diff --git a/discord/ext/commands/errors.py b/discord/ext/commands/errors.py
index 1a912b2e9..2b74a3f0f 100644
--- a/discord/ext/commands/errors.py
+++ b/discord/ext/commands/errors.py
@@ -1138,15 +1138,23 @@ class BadFlagArgument(FlagError):
     -----------
     flag: :class:`~discord.ext.commands.Flag`
         The flag that failed to convert.
+    argument: :class:`str`
+        The argument supplied by the caller that was not able to be converted.
+    original: :class:`Exception`
+        The original exception that was raised. You can also get this via
+        the ``__cause__`` attribute.
     """
 
-    def __init__(self, flag: Flag) -> None:
+    def __init__(self, flag: Flag, argument: str, original: Exception) -> None:
         self.flag: Flag = flag
         try:
             name = flag.annotation.__name__
         except AttributeError:
             name = flag.annotation.__class__.__name__
 
+        self.argument: str = argument
+        self.original: Exception = original
+
         super().__init__(f'Could not convert to {name!r} for flag {flag.name!r}')
 
 
diff --git a/discord/ext/commands/flags.py b/discord/ext/commands/flags.py
index 8c63bcfde..e66d238cf 100644
--- a/discord/ext/commands/flags.py
+++ b/discord/ext/commands/flags.py
@@ -33,7 +33,7 @@ from typing import TYPE_CHECKING, Any, Dict, Iterator, List, Literal, Optional,
 from discord.utils import MISSING, maybe_coroutine, resolve_annotation
 
 from .converter import run_converters
-from .errors import BadFlagArgument, CommandError, MissingFlagArgument, MissingRequiredFlag, TooManyFlags
+from .errors import BadFlagArgument, MissingFlagArgument, MissingRequiredFlag, TooManyFlags
 from .view import StringView
 
 __all__ = (
@@ -368,10 +368,8 @@ async def tuple_convert_all(ctx: Context[BotT], argument: str, flag: Flag, conve
 
         try:
             converted = await run_converters(ctx, converter, word, param)
-        except CommandError:
-            raise
         except Exception as e:
-            raise BadFlagArgument(flag) from e
+            raise BadFlagArgument(flag, word, e) from e
         else:
             results.append(converted)
 
@@ -393,15 +391,13 @@ async def tuple_convert_flag(ctx: Context[BotT], argument: str, flag: Flag, conv
 
         try:
             converted = await run_converters(ctx, converter, word, param)
-        except CommandError:
-            raise
         except Exception as e:
-            raise BadFlagArgument(flag) from e
+            raise BadFlagArgument(flag, word, e) from e
         else:
             results.append(converted)
 
     if len(results) != len(converters):
-        raise BadFlagArgument(flag)
+        raise MissingFlagArgument(flag)
 
     return tuple(results)
 
@@ -433,10 +429,8 @@ async def convert_flag(ctx: Context[BotT], argument: str, flag: Flag, annotation
 
     try:
         return await run_converters(ctx, annotation, argument, param)
-    except CommandError:
-        raise
     except Exception as e:
-        raise BadFlagArgument(flag) from e
+        raise BadFlagArgument(flag, argument, e) from e
 
 
 class FlagConverter(metaclass=FlagsMeta):
@@ -559,8 +553,6 @@ class FlagConverter(metaclass=FlagsMeta):
 
         Parameters
         ----------
-        cls: Type[:class:`FlagConverter`]
-            The flag converter class.
         ctx: :class:`Context`
             The invocation context.
         argument: :class:`str`
@@ -570,8 +562,6 @@ class FlagConverter(metaclass=FlagsMeta):
         --------
         FlagError
             A flag related parsing error.
-        CommandError
-            A command related error.
 
         Returns
         --------
diff --git a/docs/ext/commands/commands.rst b/docs/ext/commands/commands.rst
index eec8f5099..b636b554f 100644
--- a/docs/ext/commands/commands.rst
+++ b/docs/ext/commands/commands.rst
@@ -798,6 +798,10 @@ In order to customise the flag syntax we also have a few options that can be pas
     a command line parser. The syntax is mainly inspired by Discord's search bar input and as a result
     all flags need a corresponding value.
 
+Flag converters will only raise :exc:`~ext.commands.FlagError` derived exceptions. If an error is raised while
+converting a flag, :exc:`~ext.commands.BadFlagArgument` is raised instead and the original exception
+can be accessed with the :attr:`~ext.commands.BadFlagArgument.original` attribute.
+
 The flag converter is similar to regular commands and allows you to use most types of converters
 (with the exception of :class:`~ext.commands.Greedy`) as the type annotation. Some extra support is added for specific
 annotations as described below.