Excellent
"All as depicted on the Jackson Buffalo site. No issues and very pleased. The colors are a knockout."
Dark Oak
Regular price $374.95
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Roosevelt Buffalo Leather Pilot Bag - Large
Dark Oak · · $374.95
·Your price with code:
· Your price with code:
4.8 out of 5 · 137 reviews
The Roosevelt Buffalo Leather Pilot Bag - Large in Dark Oak is praised for its high-quality craftsmanship, durable hardware, and excellent leather. Customers appreciate its ability to hold multiple items, though some find the pockets and strap less satisfactory. Shipping is noted for being fast and professional.
"Very thick great quality leather." Toni T.Read All 137 Reviews
120,000+ Customers
150,000+ Orders
12,000+ five star reviews
The Roosevelt Leather Pilot Bag – XL in rich Dark Oak is built for extended escapes, heavier loads, and bigger stories. Inspired by the relentless spirit of Theodore Roosevelt — rancher, soldier, and explorer — this larger version is made for those who never travel light, in purpose or in miles.
Handcrafted from full-grain water buffalo leather, the Dark Oak finish brings depth and character that only gets better with age. Outfitted with antique brass hardware and rugged YKK zippers, this bag is built to take a beating and come back for more. With expanded dimensions, the XL easily holds a 17” laptop, along with clothes, books, and everything else you need for a weekend off-grid or a few extra days on the road.
Four buckled exterior pockets offer quick access to the essentials — tools, chargers, a weathered field journal — the kinds of things Roosevelt himself might have tucked away on the trail. Inside, a roomy main compartment and zippered pocket keep the rest organized and secure.
Whether you're heading to the cabin, the city, or somewhere in between, the Roosevelt XL is built to carry the weight — and keep going long after others would’ve turned back.
| SKU | ZL-005-L-P-DW |
| Dimensions | 19" L x 5.5" W x 11.5" H |
| Laptop Sleeve | 15.5" x 8.5" |
| Shoulder Strap | Extended 61" L x Shortened 49" L |
| Weight | 5 Ibs., 14 oz.
|
| Exterior pockets | 1" Depth
|
| Origin | Made in India
|
Overall rating: 4.7956204 / 5 from 137 reviews.
The Roosevelt Buffalo Leather Pilot Bag - Large in Dark Oak is praised for its high-quality craftsmanship, durable hardware, and excellent leather. Customers appreciate its ability to hold multiple items, though some find the pockets and strap less satisfactory. Shipping is noted for being fast and professional.
Review topics: [].
"All as depicted on the Jackson Buffalo site. No issues and very pleased. The colors are a knockout."
— MATTHEW R. (5/5)
"I spent weeks researching the market for a durable, heavy-duty bag with premium hardware that wouldn't feel overly bulky. The Large Leather Pilot Bag checked every box. When it arrived, the sheer heft and build quality immediately exceeded my expectations. It looks fantastic, feels incredibly robust, and delivers exactly the heavy-duty aesthetic I wanted. The hardware is equally impressive, offering a premium feel throughout. My only minor critique regards the storage layout. For my personal workflow, I would prefer slightly larger, more functional exterior pockets or additional internal organization. However, this is purely subjective. I am thrilled with this purchase, so much so that I immediately ordered their leather care kit. Moving forward, Buffalo Jackson will be my go-to brand for premium, built-to-last goods. Thank you."
— Drayven H. (4/5)
"The snap for the handles did not close. . . . too small. . . . miscut,,,"
— Victor C. (3/5)
"Very easy process, reliable international delivery, great product that I have been complimented about several times. Recommended."
— Mark S. (5/5)
"Iam truly amazed of the workmanship. The color is perfect size, the hardware makes it look so cool and perfect my son will surely be surprised with this bag. He will be retiring in March from the Coast Guard and he is a pilot so the Pilot bag seem very appropriate. After his military, he will be doing commercial piloting and your bag will be in good use. This will be a retirement gift (surprise) that will keep on giving throughout is new career. Thank you Pat K"
— Patricia K. (5/5)
"Purchased for my son, he loves it"
— Nolan H. (5/5)
"Purchased the Pilot Bag for my husband. It's Gorgeous! He loves it. He can fit everything in it."
— Laura H. (5/5)
"Great value based on other options. . . Great for notebooks with a few additional accessories. . ."
— Jack P. (5/5)
"Spacious and top quality. This is the third bag I’ve bought and would highly recommend"
— Stephen T. (5/5)
"The bag is made with excellent craftsmanship. There is plenty of room on the inside, fitting a 17'' laptop, battery pack, files, folders, notebooks, and room to spare. I highly recommend this product and will consider Buffalo Jackson for all my leather needs."
