leather Jackets
    • Leather Wallets
    • Leather Belts
    • Leather Drinkware
    • Padfolios & Journal Covers
    • Dopp Kits & Toiletry Kits
    • Tech & Organization
    • Rifle & Shotgun Cases
    • Leather Care
    • Leather Accessories
    • New Arrivals
    • Best Sellers
    • Limited Edition
    • Sale
    • Shop All
  • Leather Jackets
    • Bomber Leather Jackets
    • Motorcycle Leather Jackets
    • Outdoor Leather Jackets
    • Puffer Leather Jackets
    • Quilted Leather Jackets
    • Vintage Leather Jackets
    • Brown Leather Jackets
    • Black Leather Jackets
    • Leather Care
    • New Arrivals
    • Best Sellers
    • Limited Edition
    • Sale
    • Shop All
  • Apparel
    • Leather Jackets
    • Shirts
    • Outerwear
    • Flannel Shirts
    • Plaid Shirts & Jackets
    • Sweaters
    • Hoodies
    • Pullovers
    • Vests
    • Corduroy Shirts & Jackets
    • Shirt Jacs
    • Neckwear
    • Leather Belts
    • Hats
    • New Arrivals
    • Best Sellers
    • Sale
    • Shop All
  • Bags
    • Briefcases
    • Messenger Bags
    • Duffle Bags
    • Travel Bags
    • Backpacks
    • Tote Bags
    • Camera Bags
    • Black Leather Bags
    • Brown Leather Bags
    • New Arrivals
    • Best Sellers
    • Limited Edition
    • Sale
    • Shop All
  • Jackets & Outerwear
    • Leather Jackets
    • Shirt Jacs
    • Down Jackets
    • Wool Jackets
    • Hooded Jackets
    • Fleece Jackets
    • Kodiak Jackets
    • Waxed Canvas Jackets
    • Shop All
  • Men's Leather Collections
    • Roosevelt
    • Jefferson
    • Ryder Reserve | Bison Leather
    • Denver
    • Walker
    • Dakota
    • Jack Andrews | Limited Edition
    • Sportsman
    • Shop All
  • Women's Leather Collections
    • Madison Collection
    • Walker Collection
    • Chelsea Collection
    • Tote Bags
    • Wallets
    • Clutches
    • Wristlets
    • Crossbody Bags
    • Backpacks
    • Shop All
  • Accessories
    • Leather Care
    • Gift Cards
    • Wallets
    • Belts
    • Hats
    • Neckwear
    • Drinkware
    • Padfolios & Journal Covers
    • Dopp & Toiletry Kits
    • Tech & Organization
    • Other
    • Shop All
  • Discover
    • Journal
    • Insight
    • Video
    • About Us
    • Our Story
  • Contact Us
  • Login
  • Cart (0)
Close
CART (0)

Your Cart is Empty

Continue Shopping

You are $99.00 away from free shipping!

