diff --git a/src/components/Settings/Notifications/NotificationsGotify/index.tsx b/src/components/Settings/Notifications/NotificationsGotify/index.tsx
index 6c33f6dbc..461103511 100644
--- a/src/components/Settings/Notifications/NotificationsGotify/index.tsx
+++ b/src/components/Settings/Notifications/NotificationsGotify/index.tsx
@@ -3,6 +3,7 @@ import LoadingSpinner from '@app/components/Common/LoadingSpinner';
 import NotificationTypeSelector from '@app/components/NotificationTypeSelector';
 import globalMessages from '@app/i18n/globalMessages';
 import defineMessages from '@app/utils/defineMessages';
+import { isValidURL } from '@app/utils/urlValidationHelper';
 import { ArrowDownOnSquareIcon, BeakerIcon } from '@heroicons/react/24/solid';
 import axios from 'axios';
 import { Field, Form, Formik } from 'formik';
@@ -51,10 +52,10 @@ const NotificationsGotify = () => {
           .required(intl.formatMessage(messages.validationUrlRequired)),
         otherwise: Yup.string().nullable(),
       })
-      .matches(
-        // eslint-disable-next-line no-useless-escape
-        /^(https?:)?\/\/(((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:)*@)?(((\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5])\.(\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5])\.(\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5])\.(\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5]))|(([a-z]|\d|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])*)?([a-z]|\d|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF]))(:\d*)?)(\/((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)+(\/(([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)*)*)?)?(\?((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)|[\uE000-\uF8FF]|\/|\?)*)?(\#((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)|\/|\?)*)?$/i,
-        intl.formatMessage(messages.validationUrlRequired)
+      .test(
+        'valid-url',
+        intl.formatMessage(messages.validationUrlRequired),
+        isValidURL
       )
       .test(
         'no-trailing-slash',
diff --git a/src/components/Settings/Notifications/NotificationsNtfy/index.tsx b/src/components/Settings/Notifications/NotificationsNtfy/index.tsx
index 30906a83e..3ffdd55c0 100644
--- a/src/components/Settings/Notifications/NotificationsNtfy/index.tsx
+++ b/src/components/Settings/Notifications/NotificationsNtfy/index.tsx
@@ -4,6 +4,7 @@ import SensitiveInput from '@app/components/Common/SensitiveInput';
 import NotificationTypeSelector from '@app/components/NotificationTypeSelector';
 import globalMessages from '@app/i18n/globalMessages';
 import defineMessages from '@app/utils/defineMessages';
+import { isValidURL } from '@app/utils/urlValidationHelper';
 import { ArrowDownOnSquareIcon, BeakerIcon } from '@heroicons/react/24/outline';
 import axios from 'axios';
 import { Field, Form, Formik } from 'formik';
@@ -54,10 +55,10 @@ const NotificationsNtfy = () => {
           .required(intl.formatMessage(messages.validationNtfyUrl)),
         otherwise: Yup.string().nullable(),
       })
-      .matches(
-        // eslint-disable-next-line no-useless-escape
-        /^(https?:)?\/\/(((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:)*@)?(((\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5])\.(\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5])\.(\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5])\.(\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5]))|(([a-z]|\d|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])*)?([a-z]|\d|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF]))(:\d*)?)(\/((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)+(\/(([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)*)*)?)?(\?((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)|[\uE000-\uF8FF]|\/|\?)*)?(\#((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)|\/|\?)*)?$/i,
-        intl.formatMessage(messages.validationNtfyUrl)
+      .test(
+        'valid-url',
+        intl.formatMessage(messages.validationNtfyUrl),
+        isValidURL
       ),
     topic: Yup.string()
       .when('enabled', {
diff --git a/src/components/Settings/Notifications/NotificationsWebhook/index.tsx b/src/components/Settings/Notifications/NotificationsWebhook/index.tsx
index 44f9dfa0e..0595090f3 100644
--- a/src/components/Settings/Notifications/NotificationsWebhook/index.tsx
+++ b/src/components/Settings/Notifications/NotificationsWebhook/index.tsx
@@ -3,6 +3,7 @@ import LoadingSpinner from '@app/components/Common/LoadingSpinner';
