diff --git a/homeassistant/scripts/__init__.py b/homeassistant/scripts/__init__.py
index 02cc0bff362241..3050379a496c7c 100644
--- a/homeassistant/scripts/__init__.py
+++ b/homeassistant/scripts/__init__.py
@@ -9,7 +9,8 @@
 
 from homeassistant.bootstrap import async_mount_local_lib_path
 from homeassistant.config import get_default_config_dir
-from homeassistant import requirements
+from homeassistant.core import HomeAssistant
+from homeassistant.requirements import pip_kwargs, PackageLoadable
 from homeassistant.util.package import install_package, is_virtual_env
 
 
@@ -39,16 +40,25 @@ def run(args: List) -> int:
 
     config_dir = extract_config_dir()
 
+    loop = asyncio.get_event_loop()
+
     if not is_virtual_env():
-        asyncio.get_event_loop().run_until_complete(
-            async_mount_local_lib_path(config_dir))
+        loop.run_until_complete(async_mount_local_lib_path(config_dir))
 
-    pip_kwargs = requirements.pip_kwargs(config_dir)
+    _pip_kwargs = pip_kwargs(config_dir)
 
     logging.basicConfig(stream=sys.stdout, level=logging.INFO)
 
+    hass = HomeAssistant(loop)
+    pkgload = PackageLoadable(hass)
     for req in getattr(script, 'REQUIREMENTS', []):
-        returncode = install_package(req, **pip_kwargs)
+        try:
+            loop.run_until_complete(pkgload.loadable(req))
+            continue
+        except ImportError:
+            pass
+
+        returncode = install_package(req, **_pip_kwargs)
 
         if not returncode:
             print('Aborting script, could not install dependency', req)
diff --git a/homeassistant/scripts/check_config.py b/homeassistant/scripts/check_config.py
index 67bc97da9924dd..1b8c67193950fc 100644
--- a/homeassistant/scripts/check_config.py
+++ b/homeassistant/scripts/check_config.py
@@ -5,7 +5,6 @@
 import os
 from collections import OrderedDict, namedtuple
 from glob import glob
-from platform import system
 from typing import Dict, List, Sequence
 from unittest.mock import patch
 
@@ -22,8 +21,6 @@
 from homeassistant.exceptions import HomeAssistantError
 
 REQUIREMENTS = ('colorlog==4.0.2',)
-if system() == 'Windows':  # Ensure colorama installed for colorlog on Windows
-    REQUIREMENTS += ('colorama<=1',)
 
 _LOGGER = logging.getLogger(__name__)
 # pylint: disable=protected-access