diff --git a/CHANGELOG.md b/CHANGELOG.md
index 26693087..bdca4601 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -44,6 +44,7 @@
 - Bugfix: Fixed <kbd>CMD</kbd> + <kbd>DELETE</kbd> behavior in the user notes editing dialog for macOS. (#6676)
 - Bugfix: Fixed a potential crash when closing Chatterino with a slow network connection. (#6645)
 - Bugfix: Disable "Sort Tabs Alphabetically" action when notebook layout is locked. (#6710)
+- Bugfix: Fixed Return and Enter being treated as different keys on Mac OS. (#6726)
 - Dev: Update release documentation. (#6498)
 - Dev: Make code sanitizers opt in with the `CHATTERINO_SANITIZER_SUPPORT` CMake option. After that's enabled, use the `SANITIZE_*` flag to enable individual sanitizers. (#6493)
 - Dev: Remove unused QTextCodec includes. (#6487)
diff --git a/src/controllers/hotkeys/HotkeyController.cpp b/src/controllers/hotkeys/HotkeyController.cpp
index cbb9951e..902ae08b 100644
--- a/src/controllers/hotkeys/HotkeyController.cpp
+++ b/src/controllers/hotkeys/HotkeyController.cpp
@@ -11,6 +11,7 @@
 #include "util/RapidJsonSerializeQString.hpp"  // IWYU pragma: keep
 
 #include <pajlada/settings.hpp>
+#include <QKeyCombination>
 #include <QMessageBox>
 #include <QShortcut>
 #include <QWidget>
@@ -138,14 +139,27 @@ std::vector<QShortcut *> HotkeyController::shortcutsForCategory(
         };
         auto qs = QKeySequence(hotkey->keySequence());
 
-        auto stringified = qs.toString(QKeySequence::NativeText);
-        if (stringified.contains("Return"))
-        {
-            stringified.replace("Return", "Enter");
-            auto copy = QKeySequence(stringified, QKeySequence::NativeText);
-            createShortcutFromKeySeq(copy);
-        }
+        // Create shortcut for the original key sequence
         createShortcutFromKeySeq(qs);
+
+        // Qt treats Key_Return (main keyboard) and Key_Enter (numpad) as different keys, but they are expect to behave identically.
+        // Create a duplicate shortcut with the alternate key.
+        for (int i = 0; i < qs.count(); i++)
+        {
+            auto combo = qs[i];
+            if (combo.key() == Qt::Key_Return)
+            {
+                QKeyCombination enterCombo(combo.keyboardModifiers(),
+                                           Qt::Key_Enter);
+                createShortcutFromKeySeq(QKeySequence(enterCombo));
+            }
+            else if (combo.key() == Qt::Key_Enter)
+            {
+                QKeyCombination returnCombo(combo.keyboardModifiers(),
+                                            Qt::Key_Return);
+                createShortcutFromKeySeq(QKeySequence(returnCombo));
+            }
+        }
     }
     return output;
 }
diff --git a/src/controllers/hotkeys/HotkeyHelpers.cpp b/src/controllers/hotkeys/HotkeyHelpers.cpp
index 0bd67d74..9337f0b4 100644
--- a/src/controllers/hotkeys/HotkeyHelpers.cpp
+++ b/src/controllers/hotkeys/HotkeyHelpers.cpp
@@ -7,8 +7,10 @@
 #include "controllers/hotkeys/ActionNames.hpp"
 #include "controllers/hotkeys/HotkeyCategory.hpp"
 
+#include <QKeyCombination>
 #include <QStringList>
 
+#include <array>
 #include <optional>
 
 namespace chatterino {
@@ -52,4 +54,61 @@ std::optional<ActionDefinition> findHotkeyActionDefinition(
     return {};
 }
 
+QKeySequence normalizeKeySequence(const QKeySequence &seq)
+{
+    if (seq.isEmpty())
+    {
+        return seq;
+    }
+
+    // First, check if any normalization is needed
+    bool needsNormalization = false;
+    for (int i = 0; i < seq.count(); i++)
+    {
+        if (seq[i].key() == Qt::Key_Enter)
+        {
+            needsNormalization = true;
+            break;
+        }
+    }
+
+    if (!needsNormalization)
+    {
+        return seq;
+    }
+
+    // Build normalized key combinations, preserving all keys in the sequence
+    // QKeySequence supports up to 4 key combinations
+    std::array<QKeyCombination, 4> combos{};
+    int count = seq.count();
+
+    for (int i = 0; i < count; i++)
+    {
+        auto combo = seq[i];
+        if (combo.key() == Qt::Key_Enter)
+        {
+            combos.at(i) =
+                QKeyCombination(combo.keyboardModifiers(), Qt::Key_Return);
+        }
+        else
+        {
+            combos.at(i) = combo;
+        }
+    }
+
+    // Construct QKeySequence with the appropriate number of keys
+    switch (count)
+    {
+        case 1:
+            return {combos.at(0)};
+        case 2:
+            return {combos.at(0), combos.at(1)};
+        case 3:
+            return {combos.at(0), combos.at(1), combos.at(2)};
+        case 4:
+        default:
+            return {combos.at(0), combos.at(1), combos.at(2), combos.at(3)};
+    }
+}
+
 }  // namespace chatterino
diff --git a/src/controllers/hotkeys/HotkeyHelpers.hpp b/src/controllers/hotkeys/HotkeyHelpers.hpp
index 53a19df9..fe0ed6fa 100644
--- a/src/controllers/hotkeys/HotkeyHelpers.hpp
+++ b/src/controllers/hotkeys/HotkeyHelpers.hpp
@@ -6,6 +6,7 @@
 