Continue Shopping

    • $0.00 Subtotal
    Contact Us
    Leather Jackets Leather Goods Apparel Discover
    Buffalo Jackson Trading Co. Buffalo Jackson Trading Co.
    Login
    Cart (0)
    Close
    • Shop All
    • New
    • Sale
    • Best Sellers
    • Limited Edition
    • Full Grain Leather
    • Gifts Under $50
    • Gifts $50-$100
    • Gifts $100-$200
    • Gifts $200+
    • Gifts for Her
    • Leather Bags
    • Leather Briefcases
    • Leather Messenger Bags
    • Leather Duffle Bags
    • Leather Travel Bags
    • Leather Backpacks
    • Leather Totes
    • Leather Camera Bags
    • Black Leather Bags
    • Brown Leather Bags
    • Leather
    • Leather Jackets
    • Leather Wallets
    • Leather Drinkware
    • Leather Accessories
    • Padfolios & Journal Covers
    • Dopp Kits & Toiletry Kits
    • Tech & Organization
    • Rifle & Shotgun Cases
    • Accessories
    • Leather Care
    • Gift Cards
    • Mens Collections
    • Roosevelt
    • Jefferson
    • Ryder Reserve | Bison
    • Walker
    • Dakota
    • Jack Andrews | Limited Edition
    • Sportsman
    • Women's Collections
    • Bridger Collection | Limited Edition Tote Bags
    • Madison Collection
    • Walker Collection
    • Leather Tote Bags
    • Leather Wallets
    • Leather Clutches
    • Leather Wristlets
    • Leather Crossbody Bags
    • Leather Backpacks
    • Shop All
      • New
      • Sale
      • Best Sellers
      • Limited Edition
      • Full Grain Leather
      • Gifts Under $50
      • Gifts $50-$100
      • Gifts $100-$200
      • Gifts $200+
      • Gifts for Her
    • Leather Bags
      • Leather Briefcases
      • Leather Messenger Bags
      • Leather Duffle Bags
      • Leather Travel Bags
      • Leather Backpacks
      • Leather Totes
      • Leather Camera Bags
      • Black Leather Bags
      • Brown Leather Bags
    • Leather
      • Leather Jackets
      • Leather Wallets
      • Leather Drinkware
      • Leather Accessories
      • Padfolios & Journal Covers
      • Dopp Kits & Toiletry Kits
      • Tech & Organization
      • Rifle & Shotgun Cases
    • Accessories
      • Leather Care
      • Gift Cards
    • Mens Collections
      • Roosevelt
      • Jefferson
      • Ryder Reserve | Bison
      • Walker
      • Dakota
      • Jack Andrews | Limited Edition
      • Sportsman
    • Women's Collections
      • Bridger Collection | Limited Edition Tote Bags
      • Madison Collection
      • Walker Collection
      • Leather Tote Bags
      • Leather Wallets
      • Leather Clutches
      • Leather Wristlets
      • Leather Crossbody Bags
      • Leather Backpacks
    Close
    • Shop All
    • New
    • Sale
    • Outdoor Apparel
    • Leather Jackets
    • Style
    • Shirts
    • Outerwear
    • Flannel Shirts
    • Plaid Shirts & Jackets
    • Sweaters
    • Hoodies
    • Pullovers
    • Vests
    • Corduroy Shirts & Jackets
    • Jackets
    • Leather Jackets
    • Shirt Jacs
    • Down Jackets
    • Wool Jackets
    • Hooded Jackets
    • Fleece Jackets
    • Waxed Canvas Jackets
    • Accessories
    • Neckwear
    • Hats
    • Leather Care
    • Gift Cards

    • Shop All
      • New
      • Sale
      • Outdoor Apparel
      • Leather Jackets
    • Style
      • Shirts
      • Outerwear
      • Flannel Shirts
      • Plaid Shirts & Jackets
      • Sweaters
      • Hoodies
      • Pullovers
      • Vests
      • Corduroy Shirts & Jackets
    • Jackets
      • Leather Jackets
      • Shirt Jacs
      • Down Jackets
      • Wool Jackets
      • Hooded Jackets
      • Fleece Jackets
      • Waxed Canvas Jackets
    • Accessories
      • Neckwear
      • Hats
      • Leather Care
      • Gift Cards
    Close
    • Explore
    • Journal
    • Insight
    • Video
    • About
    • About Us
    • Our Story

    • Explore
      • Journal
      • Insight
      • Video
    • About
      • About Us
      • Our Story
    Close
    • Shop All
    • New
    • Sale
    • Best Sellers
    • Limited Edition
    • Leather Jackets
    • Leather Vests
    • Style
    • Bomber Leather Jackets
    • Motorcycle Leather Jackets
    • Outdoor Leather Jackets
    • Puffer Leather Jackets
    • Quilted Leather Jackets
    • Vintage Leather Jackets
    • Shearling Leather Jackets
    • Color
    • Brown Leather Jackets
    • Black Leather Jackets
    • Light Brown Leather Jackets
    • Dark Brown Leather Jackets
    • Material
    • Cow Leather Jackets
    • Lambskin Leather Jackets
    • Shearling Leather Jackets
    • Sheepskin Leather Jackets
    • Accessories
    • Leather Care
    • Gift Cards

