The country with the oldest flag in the world is that of Denmark. The Danish flag, called the Danneborg, dates back to 13th century A.D. It is believed to have been in exist … ence since June 15, 1219 though it was officially recognised as the national flag in 1625.Flags, themselves, date further back. History and Meaning of the Canadian Flag The Canadian flag has been around for a relatively short period of time. 2  For much of the country's history, it used a variation of the British Union Jack. 3  The current flag is…. 4  The Eternal Flag of Japan The flag of Japan is a large red disk on a white background.