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
| 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
| 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.








