Timbuk2 Commute 2.0 Laptop Bag - $87.16

There's commuting, and then there's Commuting with a capital 'C', as in the type that involves airplanes. If you're a member of this hard-core elite (and even if you're not) you can appreciate the travel-friendly features of the Timbuk2 Commute 2.0 Laptop Bag. The Commute's Tru-Fit cam lets you quickly and easily slip it on and off without mussing your hair or losing that ideal strap length that you've dialed in; even better, an external laptop compartment enables you to pass through security without removing the computer from the bag, making that whole tedious routine little easier. - $87.16