 import NotificationTypeSelector from '@app/components/NotificationTypeSelector';
 import globalMessages from '@app/i18n/globalMessages';
 import defineMessages from '@app/utils/defineMessages';
+import { isValidURL } from '@app/utils/urlValidationHelper';
 import { ArrowDownOnSquareIcon, BeakerIcon } from '@heroicons/react/24/outline';
 import {
   ArrowPathIcon,
@@ -107,10 +108,10 @@ const NotificationsWebhook = () => {
           .required(intl.formatMessage(messages.validationWebhookUrl)),
         otherwise: Yup.string().nullable(),
       })
-      .matches(
-        // eslint-disable-next-line no-useless-escape
-        /^(https?:)?\/\/(((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:)*@)?(((\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5])\.(\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5])\.(\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5])\.(\d|[1-9]\d|1\d\d|2[0-4]\d|25[0-5]))|(([a-z]|\d|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])*)?([a-z]|\d|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF]))(:\d*)?)(\/((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)+(\/(([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)*)*)?)?(\?((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)|[\uE000-\uF8FF]|\/|\?)*)?(\#((([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])|(%[\da-f]{2})|[!\$&'\(\)\*\+,;=]|:|@)|\/|\?)*)?$/i,
-        intl.formatMessage(messages.validationWebhookUrl)
+      .test(
+        'valid-url',
+        intl.formatMessage(messages.validationWebhookUrl),
+        isValidURL
       ),
     jsonPayload: Yup.string()
       .when('enabled', {
diff --git a/src/components/Settings/RadarrModal/index.tsx b/src/components/Settings/RadarrModal/index.tsx
index 38228bf03..bf22e94d0 100644
--- a/src/components/Settings/RadarrModal/index.tsx
+++ b/src/components/Settings/RadarrModal/index.tsx
@@ -3,6 +3,7 @@ import SensitiveInput from '@app/components/Common/SensitiveInput';
 import type { RadarrTestResponse } from '@app/components/Settings/SettingsServices';
 import globalMessages from '@app/i18n/globalMessages';
 import defineMessages from '@app/utils/defineMessages';
+import { isValidURL } from '@app/utils/urlValidationHelper';
 import { Transition } from '@headlessui/react';
 import type { RadarrSettings } from '@server/lib/settings';
 import axios from 'axios';
@@ -117,9 +118,10 @@ const RadarrModal = ({ onClose, radarr, onSave }: RadarrModalProps) => {
       intl.formatMessage(messages.validationMinimumAvailabilityRequired)
     ),
     externalUrl: Yup.string()
-      .matches(
-        /^https?:\/\/(www\.)?[-a-zA-Z0-9@:%._+~#=]{1,256}(\.[a-zA-Z0-9()]{1,6}\b([-a-zA-Z0-9()@:%_+.~#?&/=]*))?$/i,
-        intl.formatMessage(messages.validationApplicationUrl)
+      .test(
+        'valid-url',
+        intl.formatMessage(messages.validationApplicationUrl),
+        isValidURL
       )
       .test(
         'no-trailing-slash',
diff --git a/src/components/Settings/SettingsJellyfin.tsx b/src/components/Settings/SettingsJellyfin.tsx
index e66519f08..b4d36cfe5 100644
--- a/src/components/Settings/SettingsJellyfin.tsx
+++ b/src/components/Settings/SettingsJellyfin.tsx
@@ -6,6 +6,7 @@ import LibraryItem from '@app/components/Settings/LibraryItem';
 import useSettings from '@app/hooks/useSettings';
 import globalMessages from '@app/i18n/globalMessages';
 import defineMessages from '@app/utils/defineMessages';
+import { isValidURL } from '@app/utils/urlValidationHelper';
 import { ArrowDownOnSquareIcon } from '@heroicons/react/24/outline';
 import { ApiErrorCode } from '@server/constants/error';
 import { MediaServerType } from '@server/constants/server';
@@ -140,10 +141,7 @@ const SettingsJellyfin: React.FC<SettingsJellyfinProps> = ({
       ),
     jellyfinExternalUrl: Yup.string()
       .nullable()
-      .matches(
-        /^https?:\/\/(www\.)?[-a-zA-Z0-9@:%._+~#=]{1,256}(\.[a-zA-Z0-9()]{1,6}\b([-a-zA-Z0-9()@:%_+.~#?&/=]*))?$/i,
-        intl.formatMessage(messages.validationUrl)
-      )
+      .test('valid-url', intl.formatMessage(messages.validationUrl), isValidURL)
       .test(
         'no-trailing-slash',
         intl.formatMessage(messages.validationUrlTrailingSlash),
@@ -151,10 +149,7 @@ const SettingsJellyfin: React.FC<SettingsJellyfinProps> = ({
       ),
     jellyfinForgotPasswordUrl: Yup.string()
       .nullable()
-      .matches(
-        /^https?:\/\/(www\.)?[-a-zA-Z0-9@:%._+~#=]{1,256}(\.[a-zA-Z0-9()]{1,6}\b([-a-zA-Z0-9()@:%_+.~#?&/=]*))?$/i,
