A rolling cart comprises a frame unit defining an interior space in which items are transportable; a wheel, the wheel having a boundary defined by a circumference, a left edge maximum extent, and a right edge maximum extent; and the interior space at least partly within the boundary. The rolling cart may further comprise a container in which the items are transportable suspended within the interior space. The container can be integral to the frame unit. In another variation, the rolling cart further comprises: a plurality of left rollers rotatably connected to the frame unit; a plurality of right rollers rotatably connected to the frame unit; a left inner surface defined by the wheel, the left inner surface contacting the left rollers for rotatable support; and a right inner surface defined by the wheel, the right inner surface contacting the right rollers for rotatable support. The wheel may include inflatable segments and a distributions system for an inflation fluid including a bi-directional pump and valves.