    • Shop All
      • New
      • Sale
      • Best Sellers
      • Limited Edition
      • Leather Jackets
      • Leather Vests
    • Style
      • Bomber Leather Jackets
      • Motorcycle Leather Jackets
      • Outdoor Leather Jackets
      • Puffer Leather Jackets
      • Quilted Leather Jackets
      • Vintage Leather Jackets
      • Shearling Leather Jackets
    • Color
      • Brown Leather Jackets
      • Black Leather Jackets
      • Light Brown Leather Jackets
      • Dark Brown Leather Jackets
    • Material
      • Cow Leather Jackets
      • Lambskin Leather Jackets
      • Shearling Leather Jackets
      • Sheepskin Leather Jackets
    • Accessories
      • Leather Care
      • Gift Cards
    Dark Oak

    Roosevelt Buffalo Leather Pilot Bag

    Men's rugged leather pilot bag in dark oak with multiple compartments, brass buckles, adjustable strap, and detachable pouches. Ideal for travel.
    Mens Leather Pilot Briefcase Bag
    Men's classic Leather Pilot Bag | Dark Oak turned
    Travel leather pilot bag
    Men's rugged dark oak leather pilot bag showcasing a detailed rear view with multiple secure pockets, adjustable shoulder strap, and robust handles. Ideal for versatile use.
    Men's Buffalo Leather Pilot Bag | Dark Oak
    The Roosevelt Buffalo Leather Pilot Bag is a full-grain water buffalo leather bag built for travel and everyday carry.

Specifications

Exterior dimensions: 16 inches long, 5 inches wide, 10 inches high. Laptop sleeve dimensions: 13.5 inches long, 8 inches wide. Laptop compatibility: fits most 15-inch laptops. Shoulder strap length: 61 inches fully extended, 48 inches at shortest setting. Total weight: 4 pounds 14 ounces (4.88 lbs / 2.21 kg). Material: full-grain water buffalo leather.
    Pocket Sizing of Men's Buffalo Leather Pilot Bag | Dark Oak
    Leather Pilot Bag - Full Grain Water Buffalo Vintage
    Leather Pilot Bag
    Men's dark oak leather pilot bag sitting on a brick ledge, showcasing its vintage style with multiple pockets, sturdy handles, and a broad strap for comfort.
    Man walking confidently with a rugged dark oak leather pilot bag featuring durable straps, spacious compartments, and distinctive buckle closures. Perfect for stylish travelers.
    Rugged dark oak leather pilot bag displayed in an outdoor setting, featuring durable straps, buckle closures, and a spacious design, perfect for adventurous travel.
    Men's rugged leather pilot bag in dark oak with multiple compartments, brass buckles, adjustable strap, and detachable pouches. Ideal for travel.
    Mens Leather Pilot Briefcase Bag
    Men's classic Leather Pilot Bag | Dark Oak turned
    Travel leather pilot bag
    Men's rugged dark oak leather pilot bag showcasing a detailed rear view with multiple secure pockets, adjustable shoulder strap, and robust handles. Ideal for versatile use.
    Men's Buffalo Leather Pilot Bag | Dark Oak
    The Roosevelt Buffalo Leather Pilot Bag is a full-grain water buffalo leather bag built for travel and everyday carry.

Specifications

Exterior dimensions: 16 inches long, 5 inches wide, 10 inches high. Laptop sleeve dimensions: 13.5 inches long, 8 inches wide. Laptop compatibility: fits most 15-inch laptops. Shoulder strap length: 61 inches fully extended, 48 inches at shortest setting. Total weight: 4 pounds 14 ounces (4.88 lbs / 2.21 kg). Material: full-grain water buffalo leather.
    Pocket Sizing of Men's Buffalo Leather Pilot Bag | Dark Oak
    <iframe width="560" height="315" src="https://www.youtube.com/embed/A7AY4yVgdA4" frameborder="0" allow="accelerometer; autoplay; encrypted-media; gyroscope; picture-in-picture" allowfullscreen></iframe>
    Leather Pilot Bag - Full Grain Water Buffalo Vintage
    Leather Pilot Bag
    Men's dark oak leather pilot bag sitting on a brick ledge, showcasing its vintage style with multiple pockets, sturdy handles, and a broad strap for comfort.
    Man walking confidently with a rugged dark oak leather pilot bag featuring durable straps, spacious compartments, and distinctive buckle closures. Perfect for stylish travelers.
    Rugged dark oak leather pilot bag displayed in an outdoor setting, featuring durable straps, buckle closures, and a spacious design, perfect for adventurous travel.

