diff --git a/frontend-new/src/chat/chatMessage/components/chatBubble/ChatBubble.stories.tsx b/frontend-new/src/chat/chatMessage/components/chatBubble/ChatBubble.stories.tsx
index 65feccdb0..ba8424dc0 100644
--- a/frontend-new/src/chat/chatMessage/components/chatBubble/ChatBubble.stories.tsx
+++ b/frontend-new/src/chat/chatMessage/components/chatBubble/ChatBubble.stories.tsx
@@ -35,3 +35,17 @@ export const ShownWithFooter: Story = {
     children: <VisualMock text={"Foo Footer"} />,
   },
 };
+
+export const WithClickableLinks: Story = {
+  args: {
+    message:
+      "Here are some opportunities that match you:\n\n" +
+      "1. Junior Baker\n" +
+      "   Employer: Sunrise Bakery\n" +
+      "   Apply here: https://jobs.example.com/junior-baker\n\n" +
+      "2. Pastry Assistant\n" +
+      "   Employer: City Cafe\n" +
+      "   Apply here: www.citycafe.co.ke/careers/pastry-assistant",
+    sender: ConversationMessageSender.COMPASS,
+  },
+};
diff --git a/frontend-new/src/chat/chatMessage/components/chatBubble/ChatBubble.tsx b/frontend-new/src/chat/chatMessage/components/chatBubble/ChatBubble.tsx
index 2f11289d0..157069aec 100644
--- a/frontend-new/src/chat/chatMessage/components/chatBubble/ChatBubble.tsx
+++ b/frontend-new/src/chat/chatMessage/components/chatBubble/ChatBubble.tsx
@@ -1,6 +1,25 @@
 import React from "react";
 import { ConversationMessageSender } from "src/chat/ChatService/ChatService.types";
-import { Box, Typography, styled } from "@mui/material";
+import { Box, Link, Typography, styled } from "@mui/material";
+
+// Matches http(s) URLs and www. URLs, stopping at whitespace or common trailing punctuation.
+const URL_REGEX = /((?:https?:\/\/|www\.)[^\s<]+[^\s<.,;:!?)\]}'"])/gi;
+
+// Splits a plain-text message into text and clickable link segments, preserving the original text.
+const renderTextWithLinks = (text: string): React.ReactNode => {
+  const parts = text.split(URL_REGEX);
+  return parts.map((part, index) => {
+    if (index % 2 === 1) {
+      const href = part.startsWith("www.") ? `https://${part}` : part;
+      return (
+        <Link key={index} href={href} target="_blank" rel="noopener noreferrer">
+          {part}
+        </Link>
+      );
+    }
+    return part;
+  });
+};
 
 export interface ChatBubbleProps {
   message: string | React.ReactNode;
@@ -39,7 +58,7 @@ const ChatBubble: React.FC<ChatBubbleProps> = ({ message, sender, children }) =>
   return (
     <MessageBubble origin={sender} data-testid={DATA_TEST_ID.CHAT_MESSAGE_BUBBLE_CONTAINER}>
       <Typography whiteSpace="pre-line" data-testid={DATA_TEST_ID.CHAT_MESSAGE_BUBBLE_MESSAGE_TEXT}>
-        {message}
+        {typeof message === "string" ? renderTextWithLinks(message) : message}
       </Typography>
       <Box data-testid={DATA_TEST_ID.CHAT_MESSAGE_BUBBLE_MESSAGE_FOOTER_CONTAINER}>{children}</Box>
     </MessageBubble>