diff --git a/test/asynchronous/test_encryption.py b/test/asynchronous/test_encryption.py
index f29b0f824d..c3f6223384 100644
--- a/test/asynchronous/test_encryption.py
+++ b/test/asynchronous/test_encryption.py
@@ -380,6 +380,7 @@ async def test_use_after_close(self):
         is_greenthread_patched(),
         "gevent and eventlet do not support POSIX-style forking.",
     )
+    @unittest.skipIf("PyPy" in sys.version, "PYTHON-4738 fails often on PyPy")
     @async_client_context.require_sync
     async def test_fork(self):
         opts = AutoEncryptionOpts(KMS_PROVIDERS, "keyvault.datakeys")
diff --git a/test/test_encryption.py b/test/test_encryption.py
index 512c92f4d1..43c85e2c5b 100644
--- a/test/test_encryption.py
+++ b/test/test_encryption.py
@@ -380,6 +380,7 @@ def test_use_after_close(self):
         is_greenthread_patched(),
         "gevent and eventlet do not support POSIX-style forking.",
     )
+    @unittest.skipIf("PyPy" in sys.version, "PYTHON-4738 fails often on PyPy")
     @client_context.require_sync
     def test_fork(self):
         opts = AutoEncryptionOpts(KMS_PROVIDERS, "keyvault.datakeys")