diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index f3f76ab..21f7f47 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -17,6 +17,11 @@ jobs:
       matrix:
         ruby: ${{ fromJson(needs.ruby-versions.outputs.versions) }}
         os: [ ubuntu-latest, macos-latest ]
+        include:
+          - os: windows-latest
+            ruby: 2.6
+          - os: windows-latest
+            ruby: 3.4
         exclude:
           - os: macos-latest
             ruby: truffleruby
diff --git a/test/test_timeout.rb b/test/test_timeout.rb
index 199b18e..42db4eb 100644
--- a/test/test_timeout.rb
+++ b/test/test_timeout.rb
@@ -425,7 +425,9 @@ def test_timeout_in_trap_handler
 
     rd, wr = IO.pipe
 
-    trap("SIGUSR1") do
+    signal = Signal.list["USR1"] ? :USR1 : :TERM
+
+    trap(signal) do
       begin
         Timeout.timeout(0.1) do
           sleep 1
@@ -440,9 +442,9 @@ def test_timeout_in_trap_handler
       end
     end
 
-    Process.kill :USR1, Process.pid
+    Process.kill signal, Process.pid
 
     assert_equal "OK", rd.read
     rd.close
-  end if Signal.list["USR1"] # Windows has no SIGUSR1
+  end
 end