| 796 | Kamo Shrine and Miwa Shrine in Yamada-gun are designated official shrines. |
| 806~809 | Construction of Hirosawa Daidobori (irrigation channel) takes place. |
| 1180 | Lord Kiryu Rokuro allies with Lord Ashikaga Toshitsuna and engages in battle against the forces of Minamoto no Yorimasa at Ujigawa. |
| 1192 | Sunaga Mikuriya is established. |
| 1350 | Lord Kiryu constructs Kunitsuna Hishakuyama Castle. |
| 1351 | Lord Kiryu Kunitsuna digs the Shimotoro Moat and conquers Takatsudo Castle. |
| 1548 | Hikobe Manor receives an order for Nittayama Tsumugi from a servant on behalf of Lord Ashikaga. |
| 1573 | Lord Kiryu dies. Lord Yura Narishige takes control of Hishakuyama Castle. |
| 1590 | Lord Yura Kunishige is banished to Ushiku. Lord Tokugawa Ieyasu takes control of the Kanto area. |
| 1591 | Shin Machi is established. |
| 1600 | The Kiryu district produces 2, 410 silk banners for Lord Tokugawa to carry into battle at Sekigahara. Thereafter, the town of Kiryu pays this same tribute to the Shogunate every year. |
| 1661 | Kiryu becomes part of the Tatebayashi domain. |
| 1672 | The Okanobori Irrigation Channel is completed. |
| 1682 | The 54 villages in the Kiryu district fall under the control of a Retainer of the Shogun. The name "Arato Shin Machi" is changed to "Kiryu Shin Machi." |
| 1689 | A shrine is established at Shincho 3 chome as a result of the prospering silk trade. |
| 1722 | Echigoya Dry Goods (present day Mitsukoshi) opens a branch on Honcho St. |
| 1731 | Silk market days were changed from the 5th and 9th days to the 3rd and 7th days of each month. |
| 1738 | Nishijin weavers introduce the "takahata" loom to Kiryu weavers. |
| 1739 | Arai Toemon and a group of 7 weavers begin producing gossamer twill (sayaori) silk. |
| 1779 | Kiryu Shin Machi falls under the administrative control of Sakaidaigaku no Kamitadayoshi. |
| 1785 | The Kiryu Shin Machi Jinya (Administrator's Office) is constructed. |
| 1841 | Kiryu Shin Machi merchants' annual sales of silk reach 700,000 ryo (standard gold coin of the Tokugawa Shogunate). Of this,350,000 ryo is in trade with Edo. |
| 1851 | A request to prohibit the importation of silk thread is issued (domestic supply of thread is more expensive) |
| 1864 | Onosato Kisaemon begins exporting silk handkerchiefs. |
| 1868 | Yamada District falls under the jurisdiction of Iwabi Prefecture. |
| 1871 | Yamada District falls under the jurisdiction of Gunma Prefecture. |
| 1872 | The three Tomo districts are transferred from Gunma Prefecture to Tochigi Prefecture. |
| 1873 | Imaizumi, Honshuku, Tsutsumi and Muramatsu villages consolidate to form Anrakudo Village. |
| 1876 | The three Tomo districts once again fall under the jurisdiction of Gunma Prefecture. |
| 1877 | Moriyama Ryohei and associates obtain a Jacquard-weaving loom. |
| 1878 | The Kiryu Organization (Kiryu Textile Weavers Union) is formed. City Hall is situated in Yamada District. |
| 1879 | The 40th National Bank (precursor of the Kangyo Bank), Kiryu Branch is established. |
| 1882 | The Northeast Kanto 7 Districts Union Silk Cocoon, Raw Silk and Silk Textile Promotion Fair takes place in Kiryu Shin Machi. There is an outbreak of cholera in the Kiryu area. |
| 1884 | Kiryu Shin Machi, Shinshuku Village, Sakaino Village, Hirosawa Village, Kami HisakataVillage, and Yamada Village establish an Administrative Office in Shimo Nitta Village. Around this time, habutae silk draws attention as an export item. |
| 1886 | Saba Kiroku travels to Europe and America; he procures Jacquard-weaving looms from abroad and returns to Japan. These looms are installed at Seiaisha Corp. and are steam powered. |
| 1889 | Kiryu Shin Machi, Anrakudo Village, Shinshuku Village, Shimo Hisakata Village and Kami Hisakata Village consolidate to form the town of Kiryu. The Ryomo Line opens. |
| 1894 | The Sino-Japanese War breaks out. Electric lighting is introduced in Kiryu. |
| 1896 | The Kiryu Textile School opens. |
