North Macedonia, or just simply Macedonia, debuted at the Eurovision Song Contest final in 1998. However, the country had already tried to debut two years before since the Eurovision Song Contest 1996's pre-qualifier where it submitted its first entry "Samo ti", sung by Kaliopi (who went on to represent the country in 2012 and later in 2016), which failed to qualify for the final, preventing them from competing.
Macedonia's efforts to enter the contest were again stopped the next year, in 1997 when another new system was introduced where countries with the lowest average scores over the previous four years were excluded from participating. This system meant that Macedonia was to participate the next year, miss 1999, and so on until the system stopped in 2004.
Between 2004 and 2007, Macedonia was the only country to have qualified from every semi-final, despite only squeaking in 9th or 10th. This ended in 2008, where Let Me Love You came in 10th with the televoters, but the backup juries gave the final spot to Hero, marking their first non-qualification.
On October 30, 2017, the EBU revealed that the country was out of the contest due to massive financial debts owed by MRT. However, on November 17 it was announced that the country would participate in 2018, meaning their debts had possibly been sorted out in that time frame.
They have not been able to qualify for the final between 2012 and 2018. In 2019, Tamara Todevska gave the country its best-ever result and its first top 10.
Before 2019, the country was officially recognized as FYR Macedonia or simply FYROM.
|1997||Relegation from participating|
|1998||Vlado Janevski||Ne zori, zoro||Macedonian||19||16||No semi-final|
|1999||Relegation from participating|
|2000||XXL||100% te ljubam||Macedonian||15||29||No semi-final|
|2001||Relegation from participating|
|2002||Karolina Gočeva||Od nas zavisi||Macedonian||19||25||No semi-final|
|2003||Relegation from participating|
|2005||Martin Vučić||Make My Day||17||52||9||97|
|2006||Elena Risteska||Ninanajna||English, Macedonian||12||56||10||76|
|2007||Karolina Gočeva||Mojot svet||14||73||9||97|
|2008||Tamara, Vrčak & Adrian||Let Me Love You||English||--||--||10||64|
|2009||Next Time||Nešto što kje ostane||Macedonian||--||--||10||45|
|2010||Gjoko, Billy and Pejčin||Jas ja imam silata||--||--||15||37|
|2011||Vlatko Illievski||Rusinka||Macedonian, English||--||--||16||36|
|2012||Kaliopi||Crno i belo||Macedonian||13||71||9||53|
|2013||Esma and Lozano||Pred da se razdeni||Macedonian, Romani||--||--||16||28|
|2014||Tijana Dapčević||To The Sky||English||--||--||13||33|
|2015||Daniel Kajmakoski||Autumn Leaves||--||--||15||28|
|2017||Jana Burčeska||Dance Alone||English||--||--||15||69|
|2018||Eye Cue||Lost and Found||--||--||18||24|
|2020||Cancelled (was to be represented by Vasil Garvanilev with You)|
|2021||Vasil Garvanilev||Here I Stand||English||--||--||15||23|
- North Macedonia was the only constituent state of Yugoslavia to never have sent an entry when the country was united.