    $324.95

    Dark Oak

    Roosevelt Buffalo Leather Pilot Bag

    $324.95

    Take flight in style with our dark oak Roosevelt Leather Pilot Bag, a staple of rugged sophistication for the traveler. Crafted from sturdy water buffalo hide with a green waxed canvas-lined interior and antique brass and iron hardware, it carries the heritage build of the Roosevelt collection in a travel-first silhouette.

    Measuring 16 inches long, 10 inches high, and 5 inches wide, it holds a 15-inch laptop and your essentials for the journey. Four buckled exterior pockets and a roomy interior with zippered pockets keep everything secure, and an adjustable 2-inch padded leather strap makes it easy to carry from the office to the gate.

    Dark oak is the deeper, more uniform brown in the Roosevelt lineup. It ages with quiet character, developing a rich patina at the corners and the buckled pockets with use.

    Quick Specs

    Product specifications including leather, hardware, dimensions, laptop fit, lining, exterior pockets, strap, and color.
    Leather Full Grain Water Buffalo hide
    Hardware Antique Brass and Iron, YKK Zippers
    Dimensions 16" L x 10" H x 5" W
    Laptop Fit Up to 15" screen
    Lining Green waxed canvas interior
    Exterior Four buckled exterior pockets
    Strap Detachable, adjustable padded leather strap (2" wide)
    Color Dark Oak (also Amber Brown)

    Built Right

    Full-Grain Water Buffalo Leather

    Sturdy dark oak water buffalo hide that earns rugged elegance with age.

    Green Waxed Canvas Lining

    Resists snags and stains, easy to wipe clean.

    Four Buckled Exterior Pockets

    Four buckled exterior pockets keep the essentials at the ready.

    16 x 10 x 5 Flight-Bag Build

    At 16 by 10 by 5 inches, the Pilot holds a 15-inch laptop and a day or two of essentials.

    Antique Brass and Iron Hardware

    YKK zippers and antique brass and iron finishings throughout.

    Padded Leather Carry Strap

    A detachable, adjustable 2-inch padded leather shoulder strap.

    Product Guidance

    Product information including best use, capacity, care, and related products.
    Best For The traveler who wants a flight bag with heritage and presence.
    The weekend adventurer heading to the cabin with a roomy interior and quick-access pockets.
    The man who wants travel-first carry rather than a laptop-first messenger.
    Capacity Laptop: up to a 15-inch laptop.
    Day-or-two travel: essentials in the main compartment, quick items in the four buckled pockets.
    Care Condition with a neutral leather conditioner every 3 to 6 months. Wipe with a dry cloth after wet weather.
    Products You May Be Interested In See it in Amber Brown: Roosevelt Pilot Bag | Amber Brown
    Pair With: Roosevelt Travel Duffle | Dark Oak
    Back to Roosevelt Collection

    Product FAQs

    What is a pilot bag?

    A pilot bag, or flight bag, is a travel-first carry built around quick-access exterior pockets and a roomy main compartment rather than a laptop sleeve.

    Will my laptop fit?

    Yes, up to a 15-inch laptop.

    How does the leather age?

    Full-grain water buffalo leather develops a rich patina with daily use.

    What's the warranty?

    A one year warranty covers stitching, hardware, and structural defects.

    • Interior zippered pocket
    • Interior pockets for travel documents
    • Exterior buckled pocket
    • Carry handle with brass buckles
    • Adjustable 2" wide shoulder strap
    • Laptop sleeve fits most 15" screen display laptops (diagonal measurement)
    • Full Grain Water Buffalo Leather - leather thickness - 1.8 mm to 2.0 mm
    • Green canvas lined interior
    • Genuine brass and iron hardware
    • YKK zippers
    SKUZL-005-P-DW
    Dimensions 16" L x 5" W x 10" H
    Laptop Sleeve13.5" x 8"
    Shoulder StrapExtended 61" L x Shortened 48" L
    Weight 4 Ibs. 14 oz.
    Origin Made in India
    Roosevelt Buffalo Leather Pilot Bag | Dark Oak has a rating of 4.8 stars based on 174 reviews.

    Overall rating: 4.793103 / 5 from 174 reviews.

