diff --git a/.github/workflows/aarch64.yml b/.github/workflows/aarch64.yml
index 14e7c3d9f564..08709685033f 100644
--- a/.github/workflows/aarch64.yml
+++ b/.github/workflows/aarch64.yml
@@ -14,13 +14,13 @@ jobs:
     if: github.repository == 'crystal-lang/crystal'
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
       - name: Build Crystal
         uses: docker://crystallang/crystal:1.13.2-alpine-84codes-build
         with:
           args: make crystal
       - name: Upload Crystal executable
-        uses: actions/upload-artifact@v4
+        uses: actions/upload-artifact@v7
         with:
           name: crystal-aarch64-musl
           path: |
@@ -32,9 +32,9 @@ jobs:
     if: github.repository == 'crystal-lang/crystal'
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
       - name: Download Crystal executable
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: crystal-aarch64-musl
       - name: Mark downloaded compiler as executable
@@ -49,9 +49,9 @@ jobs:
     if: github.repository == 'crystal-lang/crystal'
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
       - name: Download Crystal executable
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: crystal-aarch64-musl
       - name: Mark downloaded compiler as executable
@@ -65,13 +65,13 @@ jobs:
     if: github.repository == 'crystal-lang/crystal'
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
       - name: Build Crystal
         uses: docker://crystallang/crystal:1.13.2-ubuntu-84codes-build
         with:
           args: make crystal
       - name: Upload Crystal executable
-        uses: actions/upload-artifact@v4
+        uses: actions/upload-artifact@v7
         with:
           name: crystal-aarch64-gnu
           path: |
@@ -83,9 +83,9 @@ jobs:
     if: github.repository == 'crystal-lang/crystal'
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
       - name: Download Crystal executable
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: crystal-aarch64-gnu
       - name: Mark downloaded compiler as executable
@@ -100,9 +100,9 @@ jobs:
     if: github.repository == 'crystal-lang/crystal'
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
       - name: Download Crystal executable
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: crystal-aarch64-gnu
       - name: Mark downloaded compiler as executable
diff --git a/.github/workflows/docs.yml b/.github/workflows/docs.yml
index 9e576303f479..cb237458cae3 100644
--- a/.github/workflows/docs.yml
+++ b/.github/workflows/docs.yml
@@ -19,7 +19,7 @@ jobs:
     runs-on: ubuntu-latest
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Prepare System
         run: bin/ci prepare_system
@@ -34,7 +34,7 @@ jobs:
         run: echo $GITHUB_SHA > ./docs/revision.txt
 
       - name: Configure AWS Credentials
-        uses: aws-actions/configure-aws-credentials@v4
+        uses: aws-actions/configure-aws-credentials@v6
         with:
           aws-access-key-id: ${{ secrets.AWS_ACCESS_KEY_ID }}
           aws-secret-access-key: ${{ secrets.AWS_SECRET_ACCESS_KEY }}
diff --git a/.github/workflows/interpreter.yml b/.github/workflows/interpreter.yml
index 103dc766509b..b5f46be2d4d3 100644
--- a/.github/workflows/interpreter.yml
+++ b/.github/workflows/interpreter.yml
@@ -13,29 +13,29 @@ env:
 
 jobs:
   test-interpreter_spec:
-    runs-on: ubuntu-22.04
+    runs-on: ubuntu-24.04
     container:
       image: crystallang/crystal:1.14.0-build
     name: "Test Interpreter"
     steps:
-      - uses: actions/checkout@v4
+      - uses: actions/checkout@v6
 
       - name: Test interpreter_spec
         run: make interpreter_spec junit_output=.junit/interpreter_spec.xml
 
   build-interpreter:
-    runs-on: ubuntu-22.04
+    runs-on: ubuntu-24.04
     container:
       image: crystallang/crystal:1.14.0-build
     name: Build interpreter
     steps:
-      - uses: actions/checkout@v4
+      - uses: actions/checkout@v6
 
