diff --git a/Lib/sre_parse.py b/Lib/sre_parse.py
index f72408f..d59d642 100644
--- a/Lib/sre_parse.py
+++ b/Lib/sre_parse.py
@@ -414,7 +414,7 @@
             newitems.append(item)
     return newitems
 
-def _parse_sub(source, state, verbose, nested=True):
+def _parse_sub(source, state, verbose, nested):
     # parse an alternation: a|b|c
 
     items = []
@@ -422,7 +422,8 @@
     sourcematch = source.match
     start = source.tell()
     while True:
-        itemsappend(_parse(source, state, verbose, not nested and not items))
+        itemsappend(_parse(source, state, verbose, nested + 1,
+                           not nested and not items))
         if not sourcematch("|"):
             break
 
@@ -471,7 +472,7 @@
     subpattern.append((BRANCH, (None, items)))
     return subpattern
 
-def _parse(source, state, verbose, first=False):
+def _parse(source, state, verbose, nested, first=False):
     # parse a simple pattern
     subpattern = SubPattern(state)
 
@@ -708,7 +709,7 @@
                         lookbehindgroups = state.lookbehindgroups
                         if lookbehindgroups is None:
                             state.lookbehindgroups = state.groups
-                    p = _parse_sub(source, state, verbose)
+                    p = _parse_sub(source, state, verbose, nested + 1)
                     if dir < 0:
                         if lookbehindgroups is None:
                             state.lookbehindgroups = None
@@ -744,9 +745,9 @@
                             msg = "invalid group reference %d" % condgroup
                             raise source.error(msg, len(condname) + 1)
                     state.checklookbehindgroup(condgroup, source)
-                    item_yes = _parse(source, state, verbose)
+                    item_yes = _parse(source, state, verbose, nested + 1)
                     if source.match("|"):
-                        item_no = _parse(source, state, verbose)
+                        item_no = _parse(source, state, verbose, nested + 1)
                         if source.next == "|":
                             raise source.error("conditional backref with more than two branches")
                     else:
@@ -768,7 +769,7 @@
                                     source.string[:20],  # truncate long regexes
                                     ' (truncated)' if len(source.string) > 20 else '',
                                 ),
-                                DeprecationWarning, stacklevel=7
+                                DeprecationWarning, stacklevel=nested + 6
                             )
                         if (state.flags & SRE_FLAG_VERBOSE) and not verbose:
                             raise Verbose
@@ -788,7 +789,7 @@
                     raise source.error(err.msg, len(name) + 1) from None
             sub_verbose = ((verbose or (add_flags & SRE_FLAG_VERBOSE)) and
                            not (del_flags & SRE_FLAG_VERBOSE))
-            p = _parse_sub(source, state, sub_verbose)
+            p = _parse_sub(source, state, sub_verbose, nested + 1)
             if not source.match(")"):
                 raise source.error("missing ), unterminated subpattern",
                                    source.tell() - start)
@@ -886,7 +887,7 @@
     pattern.str = str
 
     try:
-        p = _parse_sub(source, pattern, flags & SRE_FLAG_VERBOSE, False)
+        p = _parse_sub(source, pattern, flags & SRE_FLAG_VERBOSE, 0)
     except Verbose:
         # the VERBOSE flag was switched on inside the pattern.  to be
         # on the safe side, we'll parse the whole thing again...
@@ -894,7 +895,7 @@
         pattern.flags = flags | SRE_FLAG_VERBOSE
         pattern.str = str
         source.seek(0)
-        p = _parse_sub(source, pattern, True, False)
+        p = _parse_sub(source, pattern, True, 0)
 
     p.pattern.flags = fix_flags(str, p.pattern.flags)
 
diff --git a/Lib/test/test_re.py b/Lib/test/test_re.py
index 1bb2654..027df40 100644
--- a/Lib/test/test_re.py
+++ b/Lib/test/test_re.py
@@ -1370,6 +1370,7 @@
             str(warns.warnings[0].message),
             'Flags not at the start of the expression %s' % p
         )
+        self.assertEqual(warns.warnings[0].filename, __file__)
 
         p = upper_char + '(?i)%s' % ('.?' * 100)
         with self.assertWarns(DeprecationWarning) as warns:
@@ -1378,6 +1379,7 @@
             str(warns.warnings[0].message),
             'Flags not at the start of the expression %s (truncated)' % p[:20]
         )
+        self.assertEqual(warns.warnings[0].filename, __file__)
 
         with self.assertWarns(DeprecationWarning):
             self.assertTrue(re.match('(?s).(?i)' + upper_char, '\n' + lower_char))
@@ -1389,14 +1391,23 @@
             self.assertTrue(re.match('^(?i)' + upper_char, lower_char))
         with self.assertWarns(DeprecationWarning):
             self.assertTrue(re.match('$|(?i)' + upper_char, lower_char))
-        with self.assertWarns(DeprecationWarning):
+        with self.assertWarns(DeprecationWarning) as warns:
             self.assertTrue(re.match('(?:(?i)' + upper_char + ')', lower_char))
-        with self.assertWarns(DeprecationWarning):
+        self.assertRegex(str(warns.warnings[0].message),
+                         'Flags not at the start')
+        self.assertEqual(warns.warnings[0].filename, __file__)
+        with self.assertWarns(DeprecationWarning) as warns:
             self.assertTrue(re.fullmatch('(^)?(?(1)(?i)' + upper_char + ')',
                                          lower_char))
-        with self.assertWarns(DeprecationWarning):
+        self.assertRegex(str(warns.warnings[0].message),
+                         'Flags not at the start')
+        self.assertEqual(warns.warnings[0].filename, __file__)
+        with self.assertWarns(DeprecationWarning) as warns:
             self.assertTrue(re.fullmatch('($)?(?(1)|(?i)' + upper_char + ')',
                                          lower_char))
+        self.assertRegex(str(warns.warnings[0].message),
+                         'Flags not at the start')
+        self.assertEqual(warns.warnings[0].filename, __file__)
 
 
     def test_dollar_matches_twice(self):
diff --git a/Misc/NEWS b/Misc/NEWS
index 39f583f..5375073 100644
--- a/Misc/NEWS
+++ b/Misc/NEWS
@@ -323,6 +323,10 @@
 Library
 -------
 
+- bpo-30375: Warnings emitted when compile a regular expression now always
+  point to the line in the user code.  Previously they could point into inners
+  of the re module if emitted from inside of groups or conditionals.
+
 - bpo-30329: imaplib and poplib now catch the Windows socket WSAEINVAL error
   (code 10022) on shutdown(SHUT_RDWR): An invalid operation was attempted.
   This error occurs sometimes on SSL connections.