The draw for the Cyprus League by Stoiximan 2026-2027 season was held on July 24, 2026, at the Olympic House in Nicosia. The championship is set to commence on the weekend of August 29-30, 2026, and will conclude on May 22-23, 2027. The opening round features several high-profile matches, including AEK Larnaca against APOEL, AEL Limassol facing Anorthosis Famagusta, and Aris Limassol taking on Apollon Limassol.

Club schedules reveal a challenging start for several teams. Anorthosis faces a difficult opening sequence against AEL, Apollon, and APOEL, while AEL also begins with immediate derbies against Anorthosis and APOEL. The Cyprus Football Association (CFA) president, Charis Loizidis, confirmed that all stadium licensing requirements are being addressed. While most venues will be ready for the season start, the Tsirion Stadium requires further upgrades to meet safety and certification standards. The league remains in a professional format, with officials emphasizing the high interest and public engagement, noting that over 532,000 tickets were sold in the previous season.