| 1897 | Enviromental pollution from the Ashio copper mine becomes an issue in the Imperial Diet. |
| 1902 | Emperor Taisho visits Kiryu. Akaiwa Bridge opens. |
| 1904 | The Russo-Japanese War breaks out. |
| 1907 | Telephone service is inaugurated in Kiryu. |
| 1911 | The Watarase Keikoku Line begins service between Kiryu and Omama. Aioi Station is constructed. |
| 1913 | The Tobu Line between Ota and Aioi begins service. Shin Kiryu Station is constructed. |
| 1914 | Japan enters World War 1. |
| 1916 | Kiryu School of Dyeing and Weaving is opened. (Precursor of Gunma University Faculty of Engineering.) |
| 1919 | Kiryu Club is established. |
| 1921 | The city of Kiryu is incorporated. Maehara Ryotaro is appointed the mayor. |
| 1925 | Kiombashi, a truss bridge is constructed over the Watarase River. |
| 1927 | A permanent Fire Department is established. |
| 1928 | The city symbol is selected. Jomo Railways begin operation. Nishi Kiryu Station is constructed. |
| 1929 | The "aza" designations dropped and district names are adopted instead for addresses. |
| 1932 | Public waterworks is established in Kiryu. |
| 1933 | Sakaino Village merges with Kiryu. |
| 1934 | Emperor Showa visits Kiryu. The "Imperial Incident" scandal occurs. |
| 1935 | The Kiryu Public Library begins operation. |
| 1937 | Hirosawa Village merges with Kiryu. |
| 1941 | The Pacific War begins. Showa Bridge is constructed. District leaders are selected for each district in Kiryu. |
| 1947 | Maehara Ichiji is the first mayor to be chosen by public election in Kiryu. Typhoon Catherine causes great devastation. |
| 1948 | Typhoon Ion causes great devastation. |
| 1949 | Typhoon Kitty causes great devastation. |
| 1950 | The city anthem is chosen. |
| 1951 | The Orihime Peace Statue is erected in Kiryugaoka Park. |
| 1953 | Kiryugaoka Amusement Park and the Shinkawa Amusement Park open. |
| 1954 | Umeda Village, Aioi Village and Kawauchi Village merge with Kiryu. |
| 1955 | A portion of Yoshizawa in Morita Village becomes part of Kiryu. |
| 1956 | Kiryu Motorboat Racecourse is opened. |
| 1959 | Hishi Village in Ashikaga District, Tochigi Prefecture merges with Kiryu. |
| 1963 | Araki Kenichiro is appointed Mayor. Biella, Italy beomes an International Sister City. |
| 1964 | The first Kiryu Festival is held. |
| 1965 | The new City Hall building is completed. The Citizens' Pledge is confirmed. Hitachi City in Ibaraki Prefecture becomes a domestic Sister City. |
| 1967 | Sakaino Water Treatment Center is opened. The south entrance of Kiryu Station is constructed. |
| 1968 | Irihikoma in Tanuma Town, Tochigi Prefecture merges with Kiryu. |
| 1969 | The Sports Park is completed for the 100th anniversary of the Meiji Restoration. |
| 1971 | Koyama Toshio is elected mayor. Kiryugaoka Amusement Park opens. |
| 1973 | The Public Swimming Pool opens. |
| 1974 | The Regional Public Wholesale Market opens. |
| 1975 | Kiryu Ohashi Bridge is completed. Sweet Osmanthus is chosen as the city tree. Salvia is chosen as the city flower. The Paulownia leaf is selected as the city emblem. Seinen no Ie opens. |
| 1976 | The former Gunma Prefecture Medical School (Kiryu Meijikan) is declared an important cultural asset. |
| 1977 | The Sanitation Center opens. Kiryu Weaving is declared a Traditional Industry. |
| 1978 | Columbus, Georgia, USA becomes an International Sister City. |
| 1980 | Naruto City, Tokushima Prefecture becomes a domestic Sister City. |
| 1981 | Umeda Ohashi opens to traffic. Kiryu Miyamaen opens. Minami Park is completed. |
| 1982 | The new annex of Kiryu City Hall is completed. The City Crematorium moves to Hirosawa 5 chome. |
| 1983 | The 38th National Sports Competition (Akagi Competition) is held. Sumo, badminton, and high school baseball events are held in Kiryu. Construction on Kiryu Dam is completed. Construction on the Ryomo Line el is completed. |
| 1984 | Chiamigaito archeological artifacts (ear decoration, etc.) are declared important cultural assets. The Silver Human Resources Center is established. |
