diff --git a/osu.Game.Tests/Chat/MessageFormatterTests.cs b/osu.Game.Tests/Chat/MessageFormatterTests.cs
index 1de6280531..198267d78a 100644
--- a/osu.Game.Tests/Chat/MessageFormatterTests.cs
+++ b/osu.Game.Tests/Chat/MessageFormatterTests.cs
@@ -179,6 +179,53 @@ public void TestMarkdownFormatLink()
             Assert.AreEqual(11, result.Links[0].Length);
         }
 
+        [Test]
+        public void TestMarkdownFormatLinkWithBalancedBrackets()
+        {
+            Message result = MessageFormatter.FormatMessage(new Message { Content = "This is a [tricky [one]](https://osu.ppy.sh)!" });
+
+            Assert.AreEqual("This is a tricky [one]!", result.DisplayContent);
+            Assert.AreEqual(1, result.Links.Count);
+            Assert.AreEqual("https://osu.ppy.sh", result.Links[0].Url);
+            Assert.AreEqual(10, result.Links[0].Index);
+            Assert.AreEqual(12, result.Links[0].Length);
+        }
+
+        [Test]
+        public void TestMarkdownFormatLinkWithEscapedBrackets()
+        {
+            Message result = MessageFormatter.FormatMessage(new Message { Content = "This is [another loose bracket \\]](https://osu.ppy.sh)." });
+
+            Assert.AreEqual("This is another loose bracket ].", result.DisplayContent);
+            Assert.AreEqual(1, result.Links.Count);
+            Assert.AreEqual("https://osu.ppy.sh", result.Links[0].Url);
+            Assert.AreEqual(8, result.Links[0].Index);
+            Assert.AreEqual(23, result.Links[0].Length);
+        }
+
+        [Test]
+        public void TestMarkdownFormatWithBackslashes()
+        {
+            Message result = MessageFormatter.FormatMessage(new Message { Content = "This link [should end with a backslash \\](https://osu.ppy.sh)." });
+            Assert.AreEqual("This link should end with a backslash \\.", result.DisplayContent);
+            Assert.AreEqual(1, result.Links.Count);
+            Assert.AreEqual("https://osu.ppy.sh", result.Links[0].Url);
+            Assert.AreEqual(10, result.Links[0].Index);
+            Assert.AreEqual(29, result.Links[0].Length);
+        }
+
+        [Test]
+        public void TestMarkdownFormatLinkWithEscapedAndBalancedBrackets()
+        {
+            Message result = MessageFormatter.FormatMessage(new Message { Content = "This is a [\\]super\\[\\[ tricky [one]](https://osu.ppy.sh)!" });
+
+            Assert.AreEqual("This is a ]super[[ tricky [one]!", result.DisplayContent);
+            Assert.AreEqual(1, result.Links.Count);
+            Assert.AreEqual("https://osu.ppy.sh", result.Links[0].Url);
+            Assert.AreEqual(10, result.Links[0].Index);
+            Assert.AreEqual(21, result.Links[0].Length);
+        }
+
         [Test]
         public void TestChannelLink()
         {
diff --git a/osu.Game.Tests/Visual/Online/TestSceneChatLink.cs b/osu.Game.Tests/Visual/Online/TestSceneChatLink.cs
index 056ccafe79..61c7d3f5b6 100644
--- a/osu.Game.Tests/Visual/Online/TestSceneChatLink.cs
+++ b/osu.Game.Tests/Visual/Online/TestSceneChatLink.cs
@@ -128,6 +128,7 @@ private void testLinksGeneral()
             addMessageWithChecks("Let's (try)[https://osu.ppy.sh/home] [https://osu.ppy.sh/b/252238 multiple links] https://osu.ppy.sh/home", 3,
                 expectedActions: new[] { LinkAction.External, LinkAction.OpenBeatmap, LinkAction.External });
             addMessageWithChecks("[https://osu.ppy.sh/home New link format with escaped [and \\[ paired] braces]", expectedActions: LinkAction.External);
+            addMessageWithChecks("[Markdown link format with escaped [and \\[ paired] braces](https://osu.ppy.sh/home)", expectedActions: LinkAction.External);
             // note that there's 0 links here (they get removed if a channel is not found)
             addMessageWithChecks("#lobby or #osu would be blue (and work) in the ChatDisplay test (when a proper ChatOverlay is present).");
             addMessageWithChecks("I am important!", 0, false, true);
diff --git a/osu.Game/Online/Chat/MessageFormatter.cs b/osu.Game/Online/Chat/MessageFormatter.cs
index 23b5cdc0a6..e40bb05381 100644
--- a/osu.Game/Online/Chat/MessageFormatter.cs
+++ b/osu.Game/Online/Chat/MessageFormatter.cs
@@ -20,7 +20,7 @@ public static class MessageFormatter
         private static readonly Regex new_link_regex = new Regex(@"\[(?<url>[a-z]+://[^ ]+) (?<text>(((?<=\\)[\[\]])|[^\[\]])*(((?<open>\[)(((?<=\\)[\[\]])|[^\[\]])*)+((?<close-open>\])(((?<=\\)[\[\]])|[^\[\]])*)+)*(?(open)(?!)))\]");
 
         // [test](https://osu.ppy.sh/b/1234) -> test (https://osu.ppy.sh/b/1234) aka correct markdown format
-        private static readonly Regex markdown_link_regex = new Regex(@"\[(?<text>[^\]]*)\]\((?<url>[a-z]+://[^ ]+)\)");
+        private static readonly Regex markdown_link_regex = new Regex(@"\[(?<text>(((?<=\\)[\[\]])|[^\[\]])*(((?<open>\[)(((?<=\\)[\[\]])|[^\[\]])*)+((?<close-open>\])(((?<=\\)[\[\]])|[^\[\]])*)+)*(?(open)(?!)))\]\((?<url>[a-z]+://[^ ]+)\)");
 
         // advanced, RFC-compatible regular expression that matches any possible URL, *but* allows certain invalid characters that are widely used
         // This is in the format (<required>, [optional]):
@@ -191,7 +191,7 @@ private static MessageFormatterResult format(string toFormat, int startIndex = 0
             handleMatches(new_link_regex, "{1}", "{2}", result, startIndex, escapeChars: new[] { '[', ']' });
 
             // handle the standard markdown []() format
-            handleMatches(markdown_link_regex, "{1}", "{2}", result, startIndex);
+            handleMatches(markdown_link_regex, "{1}", "{2}", result, startIndex, escapeChars: new[] { '[', ']' });
 
             // handle the ()[] link format
             handleMatches(old_link_regex, "{1}", "{2}", result, startIndex);