— Dave B. (5/5)
120,000+ Customers
150,000+ Orders
12,000+ five star reviews
The Roosevelt Leather Pilot Bag – XL in rich Dark Oak is built for extended escapes, heavier loads, and bigger stories. Inspired by the relentless spirit of Theodore Roosevelt — rancher, soldier, and explorer — this larger version is made for those who never travel light, in purpose or in miles.
Handcrafted from full-grain water buffalo leather, the Dark Oak finish brings depth and character that only gets better with age. Outfitted with antique brass hardware and rugged YKK zippers, this bag is built to take a beating and come back for more. With expanded dimensions, the XL easily holds a 17” laptop, along with clothes, books, and everything else you need for a weekend off-grid or a few extra days on the road.
Four buckled exterior pockets offer quick access to the essentials — tools, chargers, a weathered field journal — the kinds of things Roosevelt himself might have tucked away on the trail. Inside, a roomy main compartment and zippered pocket keep the rest organized and secure.
Whether you're heading to the cabin, the city, or somewhere in between, the Roosevelt XL is built to carry the weight — and keep going long after others would’ve turned back.
| SKU | ZL-005-L-P-DW |
| Dimensions | 19" L x 5.5" W x 11.5" H |
| Laptop Sleeve | 15.5" x 8.5" |
| Shoulder Strap | Extended 61" L x Shortened 49" L |
| Weight | 5 Ibs., 14 oz.
|
| Exterior pockets | 1" Depth
|
| Origin | Made in India
|
Overall rating: 4.7956204 / 5 from 137 reviews.
The Roosevelt Buffalo Leather Pilot Bag - Large in Dark Oak is praised for its high-quality craftsmanship, durable hardware, and excellent leather. Customers appreciate its ability to hold multiple items, though some find the pockets and strap less satisfactory. Shipping is noted for being fast and professional.
Review topics: [].
"All as depicted on the Jackson Buffalo site. No issues and very pleased. The colors are a knockout."
— MATTHEW R. (5/5)
"I spent weeks researching the market for a durable, heavy-duty bag with premium hardware that wouldn't feel overly bulky. The Large Leather Pilot Bag checked every box. When it arrived, the sheer heft and build quality immediately exceeded my expectations. It looks fantastic, feels incredibly robust, and delivers exactly the heavy-duty aesthetic I wanted. The hardware is equally impressive, offering a premium feel throughout. My only minor critique regards the storage layout. For my personal workflow, I would prefer slightly larger, more functional exterior pockets or additional internal organization. However, this is purely subjective. I am thrilled with this purchase, so much so that I immediately ordered their leather care kit. Moving forward, Buffalo Jackson will be my go-to brand for premium, built-to-last goods. Thank you."
— Drayven H. (4/5)
"The snap for the handles did not close. . . . too small. . . . miscut,,,"
— Victor C. (3/5)
"Very easy process, reliable international delivery, great product that I have been complimented about several times. Recommended."
— Mark S. (5/5)
"Iam truly amazed of the workmanship. The color is perfect size, the hardware makes it look so cool and perfect my son will surely be surprised with this bag. He will be retiring in March from the Coast Guard and he is a pilot so the Pilot bag seem very appropriate. After his military, he will be doing commercial piloting and your bag will be in good use. This will be a retirement gift (surprise) that will keep on giving throughout is new career. Thank you Pat K"
— Patricia K. (5/5)
"Purchased for my son, he loves it"
— Nolan H. (5/5)
"Purchased the Pilot Bag for my husband. It's Gorgeous! He loves it. He can fit everything in it."
— Laura H. (5/5)
"Great value based on other options. . . Great for notebooks with a few additional accessories. . ."
— Jack P. (5/5)
"Spacious and top quality. This is the third bag I’ve bought and would highly recommend"
— Stephen T. (5/5)
"The bag is made with excellent craftsmanship. There is plenty of room on the inside, fitting a 17'' laptop, battery pack, files, folders, notebooks, and room to spare. I highly recommend this product and will consider Buffalo Jackson for all my leather needs."
— Dave B. (5/5)
Born in the West.
Raised in the South.
Started in a Colorado Springs garage in 2009. Grew up in North Carolina. No big ad budgets. No trendy models. Just gear built right, and a word-of-mouth following that keeps growing.
Read Our Story


Full-grain leather, cotton flannel, heavyweight wool. Chosen to wear in, not wear out.
We seek out leather artisans worldwide who’ve spent a lifetime at the bench. Then build what they do best.
Every idea starts with our team here. The same team ships your order and answers your questions.
Tailgates, trailheads, Monday meetings. Wear it hard. Backed by our one-year leather goods warranty.





Real customers. Real miles.
Tag: @buffalo_jackson · #BuiltToRoam · #HonorYourWild
