diff --git a/CHANGELOG.md b/CHANGELOG.md
index ff1b16f8..198efbe1 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -8,6 +8,10 @@ and this project adheres to
 
 ## [unreleased]
 
+### Changed
+
+- Always set-up Cygwin whether or not the cache is hit.
+
 ## [3.0.0-alpha]
 
 ### Added
diff --git a/dist/index.js b/dist/index.js
index 768cabf4..838a9803 100644
--- a/dist/index.js
+++ b/dist/index.js
@@ -109834,8 +109834,8 @@ async function installer() {
     }
     const { opamCacheHit, cygwinCacheHit } = await restoreOpamCaches();
     if (PLATFORM === "windows") {
+        await setupCygwin();
         if (!cygwinCacheHit) {
-            await setupCygwin();
             await saveCygwinCache();
         }
         lib_core.addPath(CYGWIN_ROOT_BIN);
diff --git a/packages/setup-ocaml/src/installer.ts b/packages/setup-ocaml/src/installer.ts
index d86a9d9b..375e11a1 100644
--- a/packages/setup-ocaml/src/installer.ts
+++ b/packages/setup-ocaml/src/installer.ts
@@ -63,8 +63,8 @@ export async function installer() {
   }
   const { opamCacheHit, cygwinCacheHit } = await restoreOpamCaches();
   if (PLATFORM === "windows") {
+    await setupCygwin();
     if (!cygwinCacheHit) {
-      await setupCygwin();
       await saveCygwinCache();
     }
     core.addPath(CYGWIN_ROOT_BIN);