An air-leading type, stratified scavenging two-stroke engine. The engine including a cylinder member and a crankcase joined therewith has an intake passage, an exhaust passage, first and second scavenging passages, a communicating portion and an air passage. The intake passage, the exhaust passage and the air passage are formed in the cylinder member. The first and the second scavenging passages each has a cylinder member-side passage and a crankcase-side passage. The cylinder member-side passages of both of the first and the second scavenging passages communicate with each other via the communicating portion. The air passage is connected to the cylinder member-side passage of the first scavenging passage. In the engine, air for pre-scavenging is introduced from the air passage through a check valve into the cylinder member-side passage of the first scavenging passage, and a part of the introduced air flows into the second scavenging passage through the communicating portion.