diff --git a/addons/web_editor/static/src/js/editor/odoo-editor/src/OdooEditor.js b/addons/web_editor/static/src/js/editor/odoo-editor/src/OdooEditor.js
index 0b351d70e88..d24377a81ff 100644
--- a/addons/web_editor/static/src/js/editor/odoo-editor/src/OdooEditor.js
+++ b/addons/web_editor/static/src/js/editor/odoo-editor/src/OdooEditor.js
@@ -46,7 +46,6 @@ import {
     isUnremovable,
     fillEmpty,
     isEmptyBlock,
-    getUrlsInfosInString,
     URL_REGEX,
     URL_REGEX_WITH_INFOS,
     isSelectionFormat,
@@ -4594,16 +4593,15 @@ export class OdooEditor extends EventTarget {
         ) {
             const textSliced = selection.anchorNode.textContent.slice(0, selection.anchorOffset);
             const textNodeSplitted = textSliced.split(/\s/);
-            let potentialUrl = textNodeSplitted.pop();
-            const lastWordMatch = potentialUrl.match(URL_REGEX_WITH_INFOS) && !potentialUrl.match(EMAIL_REGEX);
+            const potentialUrl = textNodeSplitted.pop();
+            const match = potentialUrl.match(URL_REGEX_WITH_INFOS);
 
-            if (lastWordMatch) {
-                const matches = getUrlsInfosInString(textSliced);
-                const match = matches[matches.length - 1];
+            if (match && match[0] === potentialUrl && !EMAIL_REGEX.test(potentialUrl)) {
+                const url = match[2] ? match[0] : 'http://' + match[0];
                 const range = this.document.createRange();
-                range.setStart(selection.anchorNode, match.index);
-                range.setEnd(selection.anchorNode, match.index + match.length);
-                const link = this._createLink(range.extractContents().textContent, match.url);
+                range.setStart(selection.anchorNode, selection.anchorOffset - match[0].length);
+                range.setEnd(selection.anchorNode, selection.anchorOffset);
+                const link = this._createLink(range.extractContents().textContent, url);
                 range.insertNode(link);
                 const container = link.parentElement;
                 const offset = childNodeIndex(link) + 1;
diff --git a/addons/web_editor/static/src/js/editor/odoo-editor/src/utils/sanitize.js b/addons/web_editor/static/src/js/editor/odoo-editor/src/utils/sanitize.js
index d5a7320c892..a455374e73b 100644
--- a/addons/web_editor/static/src/js/editor/odoo-editor/src/utils/sanitize.js
+++ b/addons/web_editor/static/src/js/editor/odoo-editor/src/utils/sanitize.js
@@ -94,11 +94,7 @@ export function deduceURLfromText(text, link) {
        return match[1] ? match[0] : 'mailto:' + match[0];
    }
    // Check for http link.
-   // Regex with 'g' flag is stateful, reset lastIndex before and after using
-   // exec.
-   URL_REGEX_WITH_INFOS.lastIndex = 0;
-   match = URL_REGEX_WITH_INFOS.exec(label);
-   URL_REGEX_WITH_INFOS.lastIndex = 0;
+   match = label.match(URL_REGEX_WITH_INFOS);
    if (match && match[0] === label) {
        const currentHttpProtocol = (link?.href.match(/^http(s)?:\/\//gi) || [])[0];
        if (match[2]) {
diff --git a/addons/web_editor/static/src/js/editor/odoo-editor/src/utils/utils.js b/addons/web_editor/static/src/js/editor/odoo-editor/src/utils/utils.js
index 2c1ad4d273a..8ce3f40f358 100644
--- a/addons/web_editor/static/src/js/editor/odoo-editor/src/utils/utils.js
+++ b/addons/web_editor/static/src/js/editor/odoo-editor/src/utils/utils.js
@@ -51,8 +51,8 @@ const urlRegexBase = `|(?:[-a-zA-Z0-9@:%._\\+~#=]{1,64}\\.))[-a-zA-Z0-9@:%._\\+~
 const httpRegex = `(?:https?:\\/\\/)`;
 const httpCapturedRegex= `(https?:\\/\\/)`;
 
-export const URL_REGEX = new RegExp(`((?:(?:${httpRegex}${urlRegexBase})`, 'gi');
-export const URL_REGEX_WITH_INFOS = new RegExp(`((?:(?:${httpCapturedRegex}${urlRegexBase})`, 'gi');
+export const URL_REGEX = new RegExp(`((?:(?:${httpRegex}${urlRegexBase})`, 'i');
+export const URL_REGEX_WITH_INFOS = new RegExp(`((?:(?:${httpCapturedRegex}${urlRegexBase})`, 'i');
 export const YOUTUBE_URL_GET_VIDEO_ID =
     /^(?:(?:https?:)?\/\/)?(?:(?:www|m)\.)?(?:youtube\.com|youtu\.be)(?:\/(?:[\w-]+\?v=|embed\/|v\/)?)([^\s?&#]+)(?:\S+)?$/i;
 export const EMAIL_REGEX = /^(mailto:)?[\w-.]+@(?:[\w-]+\.)+[\w-]{2,4}$/i;
@@ -1520,26 +1520,6 @@ export function makeContentsInline(node) {
     }
 }
 
-/**
- * Returns an array of url infos for url matched in the given string.
- *
- * @param {String} string
- * @returns {Array}
- */
-export function getUrlsInfosInString(string) {
-    let infos = [],
-        match;
-    while ((match = URL_REGEX_WITH_INFOS.exec(string))) {
-        infos.push({
-            url: match[2] ? match[0] : 'http://' + match[0],
-            label: match[0],
-            index: match.index,
-            length: match[0].length,
-        });
-    }
-    return infos;
-}
-
 // optimize: use the parent Oid to speed up detection
 export function getOuid(node, optimize = false) {
     while (node && !isUnbreakable(node)) {