diff --git a/UPDATING.md b/UPDATING.md
index 0755f799b6997..65cea7fbc4a8c 100644
--- a/UPDATING.md
+++ b/UPDATING.md
@@ -57,6 +57,16 @@ https://developers.google.com/style/inclusive-documentation
 
 -->
 
+### Remove airflow.utils.file.TemporaryDirectory
+
+Since Airflow dropped support for Python < 3.5 there's no need to have this custom
+implementation of `TemporaryDirectory` because the same functionality is provided by
+`tempfile.TemporaryDirectory`.
+
+Now users instead of `import from airflow.utils.files import TemporaryDirectory` should
+do `from tempfile import TemporaryDirectory`. Both context managers provide the same
+interface, thus no additional changes should be required.
+
 ### Change python3 as Dataflow Hooks/Operators default interpreter
 
 Now the `py_interpreter` argument for DataFlow Hooks/Operators has been changed from python2 to python3.
diff --git a/airflow/contrib/operators/oracle_to_azure_data_lake_transfer.py b/airflow/contrib/operators/oracle_to_azure_data_lake_transfer.py
index 8f816dda78058..fc1ba24cf99b7 100644
--- a/airflow/contrib/operators/oracle_to_azure_data_lake_transfer.py
+++ b/airflow/contrib/operators/oracle_to_azure_data_lake_transfer.py
@@ -18,6 +18,7 @@
 # under the License.
 
 import os
+from tempfile import TemporaryDirectory
 
 import unicodecsv as csv
 
@@ -25,7 +26,6 @@
 from airflow.hooks.oracle_hook import OracleHook
 from airflow.models import BaseOperator
 from airflow.utils.decorators import apply_defaults
-from airflow.utils.file import TemporaryDirectory
 
 
 class OracleToAzureDataLakeTransfer(BaseOperator):
diff --git a/airflow/contrib/sensors/bash_sensor.py b/airflow/contrib/sensors/bash_sensor.py
index 5aaa2dfb87f8d..b0701f07e790f 100644
--- a/airflow/contrib/sensors/bash_sensor.py
+++ b/airflow/contrib/sensors/bash_sensor.py
@@ -19,11 +19,10 @@
 
 import os
 from subprocess import PIPE, STDOUT, Popen
-from tempfile import NamedTemporaryFile, gettempdir
+from tempfile import NamedTemporaryFile, TemporaryDirectory, gettempdir
 
 from airflow.sensors.base_sensor_operator import BaseSensorOperator
 from airflow.utils.decorators import apply_defaults
-from airflow.utils.file import TemporaryDirectory
 
 
 class BashSensor(BaseSensorOperator):
diff --git a/airflow/hooks/hive_hooks.py b/airflow/hooks/hive_hooks.py
index 4a636c5e5239d..67b84ff8d5859 100644
--- a/airflow/hooks/hive_hooks.py
+++ b/airflow/hooks/hive_hooks.py
@@ -24,7 +24,7 @@
 import subprocess
 import time
 from collections import OrderedDict
-from tempfile import NamedTemporaryFile
+from tempfile import NamedTemporaryFile, TemporaryDirectory
 
 import unicodecsv as csv
 
@@ -32,7 +32,6 @@
 from airflow.exceptions import AirflowException
 from airflow.hooks.base_hook import BaseHook
 from airflow.security import utils
-from airflow.utils.file import TemporaryDirectory
 from airflow.utils.helpers import as_flattened_list
 from airflow.utils.operator_helpers import AIRFLOW_VAR_NAME_FORMAT_MAPPING
 
diff --git a/airflow/hooks/pig_hook.py b/airflow/hooks/pig_hook.py
index 2b4d015bac027..7eaf536c328ba 100644
--- a/airflow/hooks/pig_hook.py
+++ b/airflow/hooks/pig_hook.py
@@ -18,11 +18,10 @@
 # under the License.
 
