diff --git a/lib/crewai/src/crewai/flow/runtime.py b/lib/crewai/src/crewai/flow/runtime.py
index 65efb2900..31567ed1a 100644
--- a/lib/crewai/src/crewai/flow/runtime.py
+++ b/lib/crewai/src/crewai/flow/runtime.py
@@ -918,6 +918,52 @@ class Flow(BaseModel, Generic[T], metaclass=FlowMeta):
         with self._or_listeners_lock:
             self._fired_or_listeners.discard(listener_name)
 
+    def _rearm_or_listeners_for_trigger(
+        self,
+        trigger: FlowMethodName,
+        rearmable: set[FlowMethodName] | None = None,
+    ) -> None:
+        """Re-arm fired OR listeners whose condition includes ``trigger``.
+
+        Called when a router emits a fresh signal so cyclic flows can re-fire
+        multi-source ``or_`` listeners. Listeners whose condition does not
+        reference the trigger are left fired.
+
+        Args:
+            trigger: The signal/method name a router just emitted.
+            rearmable: Optional set restricting which listeners may be re-armed.
+                When provided, listeners outside this set are skipped, and any
+                listener re-armed is removed from it.
+        """
+        with self._or_listeners_lock:
+            if not self._fired_or_listeners:
+                return
+            candidates: set[FlowMethodName] = (
+                self._fired_or_listeners & rearmable
+                if rearmable is not None
+                else set(self._fired_or_listeners)
+            )
+            if not candidates:
+                return
+            trigger_str = str(trigger)
+            to_discard: list[FlowMethodName] = []
+            for listener_name in candidates:
+                condition_data = self._listeners.get(listener_name)
+                if condition_data is None:
+                    continue
+                if is_simple_flow_condition(condition_data):
+                    _, methods = condition_data
+                    if trigger in methods or trigger_str in {str(m) for m in methods}:
+                        to_discard.append(listener_name)
+                elif is_flow_condition_dict(condition_data):
+                    all_methods = _extract_all_methods_recursive(condition_data)
+                    if trigger_str in {str(m) for m in all_methods}:
+                        to_discard.append(listener_name)
+            for listener_name in to_discard:
+                self._fired_or_listeners.discard(listener_name)
+                if rearmable is not None:
+                    rearmable.discard(listener_name)
+
     def _build_racing_groups(self) -> dict[frozenset[FlowMethodName], FlowMethodName]:
         """Identify groups of methods that race for the same OR listener.
 
@@ -2488,20 +2534,22 @@ class Flow(BaseModel, Generic[T], metaclass=FlowMeta):
                         else str(router_result)
                     )
                     if router_result is not None
-                    else FlowMethodName("")  # Update for next iteration of router chain
+                    else FlowMethodName("")
                 )
 
-        # Now execute normal listeners for all router results and the original trigger
         all_triggers = [trigger_method, *router_results]
 
-        for current_trigger in all_triggers:
-            if current_trigger:  # Skip None results
+        with self._or_listeners_lock:
+            rearmable: set[FlowMethodName] = set(self._fired_or_listeners)
+
+        for idx, current_trigger in enumerate(all_triggers):
+            if current_trigger:
+                if idx > 0 and rearmable:
+                    self._rearm_or_listeners_for_trigger(current_trigger, rearmable)
                 listeners_triggered = self._find_triggered_methods(
                     current_trigger, router_only=False
                 )
                 if listeners_triggered:
-                    # Determine what result to pass to listeners
-                    # For router outcomes, pass the HumanFeedbackResult if available
                     listener_result = router_result_to_feedback.get(
                         str(current_trigger), result
                     )
diff --git a/lib/crewai/tests/test_flow.py b/lib/crewai/tests/test_flow.py
index 56c14b85e..bc9a4ab87 100644
--- a/lib/crewai/tests/test_flow.py
+++ b/lib/crewai/tests/test_flow.py
@@ -161,6 +161,87 @@ def test_flow_with_or_condition():
     )
 
 
+def test_or_listener_fires_once_across_parallel_starts():
+    """Parallel ``@start`` paths feeding ``or_`` must not double-fire the listener."""
+    fire_count = 0
+
+    class ParallelOrFlow(Flow):
+        @start()
+        async def fast_start(self):
+            return "fast"
+
+        @start()
+        async def slow_start(self):
+            await asyncio.sleep(0.2)
+            return "slow"
+
+        @listen(or_(fast_start, slow_start))
+        def handler(self):
+            nonlocal fire_count
+            fire_count += 1
+
+    asyncio.run(ParallelOrFlow().kickoff_async())
+
+    assert fire_count == 1
+
+
+def test_or_listener_re_arms_across_router_loop():
+    """Regression for #5972: multi-source ``or_`` re-fires on each router emission."""
+    fire_count = 0
+
+    class CyclicOrFlow(Flow):
+        iteration = 0
+
+        @start()
+        def kick(self):
+            return "kick"
+
+        @router(kick)
+        def initial_router(self):
+            return "SignalA"
+
+        @listen(or_("SignalA", "SignalB"))
+        def handler(self):
+            nonlocal fire_count
+            fire_count += 1
+
+        @router(handler)
+        def loop_router(self):
+            self.iteration += 1
+            return "stop" if self.iteration >= 3 else "SignalB"
+
+    CyclicOrFlow().kickoff()
+
+    assert fire_count == 3
+
+
+def test_or_listener_does_not_double_fire_across_chained_routers():
+    """Chained routers within one dispatch wave must not re-fire the same ``or_`` listener."""
+    fire_count = 0
+
+    class ChainedRouterOrFlow(Flow):
+        @start()
+        def kick(self):
+            return "kick"
+
+        @router(kick)
+        def router_a(self):
+            return "SignalA"
+
+        @router("SignalA")
+        def router_b(self):
+            return "SignalB"
+
+        @listen(or_("SignalA", "SignalB"))
+        def handler(self):
+            nonlocal fire_count
+            fire_count += 1
+
+    ChainedRouterOrFlow().kickoff()
+
+    assert fire_count == 1
+
+
 def test_flow_with_router():
     """Test a flow that uses a router method to determine the next step."""
     execution_order = []