diff --git a/platformio/__main__.py b/platformio/__main__.py
index b1872fd2..5c9b0da0 100644
--- a/platformio/__main__.py
+++ b/platformio/__main__.py
@@ -101,6 +101,18 @@ def main():
             except:  # pylint: disable=bare-except
                 pass
 
+        # Handle IOError issue with colorama/VSCode
+        click_echo_origin = click.echo
+
+        def _echo(*args, **kwargs):
+            try:
+                click_echo_origin(*args, **kwargs)
+            except IOError:
+                (sys.stderr.write if kwargs.get("err") else
+                 sys.stdout.write)("%s\n" % (args[0] if args else ""))
+
+        click.echo = _echo
+
         cli(None, None, None)
     except Exception as e:  # pylint: disable=W0703
         if not isinstance(e, exception.ReturnErrorCode):
diff --git a/platformio/managers/platform.py b/platformio/managers/platform.py
index 3ee2b19f..6497b00f 100644
--- a/platformio/managers/platform.py
+++ b/platformio/managers/platform.py
@@ -15,7 +15,6 @@
 import base64
 import os
 import re
-import sys
 from imp import load_source
 from multiprocessing import cpu_count
 from os.path import basename, dirname, isdir, isfile, join
@@ -395,10 +394,7 @@ class PlatformRunMixin(object):
         fg = (None, "yellow", "red")[level - 1]
         if level == 1 and "is up to date" in line:
             fg = "green"
-        try:
-            click.secho(line, fg=fg, err=level > 1)
-        except IOError:
-            (sys.stderr.write if level > 1 else sys.stdout.write)(line + "\n")
+        click.secho(line, fg=fg, err=level > 1)
 
     @staticmethod
     def get_job_nums():