diff --git a/litellm-rust/crates/callbacks-legacy-python/python_contract.json b/litellm-rust/crates/callbacks-legacy-python/python_contract.json
index ab887bbc014..c70a9708d49 100644
--- a/litellm-rust/crates/callbacks-legacy-python/python_contract.json
+++ b/litellm-rust/crates/callbacks-legacy-python/python_contract.json
@@ -117,7 +117,8 @@
     "chunks",
     "start",
     "end",
-    "first_chunk"
+    "first_chunk",
+    "stream_teardown"
   ],
   "stream_failure": [
     "logger",
diff --git a/litellm-rust/crates/callbacks-legacy-python/src/adapter.rs b/litellm-rust/crates/callbacks-legacy-python/src/adapter.rs
index 1bb84184e4c..59d528c0fa4 100644
--- a/litellm-rust/crates/callbacks-legacy-python/src/adapter.rs
+++ b/litellm-rust/crates/callbacks-legacy-python/src/adapter.rs
@@ -274,7 +274,12 @@ impl LegacyLogging {
         logger.sync_success_for_async_call(py, &self.response, &self.start, &self.end)
     }
 
-    fn stream_success(&self, py: Python<'_>, stream: &DeliveredStream) -> PyResult<()> {
+    fn stream_success(
+        &self,
+        py: Python<'_>,
+        stream: &DeliveredStream,
+        teardown: bool,
+    ) -> PyResult<()> {
         let logger = self.logger()?;
         let billing = self.stream_billing().ok_or(HostError::MissingState)?;
         let billed = Streaming::Success.call(
@@ -291,6 +296,7 @@ impl LegacyLogging {
                 &self.start,
                 &self.end,
                 &stream.first_chunk,
+                teardown,
             ),
         );
         match billed {
@@ -592,7 +598,7 @@ impl LegacyLogging {
         self.end = Some(datetime(py, timing.end_time)?);
         self.response = Some(response.clone_ref(py));
         match &self.stream {
-            Some(stream) => self.stream_success(py, stream)?,
+            Some(stream) => self.stream_success(py, stream, false)?,
             None => self.dispatch_success(py)?,
         }
         Ok(HookStep::Ready(()))
@@ -662,8 +668,28 @@ impl LegacyLogging {
     }
 }
 
+impl LegacyLogging {
+    // A caller that goes away mid-stream cancels the call before it ends: Python's Messages
+    // stream iterator still bills the chunks it read, straight away rather than deferred.
+    fn bill_abandoned_stream(&mut self, py: Python<'_>) -> PyResult<()> {
+        if !self.asynchronous || self.end.is_some() {
+            return Ok(());
+        }
+        let Some(stream) = self.stream.take() else {
+            return Ok(());
+        };
+        self.end = Some(datetime(py, epoch_seconds())?);
+        self.stream_success(py, &stream, true)
+    }
+}
+
 impl PythonOwned for LegacyLogging {
     fn close(&mut self, py: Python<'_>) {
+        if self.logger.is_some()
+            && let Err(error) = self.bill_abandoned_stream(py)
+        {
+            error.write_unraisable(py, None);
+        }
         if let Some(logger) = self.logger.take()
             && let Err(error) = logger.restore_context(py)
         {
@@ -1981,6 +2007,45 @@ assert chunks[1] is last
         });
     }
 
