The present disclosure illustrates a routing system with learning functions and a routing method thereof. By detecting a raw packet's packet header and an entry port receiving the raw packet, a routing message is queried from a path table by the packet header and the entry port. When there is not the routing message, the raw packet is routed by a kernel and the routing result is recorded in the path table to be the routing message. When there is the routing message, the packet header of the raw packet is replaced with a modified packet header recorded in the routing message, to form a modified packet, and the modified packet is transmitted from the transmission port recorded in the routing message, to achieve the technical effect of improving the routing performance for the packets with the same packet headers and the same entry ports.