diff --git a/changes/pr111.yaml b/changes/pr111.yaml
new file mode 100644
index 00000000..59342f86
--- /dev/null
+++ b/changes/pr111.yaml
@@ -0,0 +1,2 @@
+fix:
+  - "Allow for scheduling different parameters and different run labels at the exact same time - [#111](https://github.com/PrefectHQ/server/pull/111)"
diff --git a/src/prefect_server/api/flows.py b/src/prefect_server/api/flows.py
index 2c66e2ef..2bd85be3 100644
--- a/src/prefect_server/api/flows.py
+++ b/src/prefect_server/api/flows.py
@@ -1,4 +1,6 @@
 import datetime
+import hashlib
+import json
 import uuid
 from typing import Any, Dict, List
 
@@ -541,16 +543,28 @@ async def schedule_flow_runs(flow_id: str, max_runs: int = None) -> List[str]:
     # schedule every event with an idempotent flow run
     for event in flow_schedule.next(n=max_runs, return_events=True):
 
+        # if the event has parameter defaults or labels, we do allow for
+        # same-time scheduling
+        if event.parameter_defaults or event.labels is not None:
+            md5 = hashlib.md5()
+            param_string = str(sorted(json.dumps(event.parameter_defaults)))
+            label_string = str(sorted(json.dumps(event.labels)))
+            md5.update((param_string + label_string).encode("utf-8"))
+            idempotency_key = (
+                f"auto-scheduled:{event.start_time.in_tz('UTC')}:{md5.hexdigest()}"
+            )
         # if this run was already scheduled, continue
-        if last_scheduled_run and event.start_time <= last_scheduled_run:
+        elif last_scheduled_run and event.start_time <= last_scheduled_run:
             continue
+        else:
+            idempotency_key = f"auto-scheduled:{event.start_time.in_tz('UTC')}"
 
         run_id = await api.runs.create_flow_run(
             flow_id=flow_id,
             scheduled_start_time=event.start_time,
             parameters=event.parameter_defaults,
             labels=event.labels,
-            idempotency_key=f"auto-scheduled:{event.start_time.in_tz('UTC')}",
+            idempotency_key=idempotency_key,
         )
 
         logger.debug(
diff --git a/tests/api/test_flows.py b/tests/api/test_flows.py
index 75fc9da3..e35feef5 100644
--- a/tests/api/test_flows.py
+++ b/tests/api/test_flows.py
@@ -1102,6 +1102,85 @@ async def test_schedule_does_not_overwrite_flow_labels(self, project_id, labels)
         assert all([fr.labels == labels for fr in flow_runs[::2]])
         assert all([fr.labels == ["bar", "foo"] for fr in flow_runs[1::2]])
 
+    async def test_doesnt_schedule_same_time_twice(self, project_id):
+        now = pendulum.now("UTC")
+        clock1 = prefect.schedules.clocks.IntervalClock(
+            start_date=now.add(minutes=1),
+            interval=datetime.timedelta(minutes=2),
+        )
+        clock2 = prefect.schedules.clocks.IntervalClock(
+            start_date=now.add(minutes=1),
+            interval=datetime.timedelta(minutes=2),
+        )
+
+        flow = prefect.Flow(
+            name="Test Scheduled Flow",
+            schedule=prefect.schedules.Schedule(clocks=[clock1, clock2]),
+        )
+        flow.add_task(prefect.Parameter("x", default=1))
+        flow_id = await api.flows.create_flow(
+            project_id=project_id, serialized_flow=flow.serialize()
+        )
+        await models.FlowRun.where({"flow_id": {"_eq": flow_id}}).delete()
+        assert len(set((await api.flows.schedule_flow_runs(flow_id)))) == 10
+
+        flow_runs = await models.FlowRun.where({"flow_id": {"_eq": flow_id}}).get(
+            selection_set={"parameters": True, "scheduled_start_time": True},
+            order_by={"scheduled_start_time": EnumValue("asc")},
+        )
+
+        assert len(set([fr.scheduled_start_time for fr in flow_runs])) == 10
+
+    @pytest.mark.parametrize(
+        "attrs",
+        [
+            [
+                dict(parameter_defaults=dict(x="a")),
+                dict(parameter_defaults=dict(x="b")),
+            ],
+            [dict(parameter_defaults=dict(x="a")), dict(parameter_defaults=None)],
+            [dict(parameter_defaults=dict(x="a")), dict(labels=["b"])],
+            [dict(labels=["c", "d"]), dict(labels=["c"])],
+            [dict(labels=None), dict(labels=["ef"])],
+            [
+                dict(labels=None),
+                dict(labels=[]),
+            ],  # the scheduler should distinguish between none vs. empty
+        ],
+    )
+    async def test_allows_for_same_time_if_event_attrs_are_different(
+        self, project_id, attrs
+    ):
+        now = pendulum.now("UTC")
+        clock1 = prefect.schedules.clocks.IntervalClock(
+            start_date=now.add(minutes=1),
+            interval=datetime.timedelta(minutes=2),
+            **attrs[0],
+        )
+        clock2 = prefect.schedules.clocks.IntervalClock(
+            start_date=now.add(minutes=1),
+            interval=datetime.timedelta(minutes=2),
+            **attrs[1],
+        )
+
+        flow = prefect.Flow(
+            name="Test Scheduled Flow",
+            schedule=prefect.schedules.Schedule(clocks=[clock1, clock2]),
+        )
+        flow.add_task(prefect.Parameter("x", default=1))
+        flow_id = await api.flows.create_flow(
+            project_id=project_id, serialized_flow=flow.serialize()
+        )
+        await models.FlowRun.where({"flow_id": {"_eq": flow_id}}).delete()
+        assert len(set((await api.flows.schedule_flow_runs(flow_id)))) == 10
+
+        flow_runs = await models.FlowRun.where({"flow_id": {"_eq": flow_id}}).get(
+            selection_set={"parameters": True, "scheduled_start_time": True},
+            order_by={"scheduled_start_time": EnumValue("asc")},
+        )
+
+        assert len(set([fr.scheduled_start_time for fr in flow_runs])) == 5
+
 
 class TestScheduleRuns:
     async def test_schedule_runs(self, flow_id):