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Pilot Travel Backpack

$545
4.9
Rated 4.9 out of 5 stars
9 Reviews

4 interest-free payments of
$136 with . Learn More

Best for: Commuting Daily Use Full Travel

Pilot Travel Backpack

Precio de oferta$545

Fits Every Overhead Bin

4.9
Rated 4.9 out of 5 stars
9 Reviews
Precio de oferta$545
Color:Chocolate

Develops a rich patina over time

Airline Compatibility
❤
Loved by 612+ travelers
✓
2 Year Warranty
◈
Free US Shipping

First run — orders ship the week of July 28

Streamlined full-grain leather backpack with padded laptop compartment, external quick-access pocket, and clean minimalist silhouette.

The Pilot Travel Backpack is a full-featured leather travel backpack built to move through airports with ease. A 16" laptop pocket, ten pockets in all — including a hidden passport pocket and a front tech zip — two expanding water-bottle pockets, a trolley sleeve, and extra-padded straps, in full-grain pebbled leather trimmed in napa. At just 1.5 lbs, it carries like a bag half its size.

16" Laptop Pocket

10 Pockets Total

2 Expanding Bottle Pockets

Trolley Sleeve

Extra-Padded Straps

Pebbled + Napa Leather

FAQ

Questions & Answers

Will the Pilot fit under an airplane seat?
Yes. At 17" x 11.75" x 8" it's sized as a personal item and fits under the seat on most major airlines — check your airline in the compatibility tool above.
Does it fit a laptop?
Yes — a dedicated 16" laptop pocket, sized for up to a 16" MacBook Pro.
What is it made of?
Full-grain pebbled leather trimmed in napa leather, with premium smooth zippers. The nylon editions pair a durable nylon body with full-grain leather trim.
How heavy is it?
Just 1.5 lbs (0.7 kg) — about half the weight of comparable leather travel backpacks.
Where is the passport pocket?
Hidden in the back panel — it sits against your back when worn, so your documents stay out of reach of anyone but you.
Does it attach to my suitcase?
Yes — the trolley sleeve on the back slides over any suitcase handle. There's also a padded top handle for quick grabs, and a magnetic luggage tag is included.

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The Wool & Oak Difference

Quality Craftsmanship

Our collection is rigorously tested and personally used by us. We choose only the finest leathers and hardware, crafted by expert artisans in India. Perfect for our adventures—and yours!

Easy Returns

Return items within 14 days for a full refund. We'll email a prepaid shipping label—just print and ship.

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4.9
Rated 4.9 out of 5 stars
Based on 9 reviews
100%would recommend this product
9 reviews
  • Dallen
    Verified Buyer
    I recommend this product
    Rated 5 out of 5 stars
    17 hours ago
    I’m picky… it’s perfect

    I genuinely love this bag. I’ve ordered and returned a few backpacks that were nice leather but just seemed… too big or awkward. I ordered this one halfway expecting the same. The size is perfect. The leather is top quality. The pockets/storage is very well thought out. Absolutely love and recommend.

  • William M. C.
    Verified Buyer
    I recommend this product
    Rated 5 out of 5 stars
    6 days ago
    Best travel and organized bag

    This bag travels with me and is perfect for both work and travel. The storage pockets make it easy to find anything in your bag

  • Ken L. L.
    Verified Buyer
    I recommend this product
    Rated 4 out of 5 stars
    1 week ago
    Financial Advisor

    Nice product. Pen slots should be wider. A zipper pocket in back to hide shoulder straps would be a good addition.

  • John D.
    Verified Buyer
    I recommend this product
    Rated 5 out of 5 stars
    2 weeks ago
    Better than expected

    Very happy with my new Pilot Travel backpack. I travel a lot for work and this has made it a lot easier. Very compact and yet so seems to fit everything I used to have in an enormous briefcase!

  • Julius B.
    Verified Buyer
    I recommend this product
    Rated 5 out of 5 stars
    1 month ago
    My new favorite backpack - would give it 6 ⭐️s if I could!

    I have been a Wool & Oak supporter for many years and many times I have thought „I have everything I want/need now.“ …fast forward a couple months, the team comes up with another idea that makes me think „I gotta have it!“

    The best part then is that when I finally get the product I even get MORE excited because of the quality of the amazing products and the many ideas that went into them that you only really understand when you start actually using the products.

    I could name so many… With this one, my favorite parts are the (light) weight, the separate laptop compartment and the simple but just genius key holder/strap (because once you travel you don‘t have to keep your car or house key with you all the time but you also want to know exactly where it is when you return).

    Again, if I could, I‘d rate this a 6/5 ⭐️ product. I fell in love. Again. Thank you W&O - love travelling with you!