The North Face Shuttle Roller

This black ballistic bag won't stand out on the carousel, but it's got smart features, including a neoprene sleeve that provides easy access to your laptop at security. After an away series with this bag, Dickey deemed it sturdy, with intuitive pocket-placement and organization. He had one hang-up: "The water-repellent zipper covers prevent you from opening it with a fluid motion." [$270; thenorthface.com]