       - name: Build compiler
         run: make interpreter=1 release=1
 
       - name: Upload compiler artifact
-        uses: actions/upload-artifact@v4
+        uses: actions/upload-artifact@v7
         with:
           name: crystal-interpreter
           path: |
@@ -43,7 +43,7 @@ jobs:
 
   test-interpreter-std_spec:
     needs: build-interpreter
-    runs-on: ubuntu-22.04
+    runs-on: ubuntu-24.04
     container:
       image: crystallang/crystal:1.14.0-build
     strategy:
@@ -51,10 +51,10 @@ jobs:
         part: [0, 1, 2, 3]
     name: "Test std_spec with interpreter (${{ matrix.part }})"
     steps:
-      - uses: actions/checkout@v4
+      - uses: actions/checkout@v6
 
       - name: Download compiler artifact
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: crystal-interpreter
           path: .build/
@@ -67,15 +67,15 @@ jobs:
 
   test-interpreter-primitives_spec:
     needs: build-interpreter
-    runs-on: ubuntu-22.04
+    runs-on: ubuntu-24.04
     container:
       image: crystallang/crystal:1.14.0-build
     name: "Test primitives_spec with interpreter"
     steps:
-      - uses: actions/checkout@v4
+      - uses: actions/checkout@v6
 
       - name: Download compiler artifact
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: crystal-interpreter
           path: .build/
diff --git a/.github/workflows/linux.yml b/.github/workflows/linux.yml
index 79c3f143d303..f2663391fcf0 100644
--- a/.github/workflows/linux.yml
+++ b/.github/workflows/linux.yml
@@ -41,7 +41,7 @@ jobs:
             flags: "USE_PCRE1=true"
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Prepare System
         run: bin/ci prepare_system
@@ -59,7 +59,7 @@ jobs:
     runs-on: ubuntu-latest
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Prepare System
         run: bin/ci prepare_system
@@ -77,7 +77,7 @@ jobs:
     runs-on: ubuntu-latest
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Prepare System
         run: bin/ci prepare_system
@@ -98,7 +98,7 @@ jobs:
     runs-on: ubuntu-latest
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Prepare System
         run: bin/ci prepare_system
diff --git a/.github/workflows/llvm.yml b/.github/workflows/llvm.yml
index a69383319542..2d22f386fa20 100644
--- a/.github/workflows/llvm.yml
+++ b/.github/workflows/llvm.yml
@@ -28,7 +28,7 @@ jobs:
     name: "LLVM ${{ matrix.llvm_version }}"
     steps:
       - name: Checkout Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Install LLVM ${{ matrix.llvm_version }}
         run: |
diff --git a/.github/workflows/macos.yml b/.github/workflows/macos.yml
index 77e9e0b3371c..326667b58d30 100644
--- a/.github/workflows/macos.yml
+++ b/.github/workflows/macos.yml
@@ -25,14 +25,14 @@ jobs:
           arch: aarch64-darwin
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
-      - uses: cachix/install-nix-action@v27
+      - uses: cachix/install-nix-action@v31
         with:
           extra_nix_config: |
             experimental-features = nix-command
 
-      - uses: cachix/cachix-action@v15
+      - uses: cachix/cachix-action@v16
         with:
           name: crystal-ci
           signingKey: '${{ secrets.CACHIX_SIGNING_KEY }}'
diff --git a/.github/workflows/mingw-w64.yml b/.github/workflows/mingw-w64.yml
index 8e5db39a5fa1..840ac869d844 100644
--- a/.github/workflows/mingw-w64.yml
+++ b/.github/workflows/mingw-w64.yml
@@ -16,7 +16,7 @@ jobs:
     runs-on: ubuntu-24.04
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Install LLVM 18
         run: |
@@ -34,24 +34,24 @@ jobs:
         run: make && make -B target=x86_64-windows-gnu release=1 interpreter=1
 
       - name: Upload crystal.obj
-        uses: actions/upload-artifact@v4
+        uses: actions/upload-artifact@v7
         with:
           name: x86_64-mingw-w64-crystal-obj
           path: .build/crystal.obj
 
