diff --git a/mods/randomizer/generator/data/macros.yaml b/mods/randomizer/generator/data/macros.yaml
index bdb731327b..a337cb762c 100644
--- a/mods/randomizer/generator/data/macros.yaml
+++ b/mods/randomizer/generator/data/macros.yaml
@@ -103,7 +103,7 @@ Has Damaging Item: Sword or Ball_and_Chain or Bow or Bombs or Iron_Boots or Wolf
 Can Hit Crystal Switch: Clawshot or Has_Damaging_Item
 Can Hit Crystal Switch at Range: Clawshot or Bow
 
-Can Complete MDH: Skip_Midna's_Desparate_Hour == On or ('Can_Access_Castle_Town_South' and 'Can_Complete_Lakebed_Temple')
+Can Complete MDH: Skip_Midna's_Desperate_Hour == On or ('Can_Access_Castle_Town_South' and 'Can_Complete_Lakebed_Temple')
 
 
 
diff --git a/mods/randomizer/generator/data/settings_list.yaml b/mods/randomizer/generator/data/settings_list.yaml
index 17cbd616d7..054b218cac 100644
--- a/mods/randomizer/generator/data/settings_list.yaml
+++ b/mods/randomizer/generator/data/settings_list.yaml
@@ -315,7 +315,7 @@
     - "Off": "You will be required to complete the Lanayru Twilight section of the game."
     - "On": "The Lanayru Twilight section of the game will be completed from the start."
 
