diff --git a/.changeset/sweet-toes-check.md b/.changeset/sweet-toes-check.md
new file mode 100644
index 000000000000..193a401389b9
--- /dev/null
+++ b/.changeset/sweet-toes-check.md
@@ -0,0 +1,5 @@
+---
+"wrangler": patch
+---
+
+Fix `--test-scheduled` with custom builds & `--x-dev-env`
diff --git a/packages/wrangler/e2e/__snapshots__/dev.test.ts.snap b/packages/wrangler/e2e/__snapshots__/dev.test.ts.snap
index af2fc4fe0968..49478b0d1529 100644
--- a/packages/wrangler/e2e/__snapshots__/dev.test.ts.snap
+++ b/packages/wrangler/e2e/__snapshots__/dev.test.ts.snap
@@ -1,23 +1,47 @@
 // Vitest Snapshot v1, https://vitest.dev/guide/snapshot.html
 
+exports[`basic js dev: 'wrangler dev --no-x-dev-env' > --test-scheduled works with wrangler dev --no-x-dev-env > custom build 1`] = `"Ran scheduled event"`;
+
+exports[`basic js dev: 'wrangler dev --no-x-dev-env' > --test-scheduled works with wrangler dev --no-x-dev-env > no custom build 1`] = `"Ran scheduled event"`;
+
+exports[`basic js dev: 'wrangler dev --no-x-dev-env' > --test-scheduled works with wrangler dev --no-x-dev-env 1`] = `"Ran scheduled event"`;
+
 exports[`basic js dev: 'wrangler dev --no-x-dev-env' > can modify worker during wrangler dev --no-x-dev-env 1`] = `"Hello World!"`;
 
 exports[`basic js dev: 'wrangler dev --no-x-dev-env' > can modify worker during wrangler dev --no-x-dev-env 2`] = `"Updated Worker! value"`;
 
 exports[`basic js dev: 'wrangler dev --no-x-dev-env' > hotkeys can be disabled with wrangler dev --no-x-dev-env 1`] = `"Hello World!"`;
 
+exports[`basic js dev: 'wrangler dev --remote --no-x-dev-env' > --test-scheduled works with wrangler dev --remote --no-x-dev-env > custom build 1`] = `"Ran scheduled event"`;
+
+exports[`basic js dev: 'wrangler dev --remote --no-x-dev-env' > --test-scheduled works with wrangler dev --remote --no-x-dev-env > no custom build 1`] = `"Ran scheduled event"`;
+
+exports[`basic js dev: 'wrangler dev --remote --no-x-dev-env' > --test-scheduled works with wrangler dev --remote --no-x-dev-env 1`] = `"Ran scheduled event"`;
+
 exports[`basic js dev: 'wrangler dev --remote --no-x-dev-env' > can modify worker during wrangler dev --remote --no-x-dev-env 1`] = `"Hello World!"`;
 
 exports[`basic js dev: 'wrangler dev --remote --no-x-dev-env' > can modify worker during wrangler dev --remote --no-x-dev-env 2`] = `"Updated Worker! value"`;
 
 exports[`basic js dev: 'wrangler dev --remote --no-x-dev-env' > hotkeys can be disabled with wrangler dev --remote --no-x-dev-env 1`] = `"Hello World!"`;
 
+exports[`basic js dev: 'wrangler dev --remote --x-dev-env' > --test-scheduled works with wrangler dev --remote --x-dev-env > custom build 1`] = `"Ran scheduled event"`;
+
+exports[`basic js dev: 'wrangler dev --remote --x-dev-env' > --test-scheduled works with wrangler dev --remote --x-dev-env > no custom build 1`] = `"Ran scheduled event"`;
+
+exports[`basic js dev: 'wrangler dev --remote --x-dev-env' > --test-scheduled works with wrangler dev --remote --x-dev-env 1`] = `"Ran scheduled event"`;
+
 exports[`basic js dev: 'wrangler dev --remote --x-dev-env' > can modify worker during wrangler dev --remote --x-dev-env 1`] = `"Hello World!"`;
 
 exports[`basic js dev: 'wrangler dev --remote --x-dev-env' > can modify worker during wrangler dev --remote --x-dev-env 2`] = `"Updated Worker! value"`;
 
 exports[`basic js dev: 'wrangler dev --remote --x-dev-env' > hotkeys can be disabled with wrangler dev --remote --x-dev-env 1`] = `"Hello World!"`;
 
