FYR Macedonia, or just simply Macedonia or FYROM, 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, where Macedonia didn't enter for the first time.
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.
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.
|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 Ilievski||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|