-- Name: Skip Midna's Desparate Hour
+- Name: Skip Midna's Desperate Hour
   Tracker Important: True
   Default Option: "Off"
   Options:
diff --git a/mods/randomizer/generator/data/startflags.yaml b/mods/randomizer/generator/data/startflags.yaml
index 5665f341a9..35e3a175f6 100644
--- a/mods/randomizer/generator/data/startflags.yaml
+++ b/mods/randomizer/generator/data/startflags.yaml
@@ -77,9 +77,9 @@ EventFlags:
     - 0x0602 # Forest Temple Story Flag
     - 0x0C40 # Talked to Farone after clearing Forest Temple
     - 0x5E10 # Midna text after Forest Temple completed
-  - Skip_Midna's_Desparate_Hour == On:
+  - Skip_Midna's_Desperate_Hour == On:
     - 0x0C01 # Midna's Desperate Hour started.
-    - 0x1E08 # Midna's Deseperate Hour Completed.
+    - 0x1E08 # Midna's Desperate Hour Completed.
   - Small_Keys == Keysy:
     - 0x0850 # Zora Escort started and completed.
     - 0x0480 # Told Yeta about pumpkin.
@@ -235,7 +235,7 @@ RegionFlags:
         - 0xB0 # Watched CS of Ooccoo running to Sky Cannon.
       - Lanayru_Twilight_Cleared == On:
         - 0x7F # Lake Hylia has water on Lake Hylia Map.
-      - Skip_Midna's_Desparate_Hour == On:
+      - Skip_Midna's_Desperate_Hour == On:
         - 0x51 # Set flag for MDH Cutscene in Lake Hylia
       - Lakebed_Does_Not_Require_Water_Bombs == On:
         - 0x70 # Blew up rock in front of lakebed CS.
diff --git a/mods/randomizer/generator/data/tests/logic/all random/settings.yaml b/mods/randomizer/generator/data/tests/logic/all random/settings.yaml
index cdb0701a59..f469aad0ff 100644
--- a/mods/randomizer/generator/data/tests/logic/all random/settings.yaml	
+++ b/mods/randomizer/generator/data/tests/logic/all random/settings.yaml	
@@ -45,7 +45,7 @@ Sacred Grove Does Not Require Skull Kid: Random
 Shop Items: Random
 Shops Display The Replaced Item: Random
 Skip Major Cutscenes: Random
-Skip Midna's Desparate Hour: Random
+Skip Midna's Desperate Hour: Random
 Skip Minor Cutscenes: Random
 Skip Prologue: Random
 Sky Characters: Random
diff --git a/mods/randomizer/generator/data/tests/logic/max entrance rando/settings.yaml b/mods/randomizer/generator/data/tests/logic/max entrance rando/settings.yaml
index c95a0803c5..de8039f78e 100644
--- a/mods/randomizer/generator/data/tests/logic/max entrance rando/settings.yaml	
+++ b/mods/randomizer/generator/data/tests/logic/max entrance rando/settings.yaml	
@@ -4,7 +4,7 @@ Skip Prologue: On
 Faron Twilight Cleared: On
 Eldin Twilight Cleared: On
 Lanayru Twilight Cleared: On
-Skip Midna's Desparate Hour: On
+Skip Midna's Desperate Hour: On
 Randomize Starting Spawn: On
 Randomize Dungeon Entrances: On
 Randomize Boss Entrances: On
diff --git a/mods/randomizer/generator/data/tests/logic/mixed entrance pools/settings.yaml b/mods/randomizer/generator/data/tests/logic/mixed entrance pools/settings.yaml
index 77babdaf99..9ed92dacd9 100644
--- a/mods/randomizer/generator/data/tests/logic/mixed entrance pools/settings.yaml	
+++ b/mods/randomizer/generator/data/tests/logic/mixed entrance pools/settings.yaml	
@@ -4,7 +4,7 @@ Skip Prologue: On
 Faron Twilight Cleared: On
 Eldin Twilight Cleared: On
 Lanayru Twilight Cleared: On
-Skip Midna's Desparate Hour: On
+Skip Midna's Desperate Hour: On
 Randomize Starting Spawn: On
 Randomize Dungeon Entrances: On
 Randomize Grotto Entrances: On
diff --git a/mods/randomizer/generator/data/tests/logic/random cave entrances/settings.yaml b/mods/randomizer/generator/data/tests/logic/random cave entrances/settings.yaml
index 5f51f783c7..b993917e5e 100644
--- a/mods/randomizer/generator/data/tests/logic/random cave entrances/settings.yaml	
+++ b/mods/randomizer/generator/data/tests/logic/random cave entrances/settings.yaml	
@@ -4,5 +4,5 @@ Skip Prologue: On
 Faron Twilight Cleared: On
 Eldin Twilight Cleared: On
 Lanayru Twilight Cleared: On
-Skip Midna's Desparate Hour: On
+Skip Midna's Desperate Hour: On
 Randomize Cave Entrances: On
\ No newline at end of file
diff --git a/mods/randomizer/generator/data/tests/logic/random interior entrances/settings.yaml b/mods/randomizer/generator/data/tests/logic/random interior entrances/settings.yaml
index 6510d279bf..0e3ec8a5f3 100644
--- a/mods/randomizer/generator/data/tests/logic/random interior entrances/settings.yaml	
+++ b/mods/randomizer/generator/data/tests/logic/random interior entrances/settings.yaml	
@@ -4,5 +4,5 @@ Skip Prologue: On
 Faron Twilight Cleared: On
 Eldin Twilight Cleared: On
 Lanayru Twilight Cleared: On
-Skip Midna's Desparate Hour: On
+Skip Midna's Desperate Hour: On
 Randomize Interior Entrances: On
\ No newline at end of file
diff --git a/mods/randomizer/generator/data/tests/logic/random overworld entrances/settings.yaml b/mods/randomizer/generator/data/tests/logic/random overworld entrances/settings.yaml
index a018903bf5..ce75a85547 100644
--- a/mods/randomizer/generator/data/tests/logic/random overworld entrances/settings.yaml	
+++ b/mods/randomizer/generator/data/tests/logic/random overworld entrances/settings.yaml	
@@ -4,5 +4,5 @@ Skip Prologue: On
 Faron Twilight Cleared: On
 Eldin Twilight Cleared: On
 Lanayru Twilight Cleared: On
-Skip Midna's Desparate Hour: On
+Skip Midna's Desperate Hour: On
 Randomize Overworld Entrances: On
\ No newline at end of file
diff --git a/mods/randomizer/generator/data/tests/logic/randomize starting spawn/settings.yaml b/mods/randomizer/generator/data/tests/logic/randomize starting spawn/settings.yaml
index 27784d7b97..e2d2c0f217 100644
--- a/mods/randomizer/generator/data/tests/logic/randomize starting spawn/settings.yaml	
+++ b/mods/randomizer/generator/data/tests/logic/randomize starting spawn/settings.yaml	
@@ -4,5 +4,5 @@ Skip Prologue: On
 Faron Twilight Cleared: On
 Eldin Twilight Cleared: On
 Lanayru Twilight Cleared: On
-Skip Midna's Desparate Hour: On
+Skip Midna's Desperate Hour: On
 Randomize Starting Spawn: On
\ No newline at end of file
diff --git a/mods/randomizer/generator/data/tests/logic/skip mdh/settings.yaml b/mods/randomizer/generator/data/tests/logic/skip mdh/settings.yaml
index d08be69c12..493d6488d6 100644
--- a/mods/randomizer/generator/data/tests/logic/skip mdh/settings.yaml	
+++ b/mods/randomizer/generator/data/tests/logic/skip mdh/settings.yaml	
@@ -1,2 +1,2 @@
 Seed: TESTTESTTEST
-Skip Midna's Desparate Hour: On
\ No newline at end of file
+Skip Midna's Desperate Hour: On
\ No newline at end of file
diff --git a/mods/randomizer/generator/seedgen/config.cpp b/mods/randomizer/generator/seedgen/config.cpp
index 41f58cfedf..36f76d676c 100644
--- a/mods/randomizer/generator/seedgen/config.cpp
+++ b/mods/randomizer/generator/seedgen/config.cpp
@@ -105,7 +105,12 @@ namespace randomizer::seedgen::config
         // Loop through all setting fields
         for (const auto& settingNode : settingsTree)
         {
-            const auto& settingName = settingNode.first.as<std::string>();
+            auto settingName = settingNode.first.as<std::string>();
+            if (settings::UpdateOldSettingName(settingName)) {
+                utility::platform::Log(std::string("Setting \"") + settingName +
+                    "\" was updated from \"" + settingNode.first.as<std::string>() + "\"");
+                rewriteSettings = true;
+            }
             // Insert the setting if it's in the info map
             if (settingInfoMap->contains(settingName))
             {
@@ -181,7 +186,12 @@ namespace randomizer::seedgen::config
         auto preferencesTree = LoadYAML(preferencesPath);
         for (const auto& preferenceNode : preferencesTree)
         {
-            const auto& preferenceName = preferenceNode.first.as<std::string>();
+            auto preferenceName = preferenceNode.first.as<std::string>();
+            if (settings::UpdateOldSettingName(preferenceName)) {
+                utility::platform::Log(std::string("Preference \"") + preferenceName +
+                    "\" was updated from \"" + preferenceNode.first.as<std::string>() + "\"");
+                rewritePreferences = true;
+            }
             // Insert the preference if it's in the info map
             if (settingInfoMap->contains(preferenceName))
             {
diff --git a/mods/randomizer/generator/seedgen/settings.cpp b/mods/randomizer/generator/seedgen/settings.cpp
index 56482a6323..49a0f18a78 100644
--- a/mods/randomizer/generator/seedgen/settings.cpp
+++ b/mods/randomizer/generator/seedgen/settings.cpp
@@ -412,4 +412,13 @@ namespace randomizer::seedgen::settings
         return settingsInfoHash;
     }
 
