Windham vs. South Portland

Windham Eagles boys basketball hosts South Portland at Windham High School on Friday, Jan. 22. Varsity tips off at 7:00 PM, with junior varsity at 5:30 PM and the first team game at 4:00 PM. Since 2005-06, South Portland leads the all-time series, with Windham trailing 5-15. Windham has won the last three meetings between the two teams. Last season, Windham beat South Portland twice, winning 68-53 at home and 70-64 on the road, with the 70-64 win on Jan. 23, 2026, standing as the most recent meeting. The two teams also met in the 2024-25 playoffs, where Windham won 55-52.