diff --git a/.github/workflows/check_issues.yml b/.github/workflows/check_issues.yml
index c8db5c9425..4dee442c9b 100644
--- a/.github/workflows/check_issues.yml
+++ b/.github/workflows/check_issues.yml
@@ -6,7 +6,7 @@ on:
       - opened
 
 jobs:
-  missing-windows-sdk-issue:
+  check-for-common-issues:
     runs-on: ubuntu-latest
     permissions:
       issues: write
@@ -20,6 +20,8 @@ jobs:
               repo: context.repo.repo
             };
             let issue = await github.rest.issues.get(issue_query)
+
+            // missing-windows-sdk-issue
             let reg = /RC Pass 1: command "rc .*" failed \(exit code 0\) with the following output:/;
             if (reg.test(issue.data.body)){
               await github.rest.issues.removeAllLabels(issue_query);
@@ -30,3 +32,13 @@ jobs:
               await github.rest.issues.createComment({...issue_query, body}); 
               // Close the issue? 
             }
+
+            // msys2 download fails => old vcpkg version
+            reg = /error: https:\/\/repo\.msys2\.org\/.*: failed: status code 404/;
+            if (reg.test(issue.data.body)){
+              await github.rest.issues.removeAllLabels(issue_query);
+              await github.rest.issues.setLabels({...issue_query, labels: ["category:question"]});
+              let body = "Try updating your vcpkg version via `git pull` to resolve this issue. MSYS2 downloads are removed from the upstream servers from time to time, so using an up-to-date vcpkg version is necessary."
+              await github.rest.issues.createComment({...issue_query, body}); 
+              // Close the issue? 
+            }