The new Commute Messenger from Timbuk2 has an external zippered laptop compartment that also has room for a tablet and cables, and it unzips to lay flat for airport security checks. It’s made of ballistic nylon, and it has a waterproof TPU flap and a waterproof hypalon rubberized bottom to keep your stuff dry inside. It has all the features and organization pockets you expect from a Timbuk2 messenger. It also has a pass-through on the back that allows you to slide it onto the extended handles of a rolling bag. It’s available in small, medium, and large sizes for $109-$129 in pre-made versions. You can customize your own Commute bag starting at $149.
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It really doesn’t matter if the case is TSA compliant when an overworked TSA officer is yelling at all the people in the line to take out all computers from their briefcases.
I watched a guy in front of me try to explain that his computer didn’t need to be taken out of the bag. But the TSA officer didn’t care. ALL shoes had to be taken off (even if they were flip flops). All jackets needed to be taken off (even if they were really a shirt over a tank top). And all computers needed to come out of their briefcases.