+exports[`basic js dev: 'wrangler dev --x-dev-env' > --test-scheduled works with wrangler dev --x-dev-env > custom build 1`] = `"Ran scheduled event"`;
+
+exports[`basic js dev: 'wrangler dev --x-dev-env' > --test-scheduled works with wrangler dev --x-dev-env > no custom build 1`] = `"Ran scheduled event"`;
+
+exports[`basic js dev: 'wrangler dev --x-dev-env' > --test-scheduled works with wrangler dev --x-dev-env 1`] = `"Ran scheduled event"`;
+
 exports[`basic js dev: 'wrangler dev --x-dev-env' > can modify worker during wrangler dev --x-dev-env 1`] = `"Hello World!"`;
 
 exports[`basic js dev: 'wrangler dev --x-dev-env' > can modify worker during wrangler dev --x-dev-env 2`] = `"Updated Worker! value"`;
diff --git a/packages/wrangler/e2e/dev.test.ts b/packages/wrangler/e2e/dev.test.ts
index 0c4fa66b5633..3af2a1862c39 100644
--- a/packages/wrangler/e2e/dev.test.ts
+++ b/packages/wrangler/e2e/dev.test.ts
@@ -139,6 +139,76 @@ describe.each([
 
 		await expect(worker.currentOutput).not.toContain("[b] open a browser");
 	});
+
+	describe(`--test-scheduled works with ${cmd}`, async () => {
+		it("custom build", async () => {
+			const helper = new WranglerE2ETestHelper();
+			await helper.seed({
+				"wrangler.toml": dedent`
+								name = "${workerName}"
+								main = "src/index.ts"
+								compatibility_date = "2023-01-01"
+								[build]
+								command = "true"
+						`,
+				"src/index.ts": dedent`
+								export default {
+									scheduled(event) {
+										console.log("Event triggered")
+									}
+								}`,
+				"package.json": dedent`
+								{
+									"name": "worker",
+									"version": "0.0.0",
+									"private": true
+								}
+								`,
+			});
+			const worker = helper.runLongLived(`${cmd} --test-scheduled`);
+
+			const { url } = await worker.waitForReady();
+
+			await expect(
+				fetch(`${url}/__scheduled`).then((r) => r.text())
+			).resolves.toMatchSnapshot();
+
+			await worker.readUntil(/Event triggered/);
+		});
+
+		it("no custom build", async () => {
+			const helper = new WranglerE2ETestHelper();
+			await helper.seed({
+				"wrangler.toml": dedent`
+								name = "${workerName}"
+								main = "src/index.ts"
+								compatibility_date = "2023-01-01"
+						`,
+				"src/index.ts": dedent`
+								export default {
+									scheduled(event) {
+										console.log("Event triggered")
+									}
+								}`,
+				"package.json": dedent`
+								{
+									"name": "worker",
+									"version": "0.0.0",
+									"private": true
+								}
+								`,
+			});
+			const worker = helper.runLongLived(`${cmd} --test-scheduled`);
+
+			const { url } = await worker.waitForReady();
+
+			await expect(
+				fetch(`${url}/__scheduled`).then((r) => r.text())
+			).resolves.toMatchSnapshot();
+
+			await worker.readUntil(/Event triggered/);
+		});
+	});
 });
 
