diff --git a/src/Spectre.Console.Tests/Data/Settings/ArgumentOrderSettings.cs b/src/Spectre.Console.Tests/Data/Settings/ArgumentOrderSettings.cs
new file mode 100644
index 0000000..829f87f
--- /dev/null
+++ b/src/Spectre.Console.Tests/Data/Settings/ArgumentOrderSettings.cs
@@ -0,0 +1,22 @@
+using Spectre.Console.Cli;
+
+namespace Spectre.Console.Tests.Data
+{
+    public sealed class ArgumentOrderSettings : CommandSettings
+    {
+        [CommandArgument(0, "[QUX]")]
+        public int Qux { get; set; }
+
+        [CommandArgument(3, "<CORGI>")]
+        public int Corgi { get; set; }
+
+        [CommandArgument(1, "<BAR>")]
+        public int Bar { get; set; }
+
+        [CommandArgument(2, "<BAZ>")]
+        public int Baz { get; set; }
+
+        [CommandArgument(0, "<FOO>")]
+        public int Foo { get; set; }
+    }
+}
diff --git a/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_List_Arguments_In_Correct_Order.verified.txt b/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_List_Arguments_In_Correct_Order.verified.txt
new file mode 100644
index 0000000..31c0da3
--- /dev/null
+++ b/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_List_Arguments_In_Correct_Order.verified.txt
@@ -0,0 +1,12 @@
+USAGE:
+    myapp <FOO> <BAR> <BAZ> <CORGI> [QUX] [OPTIONS]
+
+ARGUMENTS:
+    <FOO>
+    <BAR>
+    <BAZ>
+    <CORGI>
+    [QUX]
+
+OPTIONS:
+    -h, --help    Prints help information
\ No newline at end of file
diff --git a/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_Output_Default_Command_Correctly.verified.txt b/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_Output_Default_Command_Correctly.verified.txt
index dae4ce6..f34969b 100644
--- a/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_Output_Default_Command_Correctly.verified.txt
+++ b/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_Output_Default_Command_Correctly.verified.txt
@@ -2,8 +2,8 @@ USAGE:
     myapp <TEETH> [LEGS] [OPTIONS]
 
 ARGUMENTS:
-    [LEGS]     The number of legs
     <TEETH>    The number of teeth the lion has
+    [LEGS]     The number of legs
 
 OPTIONS:
     -h, --help               Prints help information
diff --git a/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_Output_Root_Examples_If_Default_Command_Is_Specified.verified.txt b/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_Output_Root_Examples_If_Default_Command_Is_Specified.verified.txt
index 6725d51..725c159 100644
--- a/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_Output_Root_Examples_If_Default_Command_Is_Specified.verified.txt
+++ b/src/Spectre.Console.Tests/Expectations/CommandAppTests.Help.Help.Should_Output_Root_Examples_If_Default_Command_Is_Specified.verified.txt
@@ -5,8 +5,8 @@ EXAMPLES:
     myapp 12 -c 3
 
 ARGUMENTS:
-    [LEGS]     The number of legs
     <TEETH>    The number of teeth the lion has
+    [LEGS]     The number of legs
 
 OPTIONS:
     -h, --help               Prints help information
diff --git a/src/Spectre.Console.Tests/Unit/Cli/CommandAppTests.Help.cs b/src/Spectre.Console.Tests/Unit/Cli/CommandAppTests.Help.cs
index 2bf5269..351ffde 100644
--- a/src/Spectre.Console.Tests/Unit/Cli/CommandAppTests.Help.cs
+++ b/src/Spectre.Console.Tests/Unit/Cli/CommandAppTests.Help.cs
@@ -244,6 +244,24 @@ namespace Spectre.Console.Tests.Unit.Cli
                 // Then
                 return Verifier.Verify(output);
             }
+
+            [Fact]
+            public Task Should_List_Arguments_In_Correct_Order()
+            {
+                // Given
+                var fixture = new CommandAppFixture();
+                fixture.WithDefaultCommand<GenericCommand<ArgumentOrderSettings>>();
+                fixture.Configure(configurator =>
+                {
+                    configurator.SetApplicationName("myapp");
+                });
+
+                // When
+                var (_, output, _, _) = fixture.Run("--help");
+
+                // Then
+                return Verifier.Verify(output);
+            }
         }
     }
 }
diff --git a/src/Spectre.Console/Cli/Internal/HelpWriter.cs b/src/Spectre.Console/Cli/Internal/HelpWriter.cs
index 72b2f30..f3f5f23 100644
--- a/src/Spectre.Console/Cli/Internal/HelpWriter.cs
+++ b/src/Spectre.Console/Cli/Internal/HelpWriter.cs
@@ -11,12 +11,14 @@ namespace Spectre.Console.Cli.Internal
         private sealed class HelpArgument
         {
             public string Name { get; }
+            public int Position { get; set; }
             public bool Required { get; }
             public string? Description { get; }
 
-            public HelpArgument(string name, bool required, string? description)
+            public HelpArgument(string name, int position, bool required, string? description)
             {
                 Name = name;
+                Position = position;
                 Required = required;
                 Description = description;
             }
@@ -25,7 +27,7 @@ namespace Spectre.Console.Cli.Internal
             {
                 var arguments = new List<HelpArgument>();
                 arguments.AddRange(command?.Parameters?.OfType<CommandArgument>()?.Select(
-                    x => new HelpArgument(x.Value, x.Required, x.Description))
+                    x => new HelpArgument(x.Value, x.Position, x.Required, x.Description))
                     ?? Array.Empty<HelpArgument>());
                 return arguments;
             }
@@ -94,63 +96,61 @@ namespace Spectre.Console.Cli.Internal
             composer.Style("yellow", "USAGE:").LineBreak();
             composer.Tab().Text(model.GetApplicationName());
 
