diff --git a/CHANGELOG.md b/CHANGELOG.md
index 8ee9f66b6a..22eaa4a017 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -46,7 +46,9 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 - `opentelemetry-instrumentation-flask` Do not emit a warning message for request contexts created with `app.test_request_context`
   ([#253](https://github.com/open-telemetry/opentelemetry-python-contrib/pull/253))
 - `opentelemetry-instrumentation-requests`, `opentelemetry-instrumentation-urllib` Fix span name callback parameters
-- ([#259](https://github.com/open-telemetry/opentelemetry-python-contrib/pull/259))
+  ([#259](https://github.com/open-telemetry/opentelemetry-python-contrib/pull/259))
+- `opentelemetry-exporter-datadog` Fix unintentional type change of span trace flags
+  ([#261](https://github.com/open-telemetry/opentelemetry-python-contrib/pull/261))
 
 ## [0.16b1](https://github.com/open-telemetry/opentelemetry-python-contrib/releases/tag/v0.16b1) - 2020-11-26
 
diff --git a/exporter/opentelemetry-exporter-datadog/src/opentelemetry/exporter/datadog/propagator.py b/exporter/opentelemetry-exporter-datadog/src/opentelemetry/exporter/datadog/propagator.py
index 27fa15b7b2..66c833174e 100644
--- a/exporter/opentelemetry-exporter-datadog/src/opentelemetry/exporter/datadog/propagator.py
+++ b/exporter/opentelemetry-exporter-datadog/src/opentelemetry/exporter/datadog/propagator.py
@@ -60,7 +60,7 @@ def extract(
             constants.AUTO_KEEP,
             constants.USER_KEEP,
         ):
-            trace_flags |= trace.TraceFlags.SAMPLED
+            trace_flags = trace.TraceFlags(trace.TraceFlags.SAMPLED)
 
         if trace_id is None or span_id is None:
             return set_span_in_context(trace.INVALID_SPAN, context)