    AI Generated Review Summary

    The Roosevelt Buffalo Leather Pilot Bag in dark oak is highly praised for its rugged elegance, durable construction, and high-quality materials. Customers appreciate its perfect size, stylish look, and superb craftsmanship. However, some find the pockets too small and the strap uncomfortable.

    Summary topics

    • Construction Quality (6%): Customers loved the well-constructed construction of this bag, with many praising its durability and quality materials.
    • Aesthetic Appeal (12%): Customers appreciated the look of the bag, with many describing it as great, amazing, and stylish.
    • Overall Quality (32%): A substantial number of customers raved about the great quality of the product, with many describing it as excellent, outstanding, and top-notch.
    • Craftsmanship (8%): Customers appreciated the craftsmanship of the product, with many describing it as superb and beautiful.
    • Size (8%): Customers keep praising the bag's perfect size and durability for the price, making it a popular choice.

    Review topics: [].

    Review highlights

    • "The craftsmanship is impeccable, with nice stitching and high-quality leather that feels thick and luxurious." — Gabriel M.
    • "Sturdy, awesome color, love the excellent craftsmanship." — Stewart H.
    • "Very good quality and is the perfect size for travel." — Kathryn Y.

    Reviews

    Absolutely beautiful!

    "Beautiful workmanship and leather. My husband loves it!"

    — Heather M. (5/5)

    The bag and delivery was great

    "Love the bag great quality"

    — Renee C. (5/5)

    Pilot bag

    "Excellent quality, perfect size for 1 - 2 day trip. The perfect amount of outside pockets, for cell phone, cords and battery pack. Love the color, quality meant to last"

    — J f. (5/5)

    Victor

    "Advertised as 19". . . I measure 18". . . . . ?"

    — Victor C. (4/5)

    A limited edition roosevelt buffalo grain pilot bag

    "Very nice bag ! Super happy with my purchase. Just what I thought it would be Very durable feeling plenty of space glad I didnt get the large for what im using it for im using it as a church bag to Carry supplies I love the look of this bag its a nice masculine looking bag. I get compliments about it all the time only thing I dont like is how small the clasp that holds the extra leather from the front pockets its real tight but I can always replace them with a little bigger hardware but over all a great looking and feeling bag"

    — Christopher B. (5/5)

    Almost perfect

    "I really like the look and feel of this pilots' bag. That being said, I do have 2 comments about it, first is that it is an extremely tight fit to get a 15" laptop into the internal sleeve. It takes some effort to get either my work laptop or my personal laptop to go into the sleeve. Secondly, the shoulder is way too long. It seems like it was designed for someone over 6'4. I'm 5'9 and even at the shortest length, the top of the bag is several inches below my waist."

    — Andrew S. (4/5)

    My new briefcase

    "Top quality materials and very well made. This is a piece I will have and enjoy for years to come. I travel every week on airplanes and already get compliments on the briefcase."

    — Ronald W. (5/5)

    Quality Bag

    "Looks fantastic. Quality, stiff leather that will take a few months to fully break in. Bag does not smell like a cheap knock off. Overall build of the bag is good. I'm happy with it and would suggest it to a friend."

    — Dean M. (5/5)

