Football · WIAA playoff history

Milwaukee Reagan

8 playoff appearances from 2017 to 2025, a 1-8 playoff record.

Season by season

Milwaukee Reagan WIAA football playoff appearances by year, with the division played in, the record made in the playoffs that year and how far the season went.
Year	Division	Playoff record	Finished
2017	2	0-1	—
2018	2	0-1	—
2019	2	0-1	—
2021	2	0-1	—
2022	2	0-1	—
2023	1	0-1	—
2024	1	0-1	—
2025	1	1-1	Won 1

Deepest run: 2025, 1-1 in Division 1.