       - name: Upload standard library
-        uses: actions/upload-artifact@v4
+        uses: actions/upload-artifact@v7
         with:
           name: x86_64-mingw-w64-crystal-stdlib
           path: src
 
   x86_64-mingw-w64-link:
-    runs-on: windows-2022
+    runs-on: windows-2025
     needs: [x86_64-mingw-w64-cross-compile]
     steps:
       - name: Setup MSYS2
         id: msys2
-        uses: msys2/setup-msys2@ddf331adaebd714795f1042345e6ca57bd66cea8 # v2.24.1
+        uses: msys2/setup-msys2@4f806de0a5a7294ffabaff804b38a9b435a73bda # v2.30.0
         with:
           msystem: UCRT64
           update: true
@@ -66,12 +66,12 @@ jobs:
             mingw-w64-ucrt-x86_64-libffi
 
       - name: Download crystal.obj
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: x86_64-mingw-w64-crystal-obj
 
       - name: Download standard library
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: x86_64-mingw-w64-crystal-stdlib
           path: share/crystal/src
@@ -87,7 +87,7 @@ jobs:
           ldd bin/crystal.exe | grep -iv /c/windows/system32 | sed 's/.* => //; s/ (.*//' | xargs -t -i cp '{}' bin/
 
       - name: Upload Crystal
-        uses: actions/upload-artifact@v4
+        uses: actions/upload-artifact@v7
         with:
           name: x86_64-mingw-w64-crystal
           path: |
@@ -95,12 +95,12 @@ jobs:
             share/
 
   x86_64-mingw-w64-test:
-    runs-on: windows-2022
+    runs-on: windows-2025
     needs: [x86_64-mingw-w64-link]
     steps:
       - name: Setup MSYS2
         id: msys2
-        uses: msys2/setup-msys2@ddf331adaebd714795f1042345e6ca57bd66cea8 # v2.24.1
+        uses: msys2/setup-msys2@4f806de0a5a7294ffabaff804b38a9b435a73bda # v2.30.0
         with:
           msystem: UCRT64
           update: true
@@ -125,10 +125,10 @@ jobs:
           git config --global core.autocrlf false
 
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Download Crystal executable
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: x86_64-mingw-w64-crystal
           path: crystal
diff --git a/.github/workflows/openssl.yml b/.github/workflows/openssl.yml
index 611413e7e678..a37ecd420a9c 100644
--- a/.github/workflows/openssl.yml
+++ b/.github/workflows/openssl.yml
@@ -31,7 +31,7 @@ jobs:
             repository: http://dl-cdn.alpinelinux.org/alpine/v3.20/community
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
       - name: Uninstall openssl and conflicts
         run: apk del openssl-dev openssl-libs-static libxml2-static
       - name: Install ${{ matrix.pkg }}
diff --git a/.github/workflows/regex-engine.yml b/.github/workflows/regex-engine.yml
index 26b406b84d3f..934d65a3ef13 100644
--- a/.github/workflows/regex-engine.yml
+++ b/.github/workflows/regex-engine.yml
@@ -15,7 +15,7 @@ jobs:
     container: crystallang/crystal:1.14.0-alpine
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
       - name: Remove PCRE2
         run: apk del pcre2-dev
       - name: Assert using PCRE
@@ -30,7 +30,7 @@ jobs:
     container: crystallang/crystal:1.14.0-alpine
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
       - name: Assert using PCRE2
         run: bin/crystal eval 'abort unless Regex::Engine == Regex::PCRE2'
       - name: Assert select PCRE
diff --git a/.github/workflows/smoke.yml b/.github/workflows/smoke.yml
index 5a83a26e815a..b90243ee2f98 100644
--- a/.github/workflows/smoke.yml
+++ b/.github/workflows/smoke.yml
@@ -64,7 +64,7 @@ jobs:
 
