diff --git a/changelog.d/19178.misc b/changelog.d/19178.misc
new file mode 100644
index 000000000..3f803c354
--- /dev/null
+++ b/changelog.d/19178.misc
@@ -0,0 +1 @@
+Fix potential lost logcontext when `PerDestinationQueue.shutdown(...)`.
diff --git a/synapse/federation/sender/per_destination_queue.py b/synapse/federation/sender/per_destination_queue.py
index 4a1b84aed..cdacf16d7 100644
--- a/synapse/federation/sender/per_destination_queue.py
+++ b/synapse/federation/sender/per_destination_queue.py
@@ -41,6 +41,7 @@ from synapse.events import EventBase
 from synapse.federation.units import Edu
 from synapse.handlers.presence import format_user_presence_state
 from synapse.logging import issue9533_logger
+from synapse.logging.context import PreserveLoggingContext
 from synapse.logging.opentracing import SynapseTags, set_tag
 from synapse.metrics import SERVER_NAME_LABEL, sent_transactions_counter
 from synapse.types import JsonDict, ReadReceipt
@@ -186,7 +187,8 @@ class PerDestinationQueue:
         self._transaction_manager.shutdown()
         try:
             if self.active_transmission_loop is not None:
-                self.active_transmission_loop.cancel()
+                with PreserveLoggingContext():
+                    self.active_transmission_loop.cancel()
         except Exception:
             pass