Prehistory
- Kostoperska karpa settlement established
- Bronze Age Gradiste settlement established
- Neolithic site of Mlado Nagoričane settlement established
- Iron Age tumulus Groblje at Vojnik established
The following is a timeline of the history of the city of Kumanovo, North Macedonia.
Byzantine Empire 
Byzantine Empire 
St. George monastery built
Second Bulgarian Empire Matejče Monastery built
Serbian Empire Karpino Monastery built
Principality of Velbazhd 
Halit Efendi Mosque built Karpino Monastery built Kodza Mehmet Beg Mosque built Eski Mosque built Jusuf Efendi Mosque built
Kumanovo Uprising 
IMRO organize a committee in Kumanovo in the house of Jordan Jovčev [6] 
Fight on Šuplji Kamen 
Kingdom of Serbia vs. 
Ottoman Empire Kingdom of Serbia, see Treaty of London 
Bulgaria , (Georgi Stojanov Todorov, Racho Petrov Stojanov, Stefan Toshev Toshev) Serbia 
FK Kumanovo established
Nazi Germany (Georg Stumme) Bulgaria (Nikola Mihov Mikhailov, Anton Kozarov, Dimităr Raev, Toma Petrov)
Anti-fascist insurrection started [15] Nazi Germany (Heinz Scheurlen, Karl Hubert Lanz ) February March Hristijan Todorovski Karpoš killed
Zitomel company established [8] : 229 Kumanovo Library established Tane Georgievski Library established [8] : 257 Pobeda company established [8] : 220 Later renamed CIK KIK company established [8] : 225 Jug Turist company established [8] : 233 DIER company established [8] : 222 later renamed "Dimche Erebica" Iskara company established [8] : 218 Theater Kumanovo established NAMA (or Naroden Magazin) company established [8] : 233 Svetlina-Kumanovo company established [8] : 233 Prosveta company established [8] : 244 FZC 11 Oktomvri company established [8] : 216 Kozjak company established [8] : 244 Lipkovo Dam completed [8] : 246 Memorial Ossuary built
Josip Broz Tito visit [17] Diocese of Polog and Kumanovo established Kozhara-Kumanovo company established [8] : 218 30 Juli company established [8] : 222 Josip Broz Tito 2nd brief visit [17] 
ZIK company established [8] : 229 Nace Bugjoni high school established Nash Vesnik newspaper established [8] : 265 Josip Broz Tito 3rd visit [17] Monument to the Revolution built Boro Petrushevski – Papuchar tobacco company established [8] : 233 Museum Kumanovo established Radio Kumanovo established [8] : 265 Agro-Kumanovo company established [8] : 234 Polet Company established [8] : 222 KIB company established [8] : 236 Josip Broz Tito 4th visit [17] Pioners Home 29 Noemvri established [8] : 255 Cultural Center Trajko Prokopiev established [8] : 259 Sports Hall Kumanovo built
Blage Kiprijanovski elected Mayor
Kumani established Boris Protikj elected Mayor
Lipkovo, 
Staro Nagoričane, Orašac and Klečovce seceded from Kumanovo and became Municipalities Dragan Bogdanovski dies
Kumanovo Agreement signed
Slobodan Kovachevski elected Mayor
Albanian insurgency 
Operation MH – 2 Operation Vaksince 
Kokino discovered Gymnasium bombing [20] [21] 
ASNOM Memorial Center built Zoran Damjanovski elected Mayor (first term)
Bajrush Gang arrested [28] 
Northeastern Statistical Region established Zoran Damjanovski elected Mayor (second term)
FK Goblen established Zoran Damjanovski elected Mayor (third term)
Kumanovo religious attacks Nezim Gang arrested Police Station Bombing [32] [33] Goshince attack Kumanovo shootings Office of "Association of Macedonian-Bulgarian friendship" established [38] 
Olympiacos F.C. Fans attack on Lukoil Gas Station in Kumanovo [41] 
Nikšić, is the second largest city in Montenegro, with a total population of 56,970 located in the west of the country, in the centre of the spacious Nikšić field at the foot of Trebjesa Hill. It is the center of Nikšić Municipality with population of 66,725 according to 2023 census, which is the largest municipality by area and second most inhabited after Podgorica. It was also the largest municipality by area in the former Yugoslavia. It is an important industrial, cultural, and educational center.