 // Skipping remote python tests because they consistently flake with timeouts
diff --git a/packages/wrangler/src/__tests__/navigator-user-agent.test.ts b/packages/wrangler/src/__tests__/navigator-user-agent.test.ts
index 5c3bf0d30a65..1f3f3288e659 100644
--- a/packages/wrangler/src/__tests__/navigator-user-agent.test.ts
+++ b/packages/wrangler/src/__tests__/navigator-user-agent.test.ts
@@ -110,6 +110,7 @@ describe("defineNavigatorUserAgent is respected", () => {
 				exports: [],
 			},
 			path.resolve("dist"),
+			// @ts-expect-error Ignore the requirement for passing undefined values
 			{
 				bundle: true,
 				additionalModules: [],
@@ -172,6 +173,7 @@ describe("defineNavigatorUserAgent is respected", () => {
 				exports: [],
 			},
 			path.resolve("dist"),
+			// @ts-expect-error Ignore the requirement for passing undefined values
 			{
 				bundle: true,
 				additionalModules: [],
diff --git a/packages/wrangler/src/api/startDevWorker/BundlerController.ts b/packages/wrangler/src/api/startDevWorker/BundlerController.ts
index 3d96f03c6e0a..3ff273579101 100644
--- a/packages/wrangler/src/api/startDevWorker/BundlerController.ts
+++ b/packages/wrangler/src/api/startDevWorker/BundlerController.ts
@@ -133,6 +133,20 @@ export class BundlerController extends Controller<BundlerControllerEventMap> {
 							config.compatibilityDate,
 							config.compatibilityFlags
 						),
+						testScheduled: config.dev.testScheduled,
+						plugins: undefined,
+
+						// Pages specific options used by wrangler pages commands
+						entryName: undefined,
+						inject: undefined,
+						isOutfile: undefined,
+						external: undefined,
+
+						// We don't use esbuild watching for custom builds
+						watch: undefined,
+
+						// sourcemap defaults to true in dev
+						sourcemap: undefined,
 					});
 			if (buildAborter.signal.aborted) {
 				return;
diff --git a/packages/wrangler/src/api/startDevWorker/LocalRuntimeController.ts b/packages/wrangler/src/api/startDevWorker/LocalRuntimeController.ts
index 6d74a4ae2fe1..339658f31c53 100644
--- a/packages/wrangler/src/api/startDevWorker/LocalRuntimeController.ts
+++ b/packages/wrangler/src/api/startDevWorker/LocalRuntimeController.ts
@@ -119,6 +119,7 @@ async function convertToConfigBundle(
 		services: bindings.services,
 		serviceBindings: fetchers,
 		bindVectorizeToProd: event.config.dev?.bindVectorizeToProd ?? false,
+		testScheduled: !!event.config.dev.testScheduled,
 	};
 }
 
diff --git a/packages/wrangler/src/deploy/deploy.ts b/packages/wrangler/src/deploy/deploy.ts
index 5d9e44e214a8..5e43211558ec 100644
--- a/packages/wrangler/src/deploy/deploy.ts
+++ b/packages/wrangler/src/deploy/deploy.ts
@@ -605,6 +605,16 @@ See https://developers.cloudflare.com/workers/platform/compatibility-dates for m
 							props.compatibilityFlags ?? config.compatibility_flags
 						),
 						plugins: [logBuildOutput(nodejsCompatMode)],
+
+						// Pages specific options used by wrangler pages commands
+						entryName: undefined,
+						inject: undefined,
+						isOutfile: undefined,
+						external: undefined,
+
+						// These options are dev-only
+						testScheduled: undefined,
+						watch: undefined,
 					}
 				);
 
diff --git a/packages/wrangler/src/deployment-bundle/bundle.ts b/packages/wrangler/src/deployment-bundle/bundle.ts
index 3727715c8f5f..8fafb78f0d1c 100644
--- a/packages/wrangler/src/deployment-bundle/bundle.ts
+++ b/packages/wrangler/src/deployment-bundle/bundle.ts
@@ -115,32 +115,31 @@ export type BundleOptions = {
 	// A module collector enables you to observe what modules are in the Worker.
 	moduleCollector: ModuleCollector;
 	serveLegacyAssetsFromWorker: boolean;
-	legacyAssets?: Config["legacy_assets"];
-	bypassAssetCache?: boolean;
+	legacyAssets: Config["legacy_assets"] | undefined;
+	bypassAssetCache: boolean | undefined;
 	doBindings: DurableObjectBindings;
 	workflowBindings: WorkflowBinding[];
-	jsxFactory?: string;
-	jsxFragment?: string;
-	entryName?: string;
-	watch?: boolean;
-	tsconfig?: string;
-	minify?: boolean;
-	nodejsCompatMode?: NodeJSCompatMode;
+	jsxFactory: string | undefined;
+	jsxFragment: string | undefined;
+	entryName: string | undefined;
+	watch: boolean | undefined;
+	tsconfig: string | undefined;
+	minify: boolean | undefined;
+	nodejsCompatMode: NodeJSCompatMode | undefined;
 	define: Config["define"];
 	alias: Config["alias"];
 	checkFetch: boolean;
 	mockAnalyticsEngineDatasets: Config["analytics_engine_datasets"];
 	targetConsumer: "dev" | "deploy";
-	testScheduled?: boolean;
-	inject?: string[];
-	loader?: Record<string, string>;
-	sourcemap?: esbuild.CommonOptions["sourcemap"];
-	plugins?: esbuild.Plugin[];
-	isOutfile?: boolean;
+	testScheduled: boolean | undefined;
+	inject: string[] | undefined;
+	sourcemap: esbuild.CommonOptions["sourcemap"] | undefined;
+	plugins: esbuild.Plugin[] | undefined;
+	isOutfile: boolean | undefined;
 	local: boolean;
 	projectRoot: string | undefined;
 	defineNavigatorUserAgent: boolean;
-	external?: string[];
+	external: string[] | undefined;
 };
 
