Flashing & Chimney Repair in Winnipeg
The metal transitions where roofs actually leak — chimneys, walls, valleys, and penetrations.
If a roof leaks, the odds are it is leaking at a transition, which is where Winnipeg Roof Pros starts looking. The open field of a shingle roof is simple and does its job. It is everywhere the roof meets something else that requires deliberate detailing.
Step Flashing at Walls
Where a roof slope runs into a wall, water has to be kept out of the joint. That is done with step flashing: individual metal pieces woven in with each course of shingles, so every piece laps the one below it.
The failure we see most is a continuous strip of flashing with a heavy bead of sealant instead of proper woven steps. It works until the sealant ages and cracks, and then it feeds water directly into the wall, often for a long time before anything shows inside.
Chimneys
A chimney needs flashing on all four sides working together: a base at the low side, steps up both slopes, and a saddle behind it on anything wide enough to trap water and debris.
That assembly then needs counter-flashing let into the mortar joints and folded down over the step flashing, so water running down the masonry is directed out onto the roof rather than behind the flashing. Surface-mounted metal held on with sealant is the common shortcut and the common source of a chimney leak.
Boots, Vents, and Valleys
Rubber vent boots are one of the most predictable failures on any roof. The rubber hardens, cracks around the pipe, and lets water straight in. They are cheap to replace and easy to overlook.
Valleys carry more water than any other part of the roof, so how they are lined and lapped matters. Where a valley has been patched with sealant or shingled incorrectly, we rebuild it rather than adding another layer of patch.
Flashing failures are behind a large share of the roof repairs we do, and around a skylight specifically it becomes skylight work.
What's Included
- Step flashing at walls, replaced rather than resealed
- Chimney flashing with proper counter-flashing into the mortar
- Valley flashing repair and replacement
- Vent stack and plumbing boot replacement
- Skylight perimeter flashing
Other Services We Offer in Winnipeg
Flashing & Chimney Repair Questions
Why do roofs leak at the chimney?
A chimney interrupts the roof, so water has to be redirected around it. That needs step flashing up the sides, a base at the front, a saddle or cricket at the back on wider chimneys, and counter-flashing set into the mortar. Any of those missing or improvised eventually leaks.
Can you just seal it with caulk?
Caulk is a short-term measure, not a repair. Sealant on top of failed flashing lasts a season or two, then cracks with thermal movement and lets water back in — usually without any visible sign until there is interior damage.
What is a cricket and do I need one?
A cricket is a small peaked structure built behind a chimney to split water and send it around either side instead of letting it pool against the back. On wider chimneys it is genuinely necessary; without one, that back edge collects water and debris and is a reliable leak.
My skylight leaks. Is the skylight bad?
Frequently the unit is fine and the flashing around it has failed. Skylights need a proper flashing kit installed in sequence with the shingle courses. When one leaks, we check the flashing before assuming the skylight needs replacing.
Get a Free Flashing & Chimney Repair Quote
Book a free inspection and written quote. We tell you what we find, including when a repair will do the job.