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Build fresh compiler
         run: bin/ci with_build_env make
diff --git a/.github/workflows/wasm32.yml b/.github/workflows/wasm32.yml
index 9a6472ca2d6e..d862b267f25b 100644
--- a/.github/workflows/wasm32.yml
+++ b/.github/workflows/wasm32.yml
@@ -17,7 +17,7 @@ jobs:
     container: crystallang/crystal:1.14.0-build
     steps:
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Install wasmtime
         uses: mwilliamson/setup-wasmtime-action@v2
diff --git a/.github/workflows/win.yml b/.github/workflows/win.yml
index aacf1a4aae4f..4e460bc71f49 100644
--- a/.github/workflows/win.yml
+++ b/.github/workflows/win.yml
@@ -14,7 +14,7 @@ env:
 
 jobs:
   x86_64-windows-libs:
-    runs-on: windows-2022
+    runs-on: windows-2025
     steps:
       - name: Disable CRLF line ending substitution
         run: |
@@ -24,18 +24,18 @@ jobs:
         uses: ilammy/msvc-dev-cmd@0b201ec74fa43914dc39ae48a89fd1d8cb592756 # v1.13.0
 
       - name: Set up Cygwin
-        uses: cygwin/cygwin-install-action@006ad0b0946ca6d0a3ea2d4437677fa767392401 # v4
+        uses: cygwin/cygwin-install-action@711d29f3da23c9f4a1798e369a6f01198c13b11a # v6
         with:
           packages: make
           install-dir: C:\cygwin64
           add-to-path: false
 
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Cache libraries
         id: cache-libs
-        uses: actions/cache@v4
+        uses: actions/cache@v5
         with:
           path: | # openssl and llvm take much longer to build so they are cached separately
             libs/pcre.lib
@@ -78,7 +78,7 @@ jobs:
 
       - name: Cache OpenSSL
         id: cache-openssl
-        uses: actions/cache@v4
+        uses: actions/cache@v5
         with:
           path: |
             libs/crypto.lib
@@ -87,13 +87,13 @@ jobs:
           key: win-openssl-libs-3.1.0-${{ hashFiles('etc/win-ci/build-openssl.ps1') }}-msvc
       - name: Set up NASM
         if: steps.cache-openssl.outputs.cache-hit != 'true'
-        uses: ilammy/setup-nasm@13cbeb366c45c4379d3478cdcbadd8295feb5028 # v1.5.1
+        uses: ilammy/setup-nasm@72793074d3c8cdda771dba85f6deafe00623038b # v1.5.2
       - name: Build OpenSSL
         if: steps.cache-openssl.outputs.cache-hit != 'true'
         run: .\etc\win-ci\build-openssl.ps1 -BuildTree deps\openssl -Version 3.1.0
 
   x86_64-windows-dlls:
-    runs-on: windows-2022
+    runs-on: windows-2025
     steps:
       - name: Disable CRLF line ending substitution
         run: |
@@ -103,18 +103,18 @@ jobs:
         uses: ilammy/msvc-dev-cmd@0b201ec74fa43914dc39ae48a89fd1d8cb592756 # v1.13.0
 
       - name: Set up Cygwin
-        uses: cygwin/cygwin-install-action@006ad0b0946ca6d0a3ea2d4437677fa767392401 # v4
+        uses: cygwin/cygwin-install-action@711d29f3da23c9f4a1798e369a6f01198c13b11a # v6
         with:
           packages: make
           install-dir: C:\cygwin64
           add-to-path: false
 
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Cache libraries
         id: cache-dlls
-        uses: actions/cache@v4
+        uses: actions/cache@v5
         with:
           path: | # openssl and llvm take much longer to build so they are cached separately
             libs/pcre-dynamic.lib
@@ -166,7 +166,7 @@ jobs:
 
