diff --git a/src/server/factories/route_finder.ts b/src/server/factories/route_finder.ts
index a025b10..2c4206d 100644
--- a/src/server/factories/route_finder.ts
+++ b/src/server/factories/route_finder.ts
@@ -41,19 +41,29 @@ export function routeFinder(
    * @returns Promise that resolves when route execution completes or rejects with route not found error
    */
   return function () {
-    const url = ctx.request.url()
-    const method = ctx.request.method()
-    const hostname = router.usingDomains ? ctx.request.hostname() : undefined
-    const route = router.match(url, method, ctx.request.parsedUrl.shouldDecodeParam, hostname)
+    /**
+     * Sync errors (for example, from a matcher cast) are returned as a
+     * rejected promise. The middleware runner does not catch a sync
+     * error from its final handler, so without global middleware the
+     * error would skip the app error handler.
+     */
+    try {
+      const url = ctx.request.url()
+      const method = ctx.request.method()
+      const hostname = router.usingDomains ? ctx.request.hostname() : undefined
+      const route = router.match(url, method, ctx.request.parsedUrl.shouldDecodeParam, hostname)
 
-    if (route) {
-      ctx.params = route.params
-      ctx.subdomains = route.subdomains
-      ctx.route = route.route
-      ctx.routeKey = route.routeKey
-      return route.route.execute(route.route, resolver, ctx, errorResponder)
-    }
+      if (route) {
+        ctx.params = route.params
+        ctx.subdomains = route.subdomains
+        ctx.route = route.route
+        ctx.routeKey = route.routeKey
+        return route.route.execute(route.route, resolver, ctx, errorResponder)
+      }
 
-    return Promise.reject(new errors.E_ROUTE_NOT_FOUND([method, url]))
+      return Promise.reject(new errors.E_ROUTE_NOT_FOUND([method, url]))
+    } catch (error) {
+      return Promise.reject(error)
+    }
   }
 }
diff --git a/tests/server.spec.ts b/tests/server.spec.ts
index 43be740..b5d521b 100644
--- a/tests/server.spec.ts
+++ b/tests/server.spec.ts
@@ -1080,6 +1080,42 @@ test.group('Server | error handler', () => {
     assert.equal(text, 'handled by error handler')
   })
 
+  test('pass route matching errors to the error handler', async ({ assert }) => {
+    const app = new AppFactory().create(BASE_URL, () => {})
+    const server = new ServerFactory().merge({ app }).create()
+    const httpServer = createServer(server.handle.bind(server))
+    await app.init()
+
+    class ErrorHandler {
+      report() {}
+      handle(error: any, { response }: HttpContext) {
+        response.status(422).send(`handled by error handler: ${error.message}`)
+      }
+    }
+
+    server.use([])
+
+    server.errorHandler(async () => {
+      return {
+        default: ErrorHandler,
+      }
+    })
+
+    server
+      .getRouter()
+      .get('/:id', () => 'ok')
+      .where('id', {
+        match: /.*/,
+        cast: () => {
+          throw new Error('Invalid id')
+        },
+      })
+    await server.boot()
+
+    const { text } = await supertest(httpServer).get('/1').expect(422)
+    assert.equal(text, 'handled by error handler: Invalid id')
+  })
+
   test('report response serialization errors', async ({ assert }) => {
     const app = new AppFactory().create(BASE_URL, () => {})
     const server = new ServerFactory().merge({ app }).create()