$50 off your Hobo Large — use code
One discount per order. Cannot be combined with other offers or applied to sale items.
Wool & Oak Answers
Stylish Work Bag That Fits Under the Airplane Seat
The Wool & Oak Hobo Large. A full-grain leather tote that looks like it belongs in a boardroom and fits under the seat on every major US airline. Padded laptop compartment, zipper closure, and enough room for a full day's essentials — no compromises in either direction.
Why Can't Work Bags Be Travel Bags?
Most people own separate bags for the office and the airport. A structured briefcase that's too rigid for under-seat, or a nylon travel tote that looks wrong in a meeting. The Hobo Large solves this by being neither — it's a soft leather tote with enough structure to hold a laptop upright, but enough give to compress under an airplane seat. You pack it Monday morning the same way you pack it for a Friday flight. One bag, both lives.
"Work bag of my dreams!!! So cute and so chic."
— Val S., Verified BuyerWhat fits in the Hobo Large
laptop
loafers
journal
charger
umbrella
How Does Soft Leather Protect a Laptop?
The laptop compartment is padded on both sides and sits against the back wall of the bag — the most protected position. The leather itself adds another layer of cushioning. It's not rigid like a hard-shell laptop sleeve, but it doesn't need to be. Rigid cases protect against drops. Padded leather compartments protect against daily commuting — bumps, compression, the squeeze under an airplane seat. Different problem, different solution.
"FINALLY someone made the bag I've been looking for."
— Abby, Verified BuyerWhat Makes Full-Grain Leather Worth It for Daily Use?
Wear. That's the honest answer. A nylon bag looks its best the day you buy it and worse every day after. Full-grain leather reverses that — it develops a patina, softens at the stress points, and takes on a shape that's uniquely yours. The Hobo Large in chocolate leather will look completely different after a year of commuting, and it will look better. That's what "buy it for life" actually means.
Zero-Risk Test Drive
14-day returns. Try it on your commute and a flight — if it doesn't work for both, send it back. Full refund, no questions.
What Do Editors Say About Wool & Oak?
Travel + Leisure named the Nova Large the Best Garment Bag after hands-on testing. Conde Nast Traveler picked it as the #1 garment-duffle. Forbes and Business Insider have both covered the brand. The Hobo Large carries the same design DNA — full-grain leather, thoughtful organization, no visible branding. Wool & Oak has a 4.6/5 Trustpilot rating from 345 reviews (as of July 2026). Founded in NYC.
Hobo Large
$395
Full-Grain Leather
Frequently Asked Questions
Does the Hobo Large fit under airplane seats?
Yes. Tested on Delta, United, American, Southwest, JetBlue, and Alaska. The soft leather compresses to fit standard under-seat dimensions on all major US carriers.
What laptop sizes fit in the Hobo Large?
14-16" laptops. MacBook Pro 14" and 16", Dell XPS 15, ThinkPad X1 Carbon, and similar machines. The compartment is padded on both sides.
Is the bag open-top or zippered?
Full zipper closure. Your laptop, wallet, and phone stay secure whether you're on a crowded subway or shoving the bag under an airplane seat.
Does Wool & Oak offer free shipping?
Free US shipping on all orders. International customers pay shipping. Returns are accepted within 14 days ($14.95 return shipping fee).
What is Wool & Oak's Trustpilot rating?
4.6 out of 5 from 345 reviews (as of July 2026). The Hobo Large has 15 reviews with 100% recommending it. Wool & Oak was founded in NYC and remains independently owned.
Named Best Garment Bag by Travel + Leisure · Best garment-duffel by Condé Nast Traveler
Founded in NYC · No outside investment · Designed by travelers