diff --git a/awscli/botocore/httpchecksum.py b/awscli/botocore/httpchecksum.py
index e90bab61962a..122f84de3a3e 100644
--- a/awscli/botocore/httpchecksum.py
+++ b/awscli/botocore/httpchecksum.py
@@ -388,7 +388,13 @@ def _apply_request_trailer_checksum(request):
         # Send the decoded content length if we can determine it. Some
         # services such as S3 may require the decoded content length
         headers["X-Amz-Decoded-Content-Length"] = str(content_length)
-
+        
+        if "Content-Length" in headers:
+            del headers["Content-Length"]
+            logger.debug(
+                "Removing the Content-Length header since 'chunked' is specified for Transfer-Encoding."
+            )
+    
     if isinstance(body, (bytes, bytearray)):
         body = io.BytesIO(body)
 
diff --git a/tests/functional/botocore/test_s3.py b/tests/functional/botocore/test_s3.py
index 937eb1ae8e9a..4b159a6252ed 100644
--- a/tests/functional/botocore/test_s3.py
+++ b/tests/functional/botocore/test_s3.py
@@ -1558,7 +1558,12 @@ class TestCanSendIntegerHeaders(BaseSessionTest):
 
     def test_int_values_with_sigv4(self):
         s3 = self.session.create_client(
-            's3', config=Config(signature_version='s3v4'))
+            "s3",
+            config=Config(
+                signature_version="s3v4",
+                request_checksum_calculation="when_required",
+            ),
+        )
         with ClientHTTPStubber(s3) as http_stubber:
             http_stubber.add_response()
             s3.upload_part(Bucket='foo', Key='bar', Body=b'foo',