    5/5 Stars-A Rugged Masterpiece That Ages Like Fine Whiskey

    "I’ve owned more “premium” leather bags than I care to admit, but the Limited Edition Roosevelt Buffalo Leather Pilot Bag from Buffalo Jackson is in a league of its own. From the moment I unboxed it, I could tell this wasn’t just another travel bag — it’s a proper piece of gear built for real life and real adventures. The full-grain water buffalo leather is thick, supple, and has that unmistakable natural grain and slight pull-up that only genuine buffalo hide delivers. The limited-edition version I got has a rich, deep tone that looks even better in person — it already has a bit of character from the first use, and I know it’s only going to develop a beautiful patina over the years. This isn’t thin, shiny leather that cracks after six months; it feels like it could survive being tossed in the back of a truck, carried through airports, and still look distinguished at a business meeting. Practicality is where this bag really shines. It’s the perfect pilot-style size — roomy enough for a 15” laptop (with a dedicated padded sleeve), documents, chargers, a change of clothes, and all the little things you need on the road — without feeling bulky. The interior is lined with tough green canvas, and the organization is spot-on: a zippered pocket for valuables, dedicated slots for travel documents or a passport, and four exterior buckled pockets that keep essentials like sunglasses, keys, or a notebook right at your fingertips. The brass and iron hardware feels solid and substantial, with none of that cheap rattling you get on lesser bags. The adjustable shoulder strap is wide and comfortable even when the bag is fully loaded, and the carry handles with brass buckles give it that classic, timeless pilot-bag look. Whether I’m boarding a flight, heading to the office, or throwing it in the truck for a weekend getaway, it carries beautifully and stays secure. After several trips the bag still looks incredible. No loose stitching, no sagging, no signs of wear beyond the good kind that leather develops. It’s clearly built to last decades, not seasons. If you’re someone who appreciates quality over quantity and wants a bag that tells a story as it ages, the Limited Edition Roosevelt Pilot Bag is worth every penny. Buffalo Jackson has absolutely nailed the balance of rugged durability, thoughtful design, and old-school style. This is the last pilot bag I’ll ever need to buy. Highly recommended — buy it, use it hard, and enjoy watching it get better with time."

    — Jeff B. (5/5)

    Roosevelt Bag

    "Bought for my husband. . . totally surprised. . . said that it was something he would never have gotten for himself. Totally blown away. A week after Christmas & the bag is still not put away. . . my husband just likes to keep looking at it."

    — Maureen E. (5/5)

    Q&A

    • Description
    • Features
    • Materials
    • Specs
    • Reviews
    • Take flight in style with our dark oak Roosevelt Leather Pilot Bag, a staple of rugged sophistication for the traveler. Crafted from sturdy water buffalo hide with a green waxed canvas-lined interior and antique brass and iron hardware, it carries the heritage build of the Roosevelt collection in a travel-first silhouette.

      Measuring 16 inches long, 10 inches high, and 5 inches wide, it holds a 15-inch laptop and your essentials for the journey. Four buckled exterior pockets and a roomy interior with zippered pockets keep everything secure, and an adjustable 2-inch padded leather strap makes it easy to carry from the office to the gate.

      Dark oak is the deeper, more uniform brown in the Roosevelt lineup. It ages with quiet character, developing a rich patina at the corners and the buckled pockets with use.

      Quick Specs

      Product specifications including leather, hardware, dimensions, laptop fit, lining, exterior pockets, strap, and color.
      Leather Full Grain Water Buffalo hide
      Hardware Antique Brass and Iron, YKK Zippers
      Dimensions 16" L x 10" H x 5" W
      Laptop Fit Up to 15" screen
      Lining Green waxed canvas interior
      Exterior Four buckled exterior pockets
      Strap Detachable, adjustable padded leather strap (2" wide)
      Color Dark Oak (also Amber Brown)

      Built Right

      Full-Grain Water Buffalo Leather

      Sturdy dark oak water buffalo hide that earns rugged elegance with age.

      Green Waxed Canvas Lining

      Resists snags and stains, easy to wipe clean.

      Four Buckled Exterior Pockets

      Four buckled exterior pockets keep the essentials at the ready.

      16 x 10 x 5 Flight-Bag Build

      At 16 by 10 by 5 inches, the Pilot holds a 15-inch laptop and a day or two of essentials.

      Antique Brass and Iron Hardware

      YKK zippers and antique brass and iron finishings throughout.

      Padded Leather Carry Strap

      A detachable, adjustable 2-inch padded leather shoulder strap.

      Product Guidance

      Product information including best use, capacity, care, and related products.
      Best For The traveler who wants a flight bag with heritage and presence.
      The weekend adventurer heading to the cabin with a roomy interior and quick-access pockets.
      The man who wants travel-first carry rather than a laptop-first messenger.
      Capacity Laptop: up to a 15-inch laptop.
      Day-or-two travel: essentials in the main compartment, quick items in the four buckled pockets.
      Care Condition with a neutral leather conditioner every 3 to 6 months. Wipe with a dry cloth after wet weather.
      Products You May Be Interested In See it in Amber Brown: Roosevelt Pilot Bag | Amber Brown
      Pair With: Roosevelt Travel Duffle | Dark Oak
      Back to Roosevelt Collection

      Product FAQs

      What is a pilot bag?