-        intl.formatMessage(messages.validationUrl)
-      )
+      .test('valid-url', intl.formatMessage(messages.validationUrl), isValidURL)
       .test(
         'no-trailing-slash',
         intl.formatMessage(messages.validationUrlTrailingSlash),
diff --git a/src/components/Settings/SettingsMain/index.tsx b/src/components/Settings/SettingsMain/index.tsx
index d1e809a28..d4f52d1b4 100644
--- a/src/components/Settings/SettingsMain/index.tsx
+++ b/src/components/Settings/SettingsMain/index.tsx
@@ -13,6 +13,7 @@ import useLocale from '@app/hooks/useLocale';
 import { Permission, useUser } from '@app/hooks/useUser';
 import globalMessages from '@app/i18n/globalMessages';
 import defineMessages from '@app/utils/defineMessages';
+import { isValidURL } from '@app/utils/urlValidationHelper';
 import { ArrowDownOnSquareIcon } from '@heroicons/react/24/outline';
 import { ArrowPathIcon } from '@heroicons/react/24/solid';
 import type { UserSettingsGeneralResponse } from '@server/interfaces/api/userSettingsInterfaces';
@@ -88,9 +89,10 @@ const SettingsMain = () => {
       intl.formatMessage(messages.validationApplicationTitle)
     ),
     applicationUrl: Yup.string()
-      .matches(
-        /^https?:\/\/(www\.)?[-a-zA-Z0-9@:%._+~#=]{1,256}(\.[a-zA-Z0-9()]{1,6}\b([-a-zA-Z0-9()@:%_+.~#?&/=]*))?$/i,
-        intl.formatMessage(messages.validationApplicationUrl)
+      .test(
+        'valid-url',
+        intl.formatMessage(messages.validationApplicationUrl),
+        isValidURL
       )
       .test(
         'no-trailing-slash',
diff --git a/src/components/Settings/SettingsPlex.tsx b/src/components/Settings/SettingsPlex.tsx
index 973c5ede4..2c765597d 100644
--- a/src/components/Settings/SettingsPlex.tsx
+++ b/src/components/Settings/SettingsPlex.tsx
@@ -8,6 +8,7 @@ import LibraryItem from '@app/components/Settings/LibraryItem';
 import SettingsBadge from '@app/components/Settings/SettingsBadge';
 import globalMessages from '@app/i18n/globalMessages';
 import defineMessages from '@app/utils/defineMessages';
+import { isValidURL } from '@app/utils/urlValidationHelper';
 import { ArrowDownOnSquareIcon } from '@heroicons/react/24/outline';
 import {
   ArrowPathIcon,
@@ -191,9 +192,10 @@ const SettingsPlex = ({ onComplete }: SettingsPlexProps) => {
         otherwise: Yup.string().nullable(),
       }),
       tautulliExternalUrl: Yup.string()
-        .matches(
-          /^https?:\/\/(www\.)?[-a-zA-Z0-9@:%._+~#=]{1,256}(\.[a-zA-Z0-9()]{1,6}\b([-a-zA-Z0-9()@:%_+.~#?&/=]*))?$/i,
-          intl.formatMessage(messages.validationUrl)
+        .test(
+          'valid-url',
+          intl.formatMessage(messages.validationUrl),
+          isValidURL
         )
         .test(
           'no-trailing-slash',
diff --git a/src/components/Settings/SonarrModal/index.tsx b/src/components/Settings/SonarrModal/index.tsx
index 9fb28d9d1..90f4953cc 100644
--- a/src/components/Settings/SonarrModal/index.tsx
+++ b/src/components/Settings/SonarrModal/index.tsx
@@ -3,6 +3,7 @@ import SensitiveInput from '@app/components/Common/SensitiveInput';
 import type { SonarrTestResponse } from '@app/components/Settings/SettingsServices';
 import globalMessages from '@app/i18n/globalMessages';
 import defineMessages from '@app/utils/defineMessages';
+import { isValidURL } from '@app/utils/urlValidationHelper';
 import { Transition } from '@headlessui/react';
 import type { SonarrSettings } from '@server/lib/settings';
 import axios from 'axios';
@@ -126,9 +127,10 @@ const SonarrModal = ({ onClose, sonarr, onSave }: SonarrModalProps) => {
         )
       : Yup.number(),
     externalUrl: Yup.string()
-      .matches(
-        /^https?:\/\/(www\.)?[-a-zA-Z0-9@:%._+~#=]{1,256}(\.[a-zA-Z0-9()]{1,6}\b([-a-zA-Z0-9()@:%_+.~#?&/=]*))?$/i,
-        intl.formatMessage(messages.validationApplicationUrl)
+      .test(
+        'valid-url',
+        intl.formatMessage(messages.validationApplicationUrl),
+        isValidURL
       )
       .test(
         'no-trailing-slash',
diff --git a/src/utils/urlValidationHelper.ts b/src/utils/urlValidationHelper.ts
new file mode 100644
index 000000000..ffd81f50d
--- /dev/null
+++ b/src/utils/urlValidationHelper.ts
@@ -0,0 +1,15 @@
+export function isValidURL(value: unknown) {
+  try {
+    let url: URL;
+    if (typeof value === 'string') {
+      url = new URL(value);
+    } else if (value instanceof URL) {
+      url = value;
+    } else {
+      return false;
+    }
+    return url.protocol === 'http:' || url.protocol === 'https:';
+  } catch {
+    return false;
+  }
+}