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Got my 257 from Cranes and love it. Bag is big, not too big, but if all you need is lap top storage, you might be best suited with the original breifcase (forgot the number).
How's the quality on the Passage line?
Technically, regulations call for a max of 22"x14"x9" and the Pullman is 21.5"x15"x9". I've flown with it a few times and haven't had any issues.
Can I shove a fully stuffed Large Outfitter into the overhead compartment of a plane? If not, how much can I pack in so that it can fit the compartment? Thanks!