 #include "controllers/hotkeys/ActionNames.hpp"
 
+#include <QKeySequence>
 #include <QString>
 
 #include <optional>
@@ -17,4 +18,7 @@ std::vector<QString> parseHotkeyArguments(QString argumentString);
 std::optional<ActionDefinition> findHotkeyActionDefinition(
     HotkeyCategory category, const QString &action);
 
+// convert key_enter to key_return so that both keys function the same. preserves multi-key sequences and combinations.
+QKeySequence normalizeKeySequence(const QKeySequence &seq);
+
 }  // namespace chatterino
diff --git a/src/widgets/dialogs/EditHotkeyDialog.cpp b/src/widgets/dialogs/EditHotkeyDialog.cpp
index b8e8f106..40600b0d 100644
--- a/src/widgets/dialogs/EditHotkeyDialog.cpp
+++ b/src/widgets/dialogs/EditHotkeyDialog.cpp
@@ -12,6 +12,8 @@
 #include "controllers/hotkeys/HotkeyHelpers.hpp"
 #include "ui_EditHotkeyDialog.h"
 
+#include <QSignalBlocker>
+
 namespace chatterino {
 
 EditHotkeyDialog::EditHotkeyDialog(const std::shared_ptr<Hotkey> hotkey,
@@ -21,6 +23,18 @@ EditHotkeyDialog::EditHotkeyDialog(const std::shared_ptr<Hotkey> hotkey,
     , data_(hotkey)
 {
     this->ui_->setupUi(this);
+    // normalize Key_Enter (numpad) to Key_Return so both Enter keys display and behave identically
+    QObject::connect(
+        this->ui_->keyComboEdit, &QKeySequenceEdit::keySequenceChanged, this,
+        [this](const QKeySequence &keySequence) {
+            auto normalized = normalizeKeySequence(keySequence);
+            if (normalized != keySequence)
+            {
+                // Block signals to prevent infinite loop
+                QSignalBlocker blocker(this->ui_->keyComboEdit);
+                this->ui_->keyComboEdit->setKeySequence(normalized);
+            }
+        });
     this->setStyleSheet(R"(QToolTip {
     padding: 2px;
     background-color: #333333;
diff --git a/src/widgets/settingspages/KeyboardSettingsPage.cpp b/src/widgets/settingspages/KeyboardSettingsPage.cpp
index bfef14ac..0124795a 100644
--- a/src/widgets/settingspages/KeyboardSettingsPage.cpp
+++ b/src/widgets/settingspages/KeyboardSettingsPage.cpp
@@ -8,6 +8,7 @@
 #include "common/QLogging.hpp"
 #include "controllers/hotkeys/Hotkey.hpp"
 #include "controllers/hotkeys/HotkeyController.hpp"
+#include "controllers/hotkeys/HotkeyHelpers.hpp"
 #include "controllers/hotkeys/HotkeyModel.hpp"
 #include "util/LayoutCreator.hpp"
 #include "widgets/dialogs/EditHotkeyDialog.hpp"
@@ -18,6 +19,7 @@
 #include <QKeySequenceEdit>
 #include <QLabel>
 #include <QMessageBox>
+#include <QSignalBlocker>
 #include <QTableView>
 
 #include <array>
@@ -94,8 +96,16 @@ KeyboardSettingsPage::KeyboardSettingsPage()
     auto *searchText = new QLabel("Search keybind:", this);
 
     QObject::connect(keySequenceInput, &QKeySequenceEdit::keySequenceChanged,
-                     [view](const QKeySequence &keySequence) {
-                         view->filterSearchResultsHotkey(keySequence);
+                     this,
+                     [view, keySequenceInput](const QKeySequence &keySequence) {
+                         // Normalize Key_Enter (numpad) to Key_Return for consistent search
+                         auto normalized = normalizeKeySequence(keySequence);
+                         if (normalized != keySequence)
+                         {
+                             QSignalBlocker blocker(keySequenceInput);
+                             keySequenceInput->setKeySequence(normalized);
+                         }
+                         view->filterSearchResultsHotkey(normalized);
                      });
     view->addCustomButton(searchText);
     view->addCustomButton(keySequenceInput);