Your hose test was a good idea, but it was a SUMMER test. Drainage need and ability in winter in Chicago is a different matter. (You're in Chicago, right?) Check out some winter pics of houses. Many times the snow melts out from the foundations a bit. doesn't take much. Dig down thru the snow near the foundation, and you may find a ridge of ice stuck to the ground surface, running parallel to the wall a few inches away. What happens if rain or melt dumps water into such a trough? Many times easiest escape is into the basement or crawlspace.
Another possibility... will your house have ice dams? If YES, that is a major source of the water that might land in that trough. In addition, ice dams damage roofs and roof trim, and represent crazy heat loss and roof venting issues. If it were my house I'd spend my time and dollars fixing that problem before covering the walls in the TV room.