diff --git a/webui.bat b/webui.bat
index e2c9079d2..a8d479b05 100644
--- a/webui.bat
+++ b/webui.bat
@@ -37,10 +37,15 @@ if %ERRORLEVEL% == 0 goto :activate_venv
 for /f "delims=" %%i in ('CALL %PYTHON% -c "import sys; print(sys.executable)"') do set PYTHON_FULLNAME="%%i"
 echo Creating venv in directory %VENV_DIR% using python %PYTHON_FULLNAME%
 %PYTHON_FULLNAME% -m venv "%VENV_DIR%" >tmp/stdout.txt 2>tmp/stderr.txt
-if %ERRORLEVEL% == 0 goto :activate_venv
+if %ERRORLEVEL% == 0 goto :upgrade_pip
 echo Unable to create venv in directory "%VENV_DIR%"
 goto :show_stdout_stderr
 
+:upgrade_pip
+"%VENV_DIR%\Scripts\Python.exe" -m pip install --upgrade pip
+if %ERRORLEVEL% == 0 goto :activate_venv
+echo Warning: Failed to upgrade PIP version
+
 :activate_venv
 set PYTHON="%VENV_DIR%\Scripts\Python.exe"
 echo venv %PYTHON%
diff --git a/webui.sh b/webui.sh
index c7c4bee98..7acea902c 100755
--- a/webui.sh
+++ b/webui.sh
@@ -210,6 +210,7 @@ then
     if [[ ! -d "${venv_dir}" ]]
     then
         "${python_cmd}" -m venv "${venv_dir}"
+        "${venv_dir}"/bin/python -m pip install --upgrade pip
         first_launch=1
     fi
     # shellcheck source=/dev/null