After playing with the
Apollon Kalamarias in the Greek minors, during the 2006–07 season, Tsairelis began his professional career with
Aris, in the
Greek Basket League, during the 2007–08 season. He spent the 2008–09 season with
AEL 1964, and the 2009–10 season with
Trikala 2000. He then returned to Aris for the next two seasons, before joining
PAOK in 2012. He then moved to the
Spanish League club
Canarias in 2014. He joined the Greek
EuroLeague club
Olympiacos in February 2015. On August 5, 2016, Tsairelis signed a two-year contract with Aris. After a very successful 2018-19 campaign with
Promitheas Patras, Tsairelis signed a two-year contract with
Ifaistos Limnou on July 3, 2019. On July 28, 2020, Tsairelis moved back to Thessaloniki for
Iraklis. On March 11, 2021, he transferred to
Peristeri, replacing
Ioannis Bourousis. On August 3, 2021, Tsairelis signed with
Larisa. In 35 league games, he averaged 7.4 points, 2.9 rebounds and 1 assist, playing around 21 minutes per contest. On July 29, 2022, Tsairelis returned to
Promitheas Patras. In 24 domestic league matches, he averaged 4.7 points and 2.2 rebounds, playing around 14 minutes per contest. On June 26, 2023, Tsairelis signed a two-year contract with
PAOK, returning to the club after nine seasons. After spending the 2024–25 campaign with
Kolossos Rodou, Tsairelis returned to
Aris on November 25, 2025. ==National team career==