-            var parameters = new Stack<string>();
+            var parameters = new List<string>();
 
             if (command == null)
             {
-                parameters.Push("[aqua]<COMMAND>[/]");
-                parameters.Push("[grey][[OPTIONS]][/]");
+                parameters.Add("[grey][[OPTIONS]][/]");
+                parameters.Add("[aqua]<COMMAND>[/]");
             }
             else
             {
-                var current = command;
-                if (command.IsBranch)
-                {
-                    parameters.Push("[aqua]<COMMAND>[/]");
-                }
-
-                while (current != null)
+                foreach (var current in command.Flatten())
                 {
                     var isCurrent = current == command;
-                    if (isCurrent)
-                    {
-                        parameters.Push("[grey][[OPTIONS]][/]");
-                    }
-
-                    if (current.Parameters.OfType<CommandArgument>().Any())
-                    {
-                        var optionalArguments = current.Parameters.OfType<CommandArgument>().Where(x => !x.Required).ToArray();
-                        if (optionalArguments.Length > 0 || !isCurrent)
-                        {
-                            foreach (var optionalArgument in optionalArguments)
-                            {
-                                parameters.Push($"[silver][[{optionalArgument.Value.EscapeMarkup()}]][/]");
-                            }
-                        }
-
-                        if (isCurrent)
-                        {
-                            foreach (var argument in current.Parameters.OfType<CommandArgument>()
-                                .Where(a => a.Required).OrderBy(a => a.Position).ToArray())
-                            {
-                                parameters.Push($"[aqua]<{argument.Value.EscapeMarkup()}>[/]");
-                            }
-                        }
-                    }
 
                     if (!current.IsDefaultCommand)
                     {
                         if (isCurrent)
                         {
-                            parameters.Push($"[underline]{current.Name.EscapeMarkup()}[/]");
+                            parameters.Add($"[underline]{current.Name.EscapeMarkup()}[/]");
                         }
                         else
                         {
-                            parameters.Push($"{current.Name.EscapeMarkup()}");
+                            parameters.Add($"{current.Name.EscapeMarkup()}");
                         }
                     }
 
-                    current = current.Parent;
+                    if (current.Parameters.OfType<CommandArgument>().Any())
+                    {
+                        if (isCurrent)
+                        {
+                            foreach (var argument in current.Parameters.OfType<CommandArgument>()
+                                .Where(a => a.Required).OrderBy(a => a.Position).ToArray())
+                            {
+                                parameters.Add($"[aqua]<{argument.Value.EscapeMarkup()}>[/]");
+                            }
+                        }
+
+                        var optionalArguments = current.Parameters.OfType<CommandArgument>().Where(x => !x.Required).ToArray();
+                        if (optionalArguments.Length > 0 || !isCurrent)
+                        {
+                            foreach (var optionalArgument in optionalArguments)
+                            {
+                                parameters.Add($"[silver][[{optionalArgument.Value.EscapeMarkup()}]][/]");
+                            }
+                        }
+                    }
+
+                    if (isCurrent)
+                    {
+                        parameters.Add("[grey][[OPTIONS]][/]");
+                    }
+                }
+
+                if (command.IsBranch)
+                {
+                    parameters.Add("[aqua]<COMMAND>[/]");
                 }
             }
 
@@ -238,20 +238,18 @@ namespace Spectre.Console.Cli.Internal
             grid.AddColumn(new GridColumn { Padding = new Padding(4, 4), NoWrap = true });
             grid.AddColumn(new GridColumn { Padding = new Padding(0, 0) });
 
-            foreach (var argument in arguments)
+            foreach (var argument in arguments.Where(x => x.Required).OrderBy(x => x.Position))
             {
-                if (argument.Required)
-                {
-                    grid.AddRow(
-                        $"[silver]<{argument.Name.EscapeMarkup()}>[/]",
-                        argument.Description?.TrimEnd('.') ?? " ");
-                }
-                else
-                {
-                    grid.AddRow(
-                        $"[grey][[{argument.Name.EscapeMarkup()}]][/]",
-                        argument.Description?.TrimEnd('.') ?? " ");
-                }
+                grid.AddRow(
+                    $"[silver]<{argument.Name.EscapeMarkup()}>[/]",
+                    argument.Description?.TrimEnd('.') ?? " ");
+            }
+
+            foreach (var argument in arguments.Where(x => !x.Required).OrderBy(x => x.Position))
+            {
+                grid.AddRow(
+                    $"[grey][[{argument.Name.EscapeMarkup()}]][/]",
+                    argument.Description?.TrimEnd('.') ?? " ");
             }
 
             grid.AddEmptyRow();
diff --git a/src/Spectre.Console/Cli/Internal/Modelling/CommandInfo.cs b/src/Spectre.Console/Cli/Internal/Modelling/CommandInfo.cs
index 2ea39d0..ad5160d 100644
--- a/src/Spectre.Console/Cli/Internal/Modelling/CommandInfo.cs
+++ b/src/Spectre.Console/Cli/Internal/Modelling/CommandInfo.cs
@@ -1,6 +1,7 @@
 using System;
 using System.Collections.Generic;
 using System.ComponentModel;
+using System.Linq;
 using System.Reflection;
 
 namespace Spectre.Console.Cli.Internal
@@ -51,5 +52,19 @@ namespace Spectre.Console.Cli.Internal
                 }
             }
         }
+
+        public List<CommandInfo> Flatten()
+        {
+            var result = new Stack<CommandInfo>();
+
+            var current = this;
+            while (current != null)
+            {
+                result.Push(current);
+                current = current.Parent;
+            }
+
+            return result.ToList();
+        }
     }
 }