diff --git a/tests/test_outputs.py b/tests/test_outputs.py
index e35f8a2..2db28ea 100644
--- a/tests/test_outputs.py
+++ b/tests/test_outputs.py
@@ -16,16 +16,19 @@ def test(self):
             ["python", test_file],
             env=env,
             stdout=subprocess.PIPE,
-            stderr=subprocess.PIPE,
+            stderr=subprocess.STDOUT,
         )
         with open(expected_file, "r", encoding="utf-8") as r:
+            # Escape regular expression
+            pattern = re.sub(r"([()])", r"\\\1", r.read())
+            # Allow CRLF
+            pattern = re.sub("\n", r"\r?\n", pattern) + r'(?:\r\n)?'
             # Allow duration to change
-            expected = re.sub(r"([()])", r"\\\1", r.read())
-            expected = re.sub(
-                r"(?<=<COMPLETEDIN::>)\d+(?:\.\d+)?", r"\\d+(?:\\.\\d+)?", expected
+            pattern = re.sub(
+                r"(?<=<COMPLETEDIN::>)\d+(?:\.\d+)?", r"\\d+(?:\\.\\d+)?", pattern
             )
 
-            self.assertRegex(result.stdout.decode("utf-8"), expected)
+            self.assertRegex(result.stdout.decode("utf-8"), pattern)
 
     return test
 
@@ -41,7 +44,7 @@ def test(self):
             ["python", test_file],
             env=env,
             stdout=subprocess.PIPE,
-            stderr=subprocess.PIPE,
+            stderr=subprocess.STDOUT,
         )
         with open(sample_file, "r", encoding="utf-8") as r:
             # Ensure that it contains the same output structure
@@ -56,13 +59,18 @@ def define_tests():
     fixtures_dir = os.path.join(os.path.dirname(os.path.realpath(__file__)), "fixtures")
     package_dir = Path(fixtures_dir).parent.parent
     files = (f for f in os.listdir(fixtures_dir) if f.endswith(".py"))
+
+    env = {"PYTHONPATH": str(package_dir)}
+    if "SYSTEMROOT" in os.environ:
+        env["SYSTEMROOT"] = os.environ["SYSTEMROOT"]
+
     for f in files:
         expected_file = os.path.join(fixtures_dir, f.replace(".py", ".expected.txt"))
         if os.path.exists(expected_file):
             test_func = test_against_expected(
                 os.path.join(fixtures_dir, f),
                 expected_file,
-                {"PYTHONPATH": package_dir},
+                env,
             )
         else:
             # Use `.sample.txt` when testing against outputs with more variables.
@@ -70,7 +78,7 @@ def define_tests():
             test_func = test_against_sample(
                 os.path.join(fixtures_dir, f),
                 os.path.join(fixtures_dir, f.replace(".py", ".sample.txt")),
-                {"PYTHONPATH": package_dir},
+                env,
             )
         setattr(TestOutputs, "test_{0}".format(f.replace(".py", "")), test_func)