      A pilot bag, or flight bag, is a travel-first carry built around quick-access exterior pockets and a roomy main compartment rather than a laptop sleeve.

      Will my laptop fit?

      Yes, up to a 15-inch laptop.

      How does the leather age?

      Full-grain water buffalo leather develops a rich patina with daily use.

      What's the warranty?

      A one year warranty covers stitching, hardware, and structural defects.

      • Interior zippered pocket
      • Interior pockets for travel documents
      • Exterior buckled pocket
      • Carry handle with brass buckles
      • Adjustable 2" wide shoulder strap
      • Laptop sleeve fits most 15" screen display laptops (diagonal measurement)
      • Full Grain Water Buffalo Leather - leather thickness - 1.8 mm to 2.0 mm
      • Green canvas lined interior
      • Genuine brass and iron hardware
      • YKK zippers
    • SKUZL-005-P-DW
      Dimensions 16" L x 5" W x 10" H
      Laptop Sleeve13.5" x 8"
      Shoulder StrapExtended 61" L x Shortened 48" L
      Weight 4 Ibs. 14 oz.
      Origin Made in India
    • Roosevelt Buffalo Leather Pilot Bag | Dark Oak has a rating of 4.8 stars based on 174 reviews.

      Overall rating: 4.793103 / 5 from 174 reviews.

      AI Generated Review Summary

      The Roosevelt Buffalo Leather Pilot Bag in dark oak is highly praised for its rugged elegance, durable construction, and high-quality materials. Customers appreciate its perfect size, stylish look, and superb craftsmanship. However, some find the pockets too small and the strap uncomfortable.

      Summary topics

      • Construction Quality (6%): Customers loved the well-constructed construction of this bag, with many praising its durability and quality materials.
      • Aesthetic Appeal (12%): Customers appreciated the look of the bag, with many describing it as great, amazing, and stylish.
      • Overall Quality (32%): A substantial number of customers raved about the great quality of the product, with many describing it as excellent, outstanding, and top-notch.
      • Craftsmanship (8%): Customers appreciated the craftsmanship of the product, with many describing it as superb and beautiful.
      • Size (8%): Customers keep praising the bag's perfect size and durability for the price, making it a popular choice.

      Review topics: [].

      Review highlights

      • "The craftsmanship is impeccable, with nice stitching and high-quality leather that feels thick and luxurious." — Gabriel M.
      • "Sturdy, awesome color, love the excellent craftsmanship." — Stewart H.
      • "Very good quality and is the perfect size for travel." — Kathryn Y.

      Reviews

      Absolutely beautiful!

      "Beautiful workmanship and leather. My husband loves it!"

      — Heather M. (5/5)

      The bag and delivery was great

      "Love the bag great quality"

      — Renee C. (5/5)

      Pilot bag

      "Excellent quality, perfect size for 1 - 2 day trip. The perfect amount of outside pockets, for cell phone, cords and battery pack. Love the color, quality meant to last"

      — J f. (5/5)

      Victor

      "Advertised as 19". . . I measure 18". . . . . ?"

      — Victor C. (4/5)

      A limited edition roosevelt buffalo grain pilot bag

      "Very nice bag ! Super happy with my purchase. Just what I thought it would be Very durable feeling plenty of space glad I didnt get the large for what im using it for im using it as a church bag to Carry supplies I love the look of this bag its a nice masculine looking bag. I get compliments about it all the time only thing I dont like is how small the clasp that holds the extra leather from the front pockets its real tight but I can always replace them with a little bigger hardware but over all a great looking and feeling bag"

      — Christopher B. (5/5)

      Almost perfect

      "I really like the look and feel of this pilots' bag. That being said, I do have 2 comments about it, first is that it is an extremely tight fit to get a 15" laptop into the internal sleeve. It takes some effort to get either my work laptop or my personal laptop to go into the sleeve. Secondly, the shoulder is way too long. It seems like it was designed for someone over 6'4. I'm 5'9 and even at the shortest length, the top of the bag is several inches below my waist."

      — Andrew S. (4/5)

      My new briefcase

      "Top quality materials and very well made. This is a piece I will have and enjoy for years to come. I travel every week on airplanes and already get compliments on the briefcase."

