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Safe to use for now, and it gets more expensive every month you leave it.
The short answer
The stain is not under the leak. That is why so many chimney leaks get fixed twice.
A chimney leaking almost always means water is entering at one of five points — the cap, the crown, the flashing where it meets the roof, the mortar joints, or the brick face — and then running down inside the structure until it finds somewhere to appear. It can travel several feet along a rafter before it drips. So the stain on your ceiling marks where the water gave up, not where it got in, and sealing above the stain is the most common wasted repair in this trade.
Five points, one of them yours
Cap, crown, flashing, mortar joints, brick face. They are nowhere near each other in price, which is why the diagnosis comes before the quote.
Before we get there
None of this fixes it. All of it stops the problem getting more expensive between now and the visit.
Put a bucket under it and photograph the stain with today's date. An insurer will ask, and so will anyone quoting.
Do not light a fire if water is reaching the firebox. Wet masonry plus heat cracks tiles.
Note whether it only leaks in heavy or wind-driven rain. That single detail narrows five causes to two.
Leave the damper open so the flue can dry out between rains.
Do not seal anything yet. Sealant over the wrong spot hides the evidence needed to find the right one.
Work out which is yours
Ordered by how often it turns out to be the answer, so you can stop reading once you recognise yours.

The metal joint where the chimney meets the roof is the single most common entry point on any chimney. It is a moving joint between materials that expand at different rates, so it has the shortest natural life of anything up there.

The crown should throw rain clear of the brick. Cracked — or built flush with no overhang, which many are — it sheds every drop straight down the face it was meant to protect.

An open flue is a drainpipe pointed at your firebox. If water is appearing inside the fireplace rather than on the ceiling, this is where to look first, and it is the cheapest thing on the list to fix.

Open joints take water directly into the wall. On an older stack this is frequently the whole answer, and the repair is repointing rather than sealing.

Brick absorbs water by design and gives it back. When it has been saturated for years, or spalled, it stops giving it back fast enough. The white chalky staining is the tell.

Less a cause than a consequence, and worth naming because it changes the price. Water that has been getting in for years cracks clay tiles through freeze-thaw from the inside.
What actually fixes it
Fall Special
Call or book today and we'll do our best to get a pro to you tomorrow.
Anything that needs attention is shown to you and explained in plain words.
If something needs fixing, you get the price in writing first. Saying no costs nothing.
Good to know

Founded by Ryan Carter in 2019. Every page you read here is reviewed by Ethan Miller, our chimney specialist. A written estimate before any work, and the findings in writing whether or not anything needs doing.
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