       - name: Cache OpenSSL
         id: cache-openssl-dlls
-        uses: actions/cache@v4
+        uses: actions/cache@v5
         with:
           path: |
             libs/crypto-dynamic.lib
@@ -176,20 +176,20 @@ jobs:
           key: win-openssl-dlls-3.1.0-${{ hashFiles('etc/win-ci/build-openssl.ps1') }}-msvc
       - name: Set up NASM
         if: steps.cache-openssl-dlls.outputs.cache-hit != 'true'
-        uses: ilammy/setup-nasm@13cbeb366c45c4379d3478cdcbadd8295feb5028 # v1.5.1
+        uses: ilammy/setup-nasm@72793074d3c8cdda771dba85f6deafe00623038b # v1.5.2
       - name: Build OpenSSL
         if: steps.cache-openssl-dlls.outputs.cache-hit != 'true'
         run: .\etc\win-ci\build-openssl.ps1 -BuildTree deps\openssl -Version 3.1.0 -Dynamic
 
   x86_64-windows-llvm-libs:
-    runs-on: windows-2022
+    runs-on: windows-2025
     steps:
       - name: Enable Developer Command Prompt
         uses: ilammy/msvc-dev-cmd@0b201ec74fa43914dc39ae48a89fd1d8cb592756 # v1.13.0
 
       - name: Cache LLVM
         id: cache-llvm-libs
-        uses: actions/cache@v4
+        uses: actions/cache@v5
         with:
           path: llvm
           key: llvm-libs-${{ env.CI_LLVM_VERSION }}-msvc
@@ -205,7 +205,7 @@ jobs:
           cmake "-DCMAKE_INSTALL_PREFIX=$(pwd)\..\llvm" -P cmake_install.cmake
 
   x86_64-windows-llvm-dlls:
-    runs-on: windows-2022
+    runs-on: windows-2025
     steps:
       - name: Disable CRLF line ending substitution
         run: |
@@ -215,11 +215,11 @@ jobs:
         uses: ilammy/msvc-dev-cmd@0b201ec74fa43914dc39ae48a89fd1d8cb592756 # v1.13.0
 
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Cache LLVM
         id: cache-llvm-dlls
-        uses: actions/cache@v4
+        uses: actions/cache@v5
         with:
           path: |
             libs/llvm_VERSION
@@ -238,7 +238,7 @@ jobs:
       llvm_version: "18.1.1"
 
   x86_64-windows-test:
-    runs-on: windows-2022
+    runs-on: windows-2025
     needs: [x86_64-windows-release]
     steps:
       - name: Disable CRLF line ending substitution
@@ -249,16 +249,16 @@ jobs:
         uses: ilammy/msvc-dev-cmd@0b201ec74fa43914dc39ae48a89fd1d8cb592756 # v1.13.0
 
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Download Crystal executable
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: crystal
           path: build
 
       - name: Restore LLVM
-        uses: actions/cache/restore@v4
+        uses: actions/cache/restore@v5
         with:
           path: llvm
           key: llvm-libs-${{ env.CI_LLVM_VERSION }}-msvc
@@ -286,7 +286,7 @@ jobs:
         run: make -f Makefile.win samples
 
   x86_64-windows-test-interpreter:
-    runs-on: windows-2022
+    runs-on: windows-2025
     needs: [x86_64-windows-release]
     steps:
       - name: Disable CRLF line ending substitution
@@ -294,16 +294,16 @@ jobs:
           git config --global core.autocrlf false
 
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Download Crystal executable
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: crystal
           path: build
 
       - name: Restore LLVM
-        uses: actions/cache/restore@v4
+        uses: actions/cache/restore@v5
         with:
           path: llvm
           key: llvm-libs-${{ env.CI_LLVM_VERSION }}-msvc
@@ -322,7 +322,7 @@ jobs:
 
   x86_64-windows-installer:
     if: github.repository_owner == 'crystal-lang' && (startsWith(github.ref, 'refs/tags/') || startsWith(github.ref, 'refs/heads/ci/'))
-    runs-on: windows-2022
+    runs-on: windows-2025
     needs: [x86_64-windows-release]
     steps:
       - name: Disable CRLF line ending substitution
@@ -330,16 +330,16 @@ jobs:
           git config --global core.autocrlf false
 
