Their best placing was in 2007 when Rosica Kulakova & Dimitar Stojmenovski participated with the song Ding Ding Dong and finished in fifth place.
| Event | Contestant | Song | Place |
|---|---|---|---|
| Copenhagen 2003 | Marija and Viktorija |
Ti Ne me Poznavaš
|
19 points 12th |
| Lillehammer 2004 | Martina Siljanovska |
Zabava
|
64 points 7th |
| Hasselt 2005 | Denis Dimoski |
Rodendenski Baknež
|
68 points 8th |
| Bucharest 2006 | Zana Aliu |
Vljubena
|
14 points 15th |
| Rotterdam 2007 | Rosica Kulakova & Dimitar Stojmenovski |
Ding Ding Dong
|
111 points 5th |
| Lemesos 2008 |
Bobi Andonov
|
Prati Mi SMS
|
93 points 5th |
| Kyiv 2009 |
Sara Markoska
|
Za Ljubovta
|
31 points 12th |
| Minsk 2010 |
Anja Veterova
|
Eooo, Eooo
|
38 points 12th |
| Yerevan 2011 |
Dorijan Dlaka
|
Zimi Ovoj Frak
|
31 points 12th |
| Kyiv 2013 |
Barbara Popović
|
Ohrid i muzika
|
19 points 12th |
| Sofia 2015 | Ivana Petkovska and Magdalena Aleksovska |
Pletenka - Braid of Love
|
26 points 17th |
| Valletta 2016 |
Martija Stanojković
|
41 points 12th | |
| Tbilisi 2017 |
Mina Blažev
|
Dancing Through Life
|
69 points 12th |
| Minsk 2018 |
Marija Spasovska
|
99 points 12th | |
| Gliwice-Silesia 2019 |
Mila Moskov
|
Fire
|
Copenhagen 2003
Lillehammer 2004
Hasselt 2005
Bucharest 2006
Rotterdam 2007
Lemesos 2008
Kyiv 2009
Minsk 2010
Yerevan 2011
Kyiv 2013
Sofia 2015
Valletta 2016
Tbilisi 2017
Minsk 2018
Gliwice-Silesia 2019