Kumanovo is a city in North Macedonia and the seat of Kumanovo Municipality, the largest municipality in the country. Kumanovo lies 340 metres above sea level and is surrounded by the Karadag part of Skopska Crna Gora mountain on its western side, Gradištanska mountain on its southern side, and Mangovica and German mountain on the Eastern side. Skopje airport also serves Kumanovo.
Rankovce is a municipality in the northeastern region of the Republic of North Macedonia. Rankovce is also the name of the town where the municipal seat is found. Rankovce Municipality is part of the Northeastern statistical region.
The Serbian Progressive Party in Macedonia is a political party in North Macedonia.
Gradski Stadium Kumanovo is a multi-purpose stadium in Kumanovo, Republic of North Macedonia. It is used mostly for football matches and is the home stadium of FK Kumanovo and FK Goblen. It holds 2,000 people.
The Church St. Archangel Michael, Kumanovo is an Eastern Orthodox church under construction in the Karposh neighborhood in Kumanovo, North Macedonia.
The Church St. Petka, Kumanovo is an Eastern Orthodox church in Bedinje (Бедиње) neighborhood in Kumanovo, North Macedonia.
The diocese of Polog and Kumanovo was a diocese of the Macedonian Orthodox Church – Ohrid Archbishopric in North Macedonia. It ceased to exist on 19 June 2013 when it was divided into the diocese of Kumanovo and Osogovo and the Diocese of Tetovo and Gostivar. From 1971 until his death in 2013, the head of Diocese of Polog and Kumanovo was Kiril.
National Institution Cultural Center Trajko Prokopiev - Kumanovo abbreviated NICC Trajko Prokopiev is a cultural center in Kumanovo, North Macedonia. It holds the name of the local composer Trajko Prokopiev (1909-1979). Former name was Cultural Home "Josip Broz Tito" (Дом на култура ,,Јосип Броз Тито.
Josip Broz Tito Square is a municipal square in Kumanovo, North Macedonia.
Kumanovo railway station (KRS) is the main railway station in Kumanovo, North Macedonia.
Josip Broz Tito Monument is a monument in Kumanovo, North Macedonia honoring former Marshal of Yugoslavia Josip Broz Tito. The monument is at the northwest side of the Josip Broz Tito Square.
Kumanovo Town Cemetery is located in the southeast part of Kumanovo, North Macedonia.
Jug Turist(Macedonian Cyrillic: Југ Турист) was a transport company in Kumanovo, Macedonia established in 1947. The company was taken over in 2013 by Rule Turs from Skopje.
Tode Ilich was a mayor of Kumanovo Municipality, Macedonia. Prior to his public office function he was also director of the Zitomel company in his native town.
Eparchy of Polog and Kumanovo was an Eastern Orthodox Eparchy of the Orthodox Ohrid Archbishopric, an autonomous and canonical branch of the Serbian Orthodox Church in North Macedonia. Its seat is in Kumanovo. During all of its existence, the Bishop of Polog and Kumanovo was Joakim Jovčevski. It was established in 2003 when the Orthodox Ohrid Archbishopric was formed as part of the Serbian Church. It was abolished in 2023 and merged into the Macedonian Orthodox Church.
Jordan Cekov – Dane was a Macedonian partisan who participated in the World War II in Yugoslav Macedonia as the commander of the Third Macedonian Assault Brigade and was later member of the first Parliament of the People's Republic of Macedonia. Cekov was born in Kumanovo. He received the "Partisan Memorial 1941" and other military decorations. He died in Skopje, aged 98.
Maksim Dimitrievski is the incumbent mayor of Kumanovo Municipality. Previously he was a member of the City Council, President of the Council of Kumanovo Municipality, and a former member of the Assembly of the Republic of Macedonia.
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