+    #[rstest]
+    #[case::cancelled_mid_stream(None, &["stamp_stream_head", "stream_opened", "stream_success", "restore"])]
+    #[case::after_success(Some(true), &["stamp_stream_head", "stream_opened", "stream_success", "restore"])]
+    #[case::after_failure(Some(false), &["stamp_stream_head", "stream_opened", "stream_failure", "restore"])]
+    fn closing_an_unfinished_stream_bills_its_delivered_chunks_once(
+        #[case] ended: Option<bool>,
+        #[case] expected: &[&str],
+    ) {
+        Python::initialize();
+        Python::attach(|py| {
+            let locals = namespace(
+                py,
+                c"first = b'first'\nresponse = None\nfailure = ValueError('provider')\nhead = {}",
+            );
+            let mut logging = LegacyLogging {
+                operation: crate::LoggingOperation::Messages,
+                ..logged(py, &locals, true)
+            };
+            logging
+                .on_stream_open(py, &local(&locals, "head").unbind())
+                .unwrap();
+            logging
+                .on_stream_chunk(py, &local(&locals, "first").unbind())
+                .unwrap();
+            match ended {
+                Some(true) => drop(succeed(py, &locals, &mut logging)),
+                Some(false) => drop(fail(py, &locals, &mut logging)),
+                None => {}
+            }
+            litellm_host_python::PythonOwned::close(&mut logging, py);
+            let names: Vec<String> = local(&locals, "logger")
+                .call_method0("names")
+                .unwrap()
+                .extract()
+                .unwrap();
+            assert_eq!(names, expected);
+        });
+    }
+
     #[rstest]
     #[case::synchronous(false, &["failure_handler"])]
     #[case::asynchronous(true, &[])]
diff --git a/litellm-rust/crates/callbacks-legacy-python/src/test_support.rs b/litellm-rust/crates/callbacks-legacy-python/src/test_support.rs
index 8acfa7a898b..a74121c4b56 100644
--- a/litellm-rust/crates/callbacks-legacy-python/src/test_support.rs
+++ b/litellm-rust/crates/callbacks-legacy-python/src/test_support.rs
@@ -92,7 +92,7 @@ FAKES = {
     'after_deployment_failure': lambda kwargs, error, call_type: kwargs['logger'].hook('failure', error, call_type),
     'stream_opened': lambda logger, head: logger.record('stream_opened', head),
     'stamp_stream_head': lambda head, logger, kwargs, start, end: logger.record('stamp_stream_head', head),
-    'stream_success': lambda logger, url_route, endpoint_type, request_body, chunks, start, end, first_chunk: logger.record(
+    'stream_success': lambda logger, url_route, endpoint_type, request_body, chunks, start, end, first_chunk, stream_teardown: logger.record(
         'stream_success', list(chunks)
     ),
     'stream_failure': lambda logger, endpoint_type, request_body, chunks, error: logger.record('stream_failure', error),
diff --git a/litellm/rust_bridge/host/callbacks_legacy_python.py b/litellm/rust_bridge/host/callbacks_legacy_python.py
index 92590531cdc..b4c7a6a4ee5 100644
--- a/litellm/rust_bridge/host/callbacks_legacy_python.py
+++ b/litellm/rust_bridge/host/callbacks_legacy_python.py
@@ -419,6 +419,7 @@ def stream_success(
     start: datetime.datetime,
     end: datetime.datetime,
     first_chunk: datetime.datetime | None,
+    stream_teardown: bool,
 ) -> None:
     from litellm.llms.anthropic.messages.native.streaming_iterator import (
         GLOBAL_PASS_THROUGH_SUCCESS_HANDLER_OBJ,
@@ -443,7 +444,7 @@ def stream_success(
         raw_bytes=chunks,
         end_time=end,
     )
-    if getattr(logger, "_on_deferred_stream_complete", None) is not None:
+    if not stream_teardown and getattr(logger, "_on_deferred_stream_complete", None) is not None:
         logger._deferred_stream_complete_args = (coroutine,)  # pyright: ignore[reportAttributeAccessIssue]  # the proxy's deferred stream release reads this slot
         return
     try:
diff --git a/tests/test_litellm_rust/messages/test_streaming.py b/tests/test_litellm_rust/messages/test_streaming.py
index e57631f48b9..0674d77e52c 100644
--- a/tests/test_litellm_rust/messages/test_streaming.py
+++ b/tests/test_litellm_rust/messages/test_streaming.py
@@ -1,3 +1,4 @@
+import asyncio
 from collections.abc import AsyncIterator, Iterator
 from typing import Final
 
@@ -68,3 +69,22 @@ async def test_stream_closed_early_logs_success_once(server: RecordingServer) ->
     assert len(await recorder.wait_for_async("async_log_success_event")) == 1
     with pytest.raises(StopAsyncIteration):
         await anext(stream)
+
+
+@pytest.mark.asyncio
+async def test_stream_cancelled_while_waiting_on_the_provider_logs_success_for_what_it_read(
+    server: RecordingServer,
+) -> None:
+    server.enqueue(ResponseSpec(body=None, events=MESSAGES_EVENTS, chunk_delay=1))
+    recorder: Final = RecordingLogger()
+
+    stream: Final = await call(server, stream=True, callbacks=[recorder])
+    assert isinstance(stream, AsyncIterator)
+    await anext(stream)
+    with pytest.raises(TimeoutError):
+        await asyncio.wait_for(anext(stream), timeout=0.2)
+
+    success: Final = await recorder.wait_for_async("async_log_success_event")
+    assert len(success) == 1
+    assert success[0].response.usage.prompt_tokens == MESSAGES_RESPONSE["usage"]["input_tokens"]
+    assert "log_failure_event" not in recorder.names