diff --git a/changelog/6026.improvement.rst b/changelog/6026.improvement.rst
new file mode 100644
index 000000000..34dfb278d
--- /dev/null
+++ b/changelog/6026.improvement.rst
@@ -0,0 +1 @@
+Align prefixes in output of pytester's ``LineMatcher``.
diff --git a/src/_pytest/pytester.py b/src/_pytest/pytester.py
index a050dad09..2974420f5 100644
--- a/src/_pytest/pytester.py
+++ b/src/_pytest/pytester.py
@@ -1344,7 +1344,6 @@ class LineMatcher:
             pattern
         :param str match_nickname: the nickname for the match function that
             will be logged to stdout when a match occurs
-
         """
         assert isinstance(lines2, Sequence)
         lines2 = self._getlines(lines2)
@@ -1352,6 +1351,7 @@ class LineMatcher:
         nextline = None
         extralines = []
         __tracebackhide__ = True
+        wnick = len(match_nickname) + 1
         for line in lines2:
             nomatchprinted = False
             while lines1:
@@ -1361,17 +1361,21 @@ class LineMatcher:
                     break
                 elif match_func(nextline, line):
                     self._log("%s:" % match_nickname, repr(line))
-                    self._log("   with:", repr(nextline))
+                    self._log(
+                        "{:>{width}}".format("with:", width=wnick), repr(nextline)
+                    )
                     break
                 else:
                     if not nomatchprinted:
-                        self._log("nomatch:", repr(line))
+                        self._log(
+                            "{:>{width}}".format("nomatch:", width=wnick), repr(line)
+                        )
                         nomatchprinted = True
-                    self._log("    and:", repr(nextline))
+                    self._log("{:>{width}}".format("and:", width=wnick), repr(nextline))
                 extralines.append(nextline)
             else:
                 self._log("remains unmatched: {!r}".format(line))
-                pytest.fail(self._log_text)
+                pytest.fail(self._log_text.lstrip())
 
     def no_fnmatch_line(self, pat):
         """Ensure captured lines do not match the given pattern, using ``fnmatch.fnmatch``.
@@ -1396,16 +1400,19 @@ class LineMatcher:
         """
         __tracebackhide__ = True
         nomatch_printed = False
+        wnick = len(match_nickname) + 1
         try:
             for line in self.lines:
                 if match_func(line, pat):
                     self._log("%s:" % match_nickname, repr(pat))
-                    self._log("   with:", repr(line))
-                    pytest.fail(self._log_text)
+                    self._log("{:>{width}}".format("with:", width=wnick), repr(line))
+                    pytest.fail(self._log_text.lstrip())
                 else:
                     if not nomatch_printed:
-                        self._log("nomatch:", repr(pat))
+                        self._log(
+                            "{:>{width}}".format("nomatch:", width=wnick), repr(pat)
+                        )
                         nomatch_printed = True
-                    self._log("    and:", repr(line))
+                    self._log("{:>{width}}".format("and:", width=wnick), repr(line))
         finally:
             self._log_output = []
diff --git a/testing/test_pytester.py b/testing/test_pytester.py
index f8b0896c5..63710143a 100644
--- a/testing/test_pytester.py
+++ b/testing/test_pytester.py
@@ -457,16 +457,39 @@ def test_linematcher_with_nonlist():
     assert lm._getlines(set()) == set()
 
 
+def test_linematcher_match_failure():
+    lm = LineMatcher(["foo", "foo", "bar"])
+    with pytest.raises(pytest.fail.Exception) as e:
+        lm.fnmatch_lines(["foo", "f*", "baz"])
+    assert e.value.msg.splitlines() == [
+        "exact match: 'foo'",
+        "fnmatch: 'f*'",
+        "   with: 'foo'",
+        "nomatch: 'baz'",
+        "    and: 'bar'",
+        "remains unmatched: 'baz'",
+    ]
+
+    lm = LineMatcher(["foo", "foo", "bar"])
+    with pytest.raises(pytest.fail.Exception) as e:
+        lm.re_match_lines(["foo", "^f.*", "baz"])
+    assert e.value.msg.splitlines() == [
+        "exact match: 'foo'",
+        "re.match: '^f.*'",
+        "    with: 'foo'",
+        " nomatch: 'baz'",
+        "     and: 'bar'",
+        "remains unmatched: 'baz'",
+    ]
+
+
 @pytest.mark.parametrize("function", ["no_fnmatch_line", "no_re_match_line"])
 def test_no_matching(function):
-    """"""
     if function == "no_fnmatch_line":
-        match_func_name = "fnmatch"
         good_pattern = "*.py OK*"
         bad_pattern = "*X.py OK*"
     else:
         assert function == "no_re_match_line"
-        match_func_name = "re.match"
         good_pattern = r".*py OK"
         bad_pattern = r".*Xpy OK"
 
@@ -480,24 +503,30 @@ def test_no_matching(function):
         ]
     )
 
-    def check_failure_lines(lines):
-        expected = [
-            "nomatch: '{}'".format(good_pattern),
-            "    and: 'cachedir: .pytest_cache'",
-            "    and: 'collecting ... collected 1 item'",
-            "    and: ''",
-            "{}: '{}'".format(match_func_name, good_pattern),
-            "   with: 'show_fixtures_per_test.py OK'",
-        ]
-        assert lines == expected
-
     # check the function twice to ensure we don't accumulate the internal buffer
     for i in range(2):
         with pytest.raises(pytest.fail.Exception) as e:
             func = getattr(lm, function)
             func(good_pattern)
         obtained = str(e.value).splitlines()
-        check_failure_lines(obtained)
+        if function == "no_fnmatch_line":
+            assert obtained == [
+                "nomatch: '{}'".format(good_pattern),
+                "    and: 'cachedir: .pytest_cache'",
+                "    and: 'collecting ... collected 1 item'",
+                "    and: ''",
+                "fnmatch: '{}'".format(good_pattern),
+                "   with: 'show_fixtures_per_test.py OK'",
+            ]
+        else:
+            assert obtained == [
+                "nomatch: '{}'".format(good_pattern),
+                "     and: 'cachedir: .pytest_cache'",
+                "     and: 'collecting ... collected 1 item'",
+                "     and: ''",
+                "re.match: '{}'".format(good_pattern),
+                "    with: 'show_fixtures_per_test.py OK'",
+            ]
 
     func = getattr(lm, function)
     func(bad_pattern)  # bad pattern does not match any line: passes