Chaos Skip, Skip, and Mass Chaos Skip all achieve their effect through an ability comp shown in the XML as "CompProperties_AbilityTeleport". This has a field called "maxBodySize", which does basically what you expect - you can't target any pawn with such an ability if its body size > maxBodySize. The default value for maxBodySize is 3.5, and since none of these three abilities' XML has a specified maxBodySize, they all use the default value.
Items, lacking a body size value, are not subject to this limitation (even if the object would intuitively be larger 3.5x the typical adult humanlike body size).