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Download Crystal executable
-        uses: actions/download-artifact@v4
+        uses: actions/download-artifact@v8
         with:
           name: crystal
           path: etc/win-ci/portable
 
       - name: Restore LLVM
-        uses: actions/cache/restore@v4
+        uses: actions/cache/restore@v5
         with:
           path: llvm
           key: llvm-libs-${{ env.CI_LLVM_VERSION }}-msvc
@@ -359,7 +359,7 @@ jobs:
           iscc.exe crystal.iss
 
       - name: Upload Crystal installer
-        uses: actions/upload-artifact@v4
+        uses: actions/upload-artifact@v7
         with:
           name: crystal-installer
           path: etc/win-ci/Output/crystal-setup.exe
diff --git a/.github/workflows/win_build_portable.yml b/.github/workflows/win_build_portable.yml
index a81b9e8083ed..932a2850bb6d 100644
--- a/.github/workflows/win_build_portable.yml
+++ b/.github/workflows/win_build_portable.yml
@@ -14,7 +14,7 @@ permissions: {}
 
 jobs:
   build:
-    runs-on: windows-2022
+    runs-on: windows-2025
     steps:
       - name: Disable CRLF line ending substitution
         run: |
@@ -30,10 +30,10 @@ jobs:
           crystal: "1.14.0"
 
       - name: Download Crystal source
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
 
       - name: Restore libraries
-        uses: actions/cache/restore@v4
+        uses: actions/cache/restore@v5
         with:
           path: |
             libs/pcre.lib
@@ -48,7 +48,7 @@ jobs:
           key: win-libs-${{ hashFiles('.github/workflows/win.yml', 'etc/win-ci/*.ps1') }}-msvc
           fail-on-cache-miss: true
       - name: Restore OpenSSL
-        uses: actions/cache/restore@v4
+        uses: actions/cache/restore@v5
         with:
           path: |
             libs/crypto.lib
@@ -57,7 +57,7 @@ jobs:
           key: win-openssl-libs-3.1.0-${{ hashFiles('etc/win-ci/build-openssl.ps1') }}-msvc
           fail-on-cache-miss: true
       - name: Restore DLLs
-        uses: actions/cache/restore@v4
+        uses: actions/cache/restore@v5
         with:
           path: |
             libs/pcre-dynamic.lib
@@ -81,7 +81,7 @@ jobs:
           key: win-dlls-${{ hashFiles('.github/workflows/win.yml', 'etc/win-ci/*.ps1') }}-msvc
           fail-on-cache-miss: true
       - name: Restore OpenSSL DLLs
-        uses: actions/cache/restore@v4
+        uses: actions/cache/restore@v5
         with:
           path: |
             libs/crypto-dynamic.lib
@@ -91,13 +91,13 @@ jobs:
           key: win-openssl-dlls-3.1.0-${{ hashFiles('etc/win-ci/build-openssl.ps1') }}-msvc
           fail-on-cache-miss: true
       - name: Restore LLVM
-        uses: actions/cache/restore@v4
+        uses: actions/cache/restore@v5
         with:
           path: llvm
           key: llvm-libs-${{ inputs.llvm_version }}-msvc
           fail-on-cache-miss: true
       - name: Restore LLVM DLLs
-        uses: actions/cache/restore@v4
+        uses: actions/cache/restore@v5
         with:
           path: |
             libs/llvm_VERSION
@@ -124,7 +124,7 @@ jobs:
           make -f Makefile.win -B ${{ inputs.release && 'release=1' || '' }} interpreter=1
 
       - name: Download shards release
-        uses: actions/checkout@v4
+        uses: actions/checkout@v6
         with:
           repository: crystal-lang/shards
           ref: v0.18.0
@@ -145,7 +145,7 @@ jobs:
           cp README.md crystal/
 
       - name: Upload Crystal binaries
-        uses: actions/upload-artifact@v4
+        uses: actions/upload-artifact@v7
         with:
           name: crystal
           path: crystal