      — Ronald W. (5/5)

      Quality Bag

      "Looks fantastic. Quality, stiff leather that will take a few months to fully break in. Bag does not smell like a cheap knock off. Overall build of the bag is good. I'm happy with it and would suggest it to a friend."

      — Dean M. (5/5)

      5/5 Stars-A Rugged Masterpiece That Ages Like Fine Whiskey

      "I’ve owned more “premium” leather bags than I care to admit, but the Limited Edition Roosevelt Buffalo Leather Pilot Bag from Buffalo Jackson is in a league of its own. From the moment I unboxed it, I could tell this wasn’t just another travel bag — it’s a proper piece of gear built for real life and real adventures. The full-grain water buffalo leather is thick, supple, and has that unmistakable natural grain and slight pull-up that only genuine buffalo hide delivers. The limited-edition version I got has a rich, deep tone that looks even better in person — it already has a bit of character from the first use, and I know it’s only going to develop a beautiful patina over the years. This isn’t thin, shiny leather that cracks after six months; it feels like it could survive being tossed in the back of a truck, carried through airports, and still look distinguished at a business meeting. Practicality is where this bag really shines. It’s the perfect pilot-style size — roomy enough for a 15” laptop (with a dedicated padded sleeve), documents, chargers, a change of clothes, and all the little things you need on the road — without feeling bulky. The interior is lined with tough green canvas, and the organization is spot-on: a zippered pocket for valuables, dedicated slots for travel documents or a passport, and four exterior buckled pockets that keep essentials like sunglasses, keys, or a notebook right at your fingertips. The brass and iron hardware feels solid and substantial, with none of that cheap rattling you get on lesser bags. The adjustable shoulder strap is wide and comfortable even when the bag is fully loaded, and the carry handles with brass buckles give it that classic, timeless pilot-bag look. Whether I’m boarding a flight, heading to the office, or throwing it in the truck for a weekend getaway, it carries beautifully and stays secure. After several trips the bag still looks incredible. No loose stitching, no sagging, no signs of wear beyond the good kind that leather develops. It’s clearly built to last decades, not seasons. If you’re someone who appreciates quality over quantity and wants a bag that tells a story as it ages, the Limited Edition Roosevelt Pilot Bag is worth every penny. Buffalo Jackson has absolutely nailed the balance of rugged durability, thoughtful design, and old-school style. This is the last pilot bag I’ll ever need to buy. Highly recommended — buy it, use it hard, and enjoy watching it get better with time."

      — Jeff B. (5/5)

      Roosevelt Bag

      "Bought for my husband. . . totally surprised. . . said that it was something he would never have gotten for himself. Totally blown away. A week after Christmas & the bag is still not put away. . . my husband just likes to keep looking at it."

      — Maureen E. (5/5)

      Q&A

    Hands-On Video

    Take a closer look at this bag as we overview outside and inside the Roosevelt Pilot.

    Many Pockets for Organization

    No fuss, easy grab and go strap will hold up over time.

    Full Leather Strap

    Detachable and adjustable padded full leather strap.

    A Legacy in Every Stitch

    Full-grain leather bags, men's apparel, and rugged leather jackets built for the long haul. Made to carry it all, made to last a lifetime — and made to tell a story along the way. Use them, break them in, pass them down. Built to Roam™
    Learn More

    Born in the West. Raised in the South

    Buffalo Jackson Trading Company is the story of the Rugged Gentleman™, a flesh and blood character defined by the values of grit, honesty, pride, and character.
    Learn More

    Follow Us:

    Stay connected

    #honoryourwild

    Stay in the Loop

    More Information

    • About Us
    • Blogs
    • Knowledge Center
    • Privacy Policy
    • Corporate Orders
    • Shipping & Delivery
    • Sitemap
    • Accessibility Statement

    Customer Service

    • Contact Us
    • Reviews
    • FAQ
    • Request a Return or Exchange
    • Request a Repair
    • Warranty & Return Policy
    • Do Not Sell My Data

    We're Here to Help

    support@buffalojackson.com

    Support Hours:
    M-F 9:00 AM - 4:30 PM EST


    Built to RoamTM
    © 2026 Buffalo Jackson Trading Company All Rights Reserved
    ↑