diff --git a/src/singletons/Settings.cpp b/src/singletons/Settings.cpp
index db300ae8..9a077b09 100644
--- a/src/singletons/Settings.cpp
+++ b/src/singletons/Settings.cpp
@@ -5,6 +5,7 @@
 #include "singletons/Paths.hpp"
 #include "singletons/Resources.hpp"
 #include "singletons/WindowManager.hpp"
+#include "util/WindowsHelper.hpp"
 
 namespace chatterino {
 
@@ -14,6 +15,12 @@ Settings::Settings(const QString &settingsDirectory)
     : ABSettings(settingsDirectory)
 {
     instance = this;
+
+#ifdef USEWINSDK
+    this->autorun = isRegisteredForStartup();
+    this->autorun.connect(
+        [](bool autorun) { setRegisteredForStartup(autorun); }, false);
+#endif
 }
 
 Settings &Settings::getInstance()
diff --git a/src/singletons/Settings.hpp b/src/singletons/Settings.hpp
index f54de6c6..0d71fbcc 100644
--- a/src/singletons/Settings.hpp
+++ b/src/singletons/Settings.hpp
@@ -98,6 +98,7 @@ public:
         "/behaviour/autocompletion/smallStreamerLimit", 1000};
 
     BoolSetting pauseChatOnHover = {"/behaviour/pauseChatHover", false};
+    BoolSetting autorun = {"/behaviour/autorun", false};
 
     /// Commands
     BoolSetting allowCommandsAtEnd = {"/commands/allowCommandsAtEnd", false};
diff --git a/src/widgets/settingspages/GeneralPage.cpp b/src/widgets/settingspages/GeneralPage.cpp
index 7b6a2f83..9448e38b 100644
--- a/src/widgets/settingspages/GeneralPage.cpp
+++ b/src/widgets/settingspages/GeneralPage.cpp
@@ -170,6 +170,9 @@ void GeneralPage::initLayout(SettingsLayout &layout)
         },
         [](auto args) { return fuzzyToFloat(args.value, 1.f); });
     layout.addCheckbox("Always on top", s.windowTopMost);
+#ifdef USEWINSDK
+    layout.addCheckbox("Start with Windows", s.autorun);
+#endif
 
     layout.addTitle("Interface");
     layout.addDropdown<float>(