+    bool UpdateOldSettingName(std::string& settingName) {
+        if (settingName == "Skip Midna's Desparate Hour") {
+            settingName = "Skip Midna's Desperate Hour";
+            return true;
+        }
+
+        return false;
+    }
+
 }; // namespace randomizer::seedgen::settings
diff --git a/mods/randomizer/generator/seedgen/settings.hpp b/mods/randomizer/generator/seedgen/settings.hpp
index 3ae2a204bb..79267e9a8f 100644
--- a/mods/randomizer/generator/seedgen/settings.hpp
+++ b/mods/randomizer/generator/seedgen/settings.hpp
@@ -231,4 +231,11 @@ namespace randomizer::seedgen::settings
      */
     uint32_t GetSettingInfoHash();
 
+    /**
+     * @brief Updates an old setting name to the corresponding new one
+     * @param settingName The potentially old setting name
+     * @return True if the setting name was updated, false otherwise
+     */
+    bool UpdateOldSettingName(std::string& settingName);
+
 }; // namespace randomizer::seedgen::settings
diff --git a/mods/randomizer/src/ui/rando_config.cpp b/mods/randomizer/src/ui/rando_config.cpp
index 8b19564658..750e9b53e7 100644
--- a/mods/randomizer/src/ui/rando_config.cpp
+++ b/mods/randomizer/src/ui/rando_config.cpp
@@ -887,7 +887,7 @@ ModResult buildSeedOptionsTab(ModContext* ctx, UiWindowHandle, UiElementHandle l
     add_select_setting(leftPane, "Faron Twilight Cleared");
     add_select_setting(leftPane, "Eldin Twilight Cleared");
     add_select_setting(leftPane, "Lanayru Twilight Cleared");
-    add_select_setting(leftPane, "Skip Midna's Desparate Hour");
+    add_select_setting(leftPane, "Skip Midna's Desperate Hour");
     add_select_setting(leftPane, "Skip Minor Cutscenes");
     add_select_setting(leftPane, "Skip Major Cutscenes");
     add_select_setting(leftPane, "Unlock Map Regions");