During the years when the Olympic Gold medalist of 1976 and world champion Aavo Pikkuus had made cycling extremely popular, the idea of organizing a cycling race similar to Tartu Maraton was brought alive. The main bigwig was the famous cycling coach Rein Kirsipuu.
The first Tartu Rattaralli took place in May 1982 and started from the main square of Tartu. That year, there were 362 riders in the finish. Many serious fights and discussions were held to decide the right distances and level of difficulty. As there had not been any similar races in Estonia, at first the long and difficult distances frightened everyone. But when the riders finished the first race in Põlva, 46,7 km from Tartu, the organizers saw that the fear was meaningless: riders also rode their bikes back to Tartu.
The positive message from those riders encouraged about 1000 people to take part in the next race. Many different vehicles were used, and that is why ranking was classified: road bicycles, professionial bicycles, tandems and foldable bicycles. The course of Tartu Rattaralli has varied within years. Present 133 km from Tartu to Otepää and back through Elva has been the same for many years. Start and finish are in the same place – by the Aura Center in the city center of Tartu. Because of different road work in 2007, the race was held on an original course from Tartu to Põlva, and then following the old Võru road to Otepää and then back to Tartu. This course was very warmly accepted by the participants.
In 1984 – 1989 Tartu Rattaralli had ca 3000-4000 participants per year. Political changes decreased the numbers drastically. The new growth started in 1998 and 1999. Present Tartu Rattaralli races have altogether over 4000 participants on main event and over 3000 on childrens' event. The popularity is largely grown also thanks to the professional riders. For fanciers the race still remains as a competition with themselves, their friends or neighbours!
Tartu Rattaralli also has it’s position as the biggest cycling race in neighbouring countries. Accompanied by the UCI Europe Tour class 1.1 race it is the final event of the May’s cycling festival Estonian Cycling Weekend. 
Tartu Rattaralli winners
				
	
		
			 
		1982 
			Oleg Ljadov 
			EST 
			 Erika Salumäe 
			EST 
		
			 
		1983 
			Mihkel Joosep  
			EST 
			 Anda Kirilova 
			LAT 
		
			 
		1984 
			Riho Suun 
			EST 
			 Tatjana Tshirkina 
			EST 
		
			 
		1985 
			Arvi Tammesalu 
			EST 
			 Inguna Putninja 
			LAT 
		
			 
		1986 
			Toomas Kirsipuu  
			EST 
			 Inguna Putninja 
			LAT 
		
			 
		1987 
			Vladimir Poltoratski  
			KAZ 
			 Elita Gusaka 
			LAT 
		
			 
		1988 
			Uldis Ansons 
			LAT 
			 Tatjana Volkova 
			RUS 
		
			 
		1989 
			Arnolds Urdis 
			LAT 
			 Galina Naumova 
			RUS 
		
			 
		1990 
			Lauri Resik  
			EST 
			 Lilja Beljajeva 
			RUS 
		
			 
		1991 
			Jaan Kirsipuu  
			EST 
			 Tiina Pallas 
			EST 
		
			 
		1992 
			Janek Ermel  
			EST 
			 Tiina Pallas 
			EST 
		
			 
		1993 
			Lauri Resik 
			EST 
			 Siiri Plaan 
			EST 
		
			 
		1994 
			Marko Rebane 
			EST 
			 Tiina Pallas 
			EST 
		
			 
		1995 
			Margus Salumets  
			EST 
			 Riina Toomis 
			EST 
		
			 
		1996 
			Janek Ermel 
			EST 
			 Tiina Pallas 
			EST 
		
			 
		1997 
			Lauri Resik 
			EST 
			 Riina Toomis 
			EST 
		
			 
		1998 
			Alges Maasikmets 
			EST 
			 Tiina Pallas 
			EST 
		
			 
		1999 
			Lauri Aus 
			EST 
			 Riina Toomis 
			EST 
		
			 
		2000 
			Jaan Kirsipuu  
			EST 
			 Riina Toomis 
			EST 
		
			 
		2001 
			Jacky Durand 
			FRA 
			 Riina Toomis 
			EST 
		
			 
		2002 
			Janek Tombak 
			EST 
			 Grete Pedmanson (Treier) 
			EST 
		
			 
		2003 
			Erki Pütsep 
			EST 
			 Grete Treier 
			EST 
		
			 
		2004 
			Jaan Kirsipuu  
			EST 
			 Grete Treier 
			EST 
		
			 
		2005 
			Andrus Aug  
			EST 
			 Evelin Ansip 
			EST 
		
			 
		2006 
			Alexandr Khatuntsev 
			RUS 
			 Laura Lepasalu 
			EST 
		
			 
		2007 
			Lukasz Podolski 
			POL 
			 Grete Treier 
			EST 
		
			 
		2008 
			Aidis Kruopis 
			LTU 
			 Liisa Ehrberg 
			EST 
		
			 
		2009 
			Janek Tombak 
			EST 
			 Maaris Meier 
			EST 
		
			 
		2010 
			Vytautas Kaupas 
			LTU 
			 Grete Treier 
			EST 
		
			 
		2011 
			Jimmy Rönn 
			SWE 
			 Liisi Rist 
			EST 
		
			 
		2012 
			Rene Joergensen 
			DEN 
			 Grete Treier 
			EST 
		
			 
		2013 
			Gert Jõeäär   
			EST 
			 Grete Treier 
			EST 
		
			 
		2014 
			Samuel Pökälä 
			FIN 
			 Liisa Ehrberg 
			EST 
		
			 
		2015 
			Andrii Kulyk 
			UKR 
			 Liisa Ehrberg 
			EST 
		
			 
		2016 
			Matti Manninen 
			FIN 
			 Liisa Ehrberg 
			EST 
		
			 
		2017 
			Jonas Ahlstrand 
			SWE 
			 Liisi Rist 
			EST 
		
			 
		2018 
			Karl-Patrick Lauk  
			EST 
			 Kelly Kalm 
			EST 
		
			 
		2019 
			Gleb Karpenko  
			EST 
			 Kelly Kalm 
			EST 
		
			 
		2022 
			Romet Pajur 
			EST 
			 Malin Eriksen 
			NOR 
		
			 
		2023 
			Norman Vahtra 
			EST 
			 Matilda Frantzich 
			SWE 
		
			 
		2024 
			Mihkel Räim 
			EST 
			 Elisabeth Ebras 
			EST 
		
			 
	
2025 
			Lauri Tamm 
			EST 
			 Aidi Gerde Tuisk 
			EST