In March 2019, the Estonian Newspaper Association announced the winners of “Press Awards 2018” which included several employees and periodicals of Ekspress Group.
- The journalist of the year 2018 was Tarmo Vahter (Eesti Ekspress).
- Joosep Tiks won the Estonian Young Journalist Award for 2018 (Eesti Päevaleht).
- The winner of the lifetime award was Silja Lättemäe (Maaleht).
- The winner in the feature article category was Tarmo Vahter with his story “Who the hell is building the Estonian state when nobody is supposed to know anything?” that was published in Eesti Ekspress on 20 June.
- The best feature article was “The death of the writer” written by Madis Jürgen and Tarmo Vahter that was published in Eesti Ekspress on 10 December and 27 December.
- The best sports photo of the year was taken by Martin Ahven from Õhtuleht: “Harsh Measures”.
- The best video title was awarded to Delfi TV’s “Generation shift: the Estonian first social network10 years later”.
- In the category of layout of nationwide newspapers, the nominee was Õhtuleht.
- The winner in the feature stories category of nationwide newspapers was the cover story “Therewas no need for sexual education during the Soviettime as the fiction helped young people” that was published in Eesti Ekspress Areen on 7 March.
- The winner in the visual communication category of nationwide newspapers was the photo story “Morning stretch of the sun wheel above Estonia” that was published in Õhtuleht on 2 June.
- The winner of the open group was the special edition of Õhtuleht from 31 December “The Year of Fights”.
- The winner in the category of article views of digital newspapers was Eesti Ekspress.
In February 2019, Estonia’s most important investigative press award, the Bonnier Prize, for 2018 was jointly awarded to Eesti Ekspress journalist Kirsti Vainküla and Estonian Public Broadcasting journalist Merilin Pärl. Their stories talk about a small boy known as Martin whose adoption caused problems due to the bias of child protection specialists.
In February 2020, journalists from public broadcaster ERR and investigative weekly Eesti Ekspress won the Bonnier Prize for Investigative Journalism. The awards went to Sulev Vedler from Eesti Ekspress and Anna Pihl of ERR, for their coverage of a Listeria outbreak at a fish-packing firm.
At the beginning of 2020, the Estonian Association of Press Photographers announced its awards at the best press photo competition.
The winners of the press photo of the year for 2019 were Robin Roots from Õhtuleht and Rauno Volmar (Eesti Päevaleht / Delfi) with news stream photos. In
the category of feature photos, Priit Simson (Eesti Päevaleht), Krõõt Tarkmeel (Anne&Stiil) and Robin Roots (Õhtuleht) were the nominees.
In 2019, Ekspress Media came in 8th (2018: 7th) among the students of humanitarian studies in the survey of the most attractive employers by Instar.
The work of Ekspress Group’s journalists was also noticed and recognised outside the media sector. Pärnu Women’s Asylum handed out the prize Okas for the first time to recognise the people who help to prevent domestic violence. The prize Okas was awarded to Eesti Ekspress journalist Eero Epner who this year wrote the article “Because They Can” dealing with domestic violence that
received a lot of media attention.
Out of 37 videos submitted to the competition “The Press Video of the Year 2019”, two Delfi TV videos received an award:
Delfi TV video: “Mommies into shape: how plasticsurgeons target young mothers” made by Piia Osula, Kadri Nikopensius, Joonatan Allandi and Georg Madis Puhm. The audio-visual opinion story deals with a set of beauty procedures “Mommy makeover” that is gaining popularity and that encourage women who have given birth recently to gain their pre-pregnancy shape.
Delfi video ”Mirkko Moisar’s 10 rounds: a story abouthow to stay on one’s feet up in the boxing ring” made by Jaanus Lensment. The video shows a competition held at Tondiraba ice-skating hall on 18 February where an eight-man tournament was held in Estonia for the first time. The winner of the tournament had to step into the ring three times during the night, with each boxing match lasting for 3×3 minutes