 import subprocess
-from tempfile import NamedTemporaryFile
+from tempfile import NamedTemporaryFile, TemporaryDirectory
 
 from airflow.exceptions import AirflowException
 from airflow.hooks.base_hook import BaseHook
-from airflow.utils.file import TemporaryDirectory
 
 
 class PigCliHook(BaseHook):
diff --git a/airflow/operators/bash_operator.py b/airflow/operators/bash_operator.py
index 67ffbee37c40e..8e782b2b4b5c5 100644
--- a/airflow/operators/bash_operator.py
+++ b/airflow/operators/bash_operator.py
@@ -21,13 +21,12 @@
 import os
 import signal
 from subprocess import PIPE, STDOUT, Popen
-from tempfile import gettempdir
+from tempfile import TemporaryDirectory, gettempdir
 from typing import Dict, Optional
 
 from airflow.exceptions import AirflowException
 from airflow.models import BaseOperator
 from airflow.utils.decorators import apply_defaults
-from airflow.utils.file import TemporaryDirectory
 from airflow.utils.operator_helpers import context_to_airflow_vars
 
 
diff --git a/airflow/operators/docker_operator.py b/airflow/operators/docker_operator.py
index 7e530385c3fe7..86f575e0be4ff 100644
--- a/airflow/operators/docker_operator.py
+++ b/airflow/operators/docker_operator.py
@@ -21,6 +21,7 @@
 """
 import ast
 import json
+from tempfile import TemporaryDirectory
 from typing import Dict, Iterable, List, Optional, Union
 
 from docker import APIClient, tls
@@ -29,7 +30,6 @@
 from airflow.hooks.docker_hook import DockerHook
 from airflow.models import BaseOperator
 from airflow.utils.decorators import apply_defaults
-from airflow.utils.file import TemporaryDirectory
 
 
 # pylint: disable=too-many-instance-attributes
diff --git a/airflow/operators/python_operator.py b/airflow/operators/python_operator.py
index bb82428ceac13..b0a937d2a5ce7 100644
--- a/airflow/operators/python_operator.py
+++ b/airflow/operators/python_operator.py
@@ -25,6 +25,7 @@
 import types
 from inspect import signature
 from itertools import islice
+from tempfile import TemporaryDirectory
 from textwrap import dedent
 from typing import Callable, Dict, Iterable, List, Optional
 
@@ -33,7 +34,6 @@
 from airflow.exceptions import AirflowException
 from airflow.models import BaseOperator, SkipMixin
 from airflow.utils.decorators import apply_defaults
-from airflow.utils.file import TemporaryDirectory
 from airflow.utils.operator_helpers import context_to_airflow_vars
 
 
diff --git a/airflow/operators/s3_to_hive_operator.py b/airflow/operators/s3_to_hive_operator.py
index ee602ce6f8e1d..8de181e533924 100644
--- a/airflow/operators/s3_to_hive_operator.py
+++ b/airflow/operators/s3_to_hive_operator.py
@@ -25,7 +25,7 @@
 import gzip
 import os
 import tempfile
-from tempfile import NamedTemporaryFile
+from tempfile import NamedTemporaryFile, TemporaryDirectory
 from typing import Dict, Optional, Union
 
 from airflow.exceptions import AirflowException
@@ -34,7 +34,6 @@
 from airflow.providers.amazon.aws.hooks.s3 import S3Hook
 from airflow.utils.compression import uncompress_file
 from airflow.utils.decorators import apply_defaults
-from airflow.utils.file import TemporaryDirectory
 
 
 class S3ToHiveTransfer(BaseOperator):  # pylint: disable=too-many-instance-attributes
diff --git a/airflow/utils/file.py b/airflow/utils/file.py
index b72f44a0f1d9e..8012792117cd2 100644
--- a/airflow/utils/file.py
+++ b/airflow/utils/file.py
@@ -17,30 +17,22 @@
 # specific language governing permissions and limitations
 # under the License.
 
-import errno
 import os
 import re
-import shutil
 import zipfile
-from contextlib import contextmanager
-from tempfile import mkdtemp
 from typing import Dict, List, Optional, Pattern
 
 from airflow import LoggingMixin, conf
 
 
-@contextmanager
-def TemporaryDirectory(suffix='', prefix=None, dir=None):
-    name = mkdtemp(suffix=suffix, prefix=prefix, dir=dir)
-    try:
-        yield name
-    finally:
-        try:
-            shutil.rmtree(name)
-        except OSError as e:
-            # ENOENT - no such file or directory
-            if e.errno != errno.ENOENT:
-                raise e
+def TemporaryDirectory(*args, **kwargs):
+    import warnings
+    from tempfile import TemporaryDirectory as TmpDir
+    warnings.warn(
+        "This function is deprecated. Please use `tempfile.TemporaryDirectory`",
+        DeprecationWarning, stacklevel=2
+    )
+    return TmpDir(*args, **kwargs)
 
