| Year | Relevant Matters | Educational/ Cultural Matters |
| 1372 | Chuzan King Satto paid tribute to the Ming Dynasty, China. | |
| 1392 | Chinese Kenpo introduced around this time. | A group of 36 experts naturalized from Fukien Province, China |
| 1404 | First visit of Sapposhi Chinese envoys to Ryukyu. | |
| 1429 | King Shohashi unified the 3 Ryukyu kingdoms. | |
| 1458 | The Gosamaru - Amawari Revolt | Bankoku Shinryo Bell (The Bridge Between Nations Bell) cast. |
| 1470 | Shoen (Kanemaru) enthroned. | |
| 1524 | | 6-colored hachimaki system established. |
| 1609 | Shimazu Clan invaded Ryukyu. | |
| 1614 | An article on Seiho Gusukuma (Kin Kasho in Chinese) in the official history book 'Kyuyo' mentioned that "The Soho Method was seenh | |
| 1683 | 17th Sapposhi to Ryukyu (Ambassador: Oshu) | Oshu wrote 'Ambassador's Miscellanea on Ryukyu' |
| 1756 | 19th Sapposhi to Ryukyu (Ambassador: Zenkai) It is said that Kusanku-zuiko, Karate Sakugawa and Chatan Yara nu kenpo were introduced on this occasion | |
| 1762 |
Ryosho Tobe wrote "Oshima Notes.h(including notes on Kusanku,
Bubishi and Kumiaijutsu.) |
|
| 1804 | Kishin Teruya born in Tomari | |
| 1809 |
Sokon Matumura born in Shuri |
|
| 1816 | | British warships Lyra and Alceste visited Ryukyu. |
| 1829 | Kosaku Matsumora (Bushi Matsumora) born in Tomari. | |
| 1831 | Anko Itosu born in Shuri | |
| 1853 | Kanryo Higaonna born in Naha. | Commodore Perry's 'Black Ships' visited Ryukyu. |
| 1866 |
Kentsu Yabu born in Shuri.
| |
| 1868 | Gichin Funakoshi born in Shuri. (Birth Registration: 1870) | |
| 1869 | Chomo Hanashiro born in Shuri. | |
| 1870 | Choki Motobu born in Shuri. | |
| 1872 | | Ryukyu Clan was established by Meiji Government |
| 1877 | Kanbun Uechi born in Motobu. | |
| 1879 | | Meiji Government abolished Ryukyu Clan and established Okinawa Prefecture |
| 1885 | Choshin Chibana born in Shuri. | |
| 1887 | Jhuhatu Kyoda born in Shuri. | |
| 1888 | Chojun Miyagi born in Naha. | |
| 1889 | Kenwa Mabuni born in Naha. | Clay tile roofing deregulated. |
| 1890 | Shinpan Shiroma born in Shuri. | Imperial Rescript on Education issued. |
| 1891 | Hohan Soken born in Nishihara. | |
| 1894 |
Shigeru Nakamura born in Nago. |
Gisuke Sasamori's 'Nanto Tanken' (Exploring the Southern Islands) published. |
| 1897 | Shinsuke Kaneshima born in Yonabaru. Around this time, karate clubs were established in Dai-ichi Junior High School, Municipal Commercial High School and professional training schools, etc. | |
| 1898 | Seiko Higa born in Naha. | |