diff --git a/mkdocs/__main__.py b/mkdocs/__main__.py
index a97014d1..f196674c 100644
--- a/mkdocs/__main__.py
+++ b/mkdocs/__main__.py
@@ -12,6 +12,15 @@ from mkdocs import utils
 from mkdocs import config
 from mkdocs.commands import build, gh_deploy, new, serve
 
+
+if sys.platform.startswith("win"):
+    try:
+        import colorama
+    except ImportError:
+        pass
+    else:
+        colorama.init()
+
 log = logging.getLogger(__name__)
 
 
diff --git a/requirements/project-min.txt b/requirements/project-min.txt
index 2d9fce61..20a9327d 100644
--- a/requirements/project-min.txt
+++ b/requirements/project-min.txt
@@ -12,3 +12,4 @@ mkdocs-redirects==1.0.1
 importlib_metadata==3.10.0
 packaging==20.5
 mergedeep==1.3.4
+colorama==0.4; platform_system == 'Windows'
diff --git a/requirements/project.txt b/requirements/project.txt
index 38b1b38e..c8fd1133 100644
--- a/requirements/project.txt
+++ b/requirements/project.txt
@@ -12,3 +12,4 @@ mkdocs-redirects>=1.0.1
 importlib_metadata>=3.10
 packaging>=20.5
 mergedeep>=1.3.4
+colorama>=0.4; platform_system == 'Windows'