 
 def mkdirs(path, mode):
diff --git a/tests/contrib/operators/test_oracle_to_azure_data_lake_transfer.py b/tests/contrib/operators/test_oracle_to_azure_data_lake_transfer.py
index 1b6551869de4d..6d1981e1bcf57 100644
--- a/tests/contrib/operators/test_oracle_to_azure_data_lake_transfer.py
+++ b/tests/contrib/operators/test_oracle_to_azure_data_lake_transfer.py
@@ -19,13 +19,13 @@
 
 import os
 import unittest
+from tempfile import TemporaryDirectory
 
 import mock
 import unicodecsv as csv
 from mock import MagicMock
 
 from airflow.contrib.operators.oracle_to_azure_data_lake_transfer import OracleToAzureDataLakeTransfer
-from airflow.utils.file import TemporaryDirectory
 
 
 class TestOracleToAzureDataLakeTransfer(unittest.TestCase):
diff --git a/tests/gcp/operators/test_cloud_build_system_helper.py b/tests/gcp/operators/test_cloud_build_system_helper.py
index e7a075fd856d5..6e1c7b726fd6b 100755
--- a/tests/gcp/operators/test_cloud_build_system_helper.py
+++ b/tests/gcp/operators/test_cloud_build_system_helper.py
@@ -22,9 +22,9 @@
 """
 import argparse
 import os
+from tempfile import TemporaryDirectory
 from urllib.parse import urlparse
 
-from airflow.utils.file import TemporaryDirectory
 from tests.contrib.utils.logging_command_executor import LoggingCommandExecutor
 from tests.gcp.utils.gcp_authenticator import GCP_CLOUD_BUILD_KEY, GcpAuthenticator
 
diff --git a/tests/operators/test_docker_operator.py b/tests/operators/test_docker_operator.py
index 541f84eecb04d..03357e922f6a0 100644
--- a/tests/operators/test_docker_operator.py
+++ b/tests/operators/test_docker_operator.py
@@ -33,11 +33,11 @@
 
 
 class TestDockerOperator(unittest.TestCase):
-    @mock.patch('airflow.utils.file.mkdtemp')
+    @mock.patch('airflow.operators.docker_operator.TemporaryDirectory')
     @mock.patch('airflow.operators.docker_operator.APIClient')
-    def test_execute(self, client_class_mock, mkdtemp_mock):
+    def test_execute(self, client_class_mock, tempdir_mock):
         host_config = mock.Mock()
-        mkdtemp_mock.return_value = '/mkdtemp'
+        tempdir_mock.return_value.__enter__.return_value = '/mkdtemp'
 
         client_mock = mock.Mock(spec=APIClient)
         client_mock.create_container.return_value = {'Id': 'some_id'}
@@ -82,7 +82,7 @@ def test_execute(self, client_class_mock, mkdtemp_mock):
                                                                auto_remove=False,
                                                                dns=None,
                                                                dns_search=None)
-        mkdtemp_mock.assert_called_once_with(dir='/host/airflow', prefix='airflowtmp', suffix='')
+        tempdir_mock.assert_called_once_with(dir='/host/airflow', prefix='airflowtmp')
         client_mock.images.assert_called_once_with(name='ubuntu:latest')
         client_mock.attach.assert_called_once_with(container='some_id', stdout=True,
                                                    stderr=True, stream=True)
diff --git a/tests/providers/google/cloud/operators/test_dataproc_operator_system_helper.py b/tests/providers/google/cloud/operators/test_dataproc_operator_system_helper.py
index d74ce85a7d89a..b1916090736d5 100644
--- a/tests/providers/google/cloud/operators/test_dataproc_operator_system_helper.py
+++ b/tests/providers/google/cloud/operators/test_dataproc_operator_system_helper.py
@@ -18,8 +18,8 @@
 # specific language governing permissions and limitations
 # under the License.
 import os
+from tempfile import TemporaryDirectory
 
-from airflow.utils.file import TemporaryDirectory
 from tests.contrib.utils.logging_command_executor import LoggingCommandExecutor