| 1985 | The Local Historical Materials Exhibition Hall opens. The Hirosawa Water Treatment Center opens. |
| 1986 | Kiryu Meijikan (former Gunma Prefecture Medical School) opens. The Kiryu River Headwaters Forest is chosen as one of the nation’s best 100 forests. |
| 1987 | Osawa Yoshitaka is elected mayor. Matsubara Bridge opens to traffic. The Local Industries Promotion Center opens. |
| 1988 | The Kiryu Festival becomes the Kiryu Yagibushi Festival. The Shin Kiryu Station Building reconstruction is completed. |
| 1989 | The Watarase Keikoku Line begins service. Kiryu Nature Sanctuary opens. The Okawa Museum of Art opens. |
| 1990 | Reconstruction of Kiryu Kosei General Hospital is completed. |
| 1991 | Hino Shigeru is elected mayor. The Fire Department Headquarters moves to Motojuku. |
| 1992 | Hikobe Manor is declared an Important Cultural Asset. |
| 1993 | Umeda Furusato Center opens. The Prefectural Youth Outdoor Activities Center opens. Mihara Senior Center opens. |
| 1994 | Kiryu Regional Occupational Training Center opens. Koume Kotohira Park opens. |
| 1995 | The Health and Welfare Building opens. Kawauchi Senior Center opens. Hirosawa Water Treatment Plant management is transferred to Gunma Prefecture. (It becomes the Kiryu Water Quality Purification Center.) |
| 1996 | Kiryu Regional Forestry Center opens. The Kiryu Regional Waste Treatment Center begins operations. Consumption and Lifestyle Center opens. Modern heritage Kennen Commemorative Center opens. Sakaino Senior Center opens. |
| 1997 | The Kiryu City Performing Arts Center opens. Kiryu Motorboat Racecourse conducts the first night races in Japan. |
| 1998 | The Kiryu Fire Department becomes the Kiryu Regional Fire Department. The 1st Plenary Meeting of the National Modern Heritage Usage Liaison Council is conducted in Kiryu. |
| 1999 | The Emperor and Empress visit Kiryu. Osawa Yoshitaka is elected mayor. Kiryu Dai'ichi High School baseball team wins the 81st National Baseball Championship at Koshien Stadium. Higashi Senior Center opens. |
| 2000 | Sakuragi Nishi Kominkan opens. An ordinance is passed to protect the Kiryu River. |
| 2001 | The 45th National New Year Ekiden Relay Race passes through Kiryu. Kiryu City Hall is the 5th station on the route. The 4th General Development Plan goes into effect. The 16th Annual National Cultural Festival, "Gunma 2001" is held. A fashion show and fashion related symposium is conducted in Kiryu. |
| 2002 | A Surplus Soil Ordinance is passed. The Citizens' Activities Promotion Center opens. Kiryu Commercial High School baseball team goes to Koshien Stadium to participate in the national championship series. |
| 2003 | Kiryu Ohashi route is extended to the cross-county highway. The Kiryu Residents Election Ordinance is passed. |
| 2004 | Kiryu City, Niisato Village and Kurohone Village establish the Kiryu Regional Consolidation Council. Motorboat Racecourse Operations are halted. Transportation Accident Mutual Aid program is discontinued. The "Nen-lympic" table tennis competition is held. Kiryu City is the first to establish a Public Works Bidding Oversight Committee in Gunma Prefecture. |
| 2005 | Kiryu's Motorboat Racecourse enterprise ends.
Kin'o bashi (Bridge) opens to traffic.
Niisato and Kurohone Villages merge with Kiryu City.
Gunma Insect World opens. |
| 2006 | Kiryu and Neighboring Six Towns & Villages Asso. is discontinued.
Crown Prince visits Kiryu.
Jomo Line Kiryu Kyujo Mae Station opens. |
| 2007 | Kurohone Support for the Elderly Center opens.
Toyofumi Kameyama is elected mayor of Kiryu.
"Kimono Summit in Kiryu" is held. |
| 2008 | Child-rearing consultation desk and childcare corner is established.
Chuo Junior High School opens.
The new Ryogoku Bridge opens. |
| 2009 | The Kiryu - Midori Fire Department opens.
Kiryu City Sogo Fukushi Center opens.
Seiryu Junior High School opens.
Kiryu tourism & Local Products shop "Watarase" opens.
Niisato Sogo Center opens. |
