diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index e43927f..5b9421a 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -3,7 +3,10 @@ on:
   pull_request:
 jobs:
   ci:
-    runs-on: ubuntu-latest
+    strategy:
+      matrix:
+        os: [ubuntu-latest, windows-latest]
+    runs-on: ${{ matrix.os }}
     steps:
     - name: Checkout
       uses: actions/checkout@v3
@@ -31,3 +34,5 @@ jobs:
       run: |
         make checkformatting
         make lint
+    - name: E2E Test
+      run: make test-e2e
diff --git a/Makefile b/Makefile
index fffa660..3ee1033 100644
--- a/Makefile
+++ b/Makefile
@@ -22,6 +22,11 @@ lint:
 test:
 	cargo test --workspace
 
+.PHONY: test-e2e
+test-e2e:
+	# TODO - Actually check the output is correct
+	cargo run --release -p ocrs-cli ocrs-cli/test-data/why-rust.png
+
 .PHONY: wasm
 wasm:
 	RUSTFLAGS="-C target-feature=+simd128" cargo build --release --target wasm32-unknown-unknown --package ocrs
diff --git a/ocrs-cli/test-data/why-rust.png b/ocrs-cli/test-data/why-rust.png
new file mode 100644
index 0000000..4d0fef4
Binary files /dev/null and b/ocrs-cli/test-data/why-rust.png differ