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These are the 1958-59 playoffs for the Ontario Hockey Association's Senior B championship:
Participating teams were determined in the 1958-59 OHA Senior B Season.
Best of 7
- Strathroy 5 Welland-Crowland 0
- Welland-Crowland 5 Strathroy 4
- Strathroy 10 Welland-Crowland 3
- Strathroy 10 Welland-Crowland 9
- Strathroy 6 Welland-Crowland 2