 /**
@@ -172,7 +171,6 @@ export async function bundleWorker(
 		targetConsumer,
 		testScheduled,
 		inject: injectOption,
-		loader,
 		sourcemap,
 		plugins,
 		isOutfile,
@@ -424,10 +422,7 @@ export async function bundleWorker(
 				...define,
 			},
 		}),
-		loader: {
-			...COMMON_ESBUILD_OPTIONS.loader,
-			...(loader || {}),
-		},
+		loader: COMMON_ESBUILD_OPTIONS.loader,
 		plugins: [
 			aliasPlugin,
 			moduleCollector.plugin,
diff --git a/packages/wrangler/src/dev/local.tsx b/packages/wrangler/src/dev/local.tsx
index fe920729ca78..05a2ea39af23 100644
--- a/packages/wrangler/src/dev/local.tsx
+++ b/packages/wrangler/src/dev/local.tsx
@@ -112,6 +112,7 @@ export async function localPropsToConfigBundle(
 		services: props.services,
 		serviceBindings,
 		bindVectorizeToProd: props.bindVectorizeToProd,
+		testScheduled: !!props.testScheduled,
 	};
 }
 
diff --git a/packages/wrangler/src/dev/miniflare.ts b/packages/wrangler/src/dev/miniflare.ts
index 40f614da1989..7d31551539da 100644
--- a/packages/wrangler/src/dev/miniflare.ts
+++ b/packages/wrangler/src/dev/miniflare.ts
@@ -198,6 +198,7 @@ export interface ConfigBundle {
 	services: Config["services"] | undefined;
 	serviceBindings: Record<string, ServiceFetch>;
 	bindVectorizeToProd: boolean;
+	testScheduled: boolean;
 }
 
 export class WranglerLog extends Log {
@@ -908,7 +909,7 @@ export async function buildMiniflareOptions(
 	internalObjects: CfDurableObject[];
 	entrypointNames: string[];
 }> {
-	if (config.crons.length > 0) {
+	if (config.crons.length > 0 && !config.testScheduled) {
 		if (!didWarnMiniflareCronSupport) {
 			didWarnMiniflareCronSupport = true;
 			log.warn(
diff --git a/packages/wrangler/src/dev/start-server.ts b/packages/wrangler/src/dev/start-server.ts
index 537499b59033..6c37ac6b3735 100644
--- a/packages/wrangler/src/dev/start-server.ts
+++ b/packages/wrangler/src/dev/start-server.ts
@@ -499,6 +499,16 @@ async function runEsbuild({
 					workflowBindings,
 					projectRoot,
 					defineNavigatorUserAgent,
+
+					// Pages specific options used by wrangler pages commands
+					entryName: undefined,
+					inject: undefined,
+					isOutfile: undefined,
+					external: undefined,
+
+					watch: undefined,
+					sourcemap: undefined,
+					plugins: undefined,
 				})
 			: undefined;
 
diff --git a/packages/wrangler/src/dev/use-esbuild.ts b/packages/wrangler/src/dev/use-esbuild.ts
index 6aa2545f3437..3246cc7d7fe1 100644
--- a/packages/wrangler/src/dev/use-esbuild.ts
+++ b/packages/wrangler/src/dev/use-esbuild.ts
@@ -200,6 +200,15 @@ export function runBuild(
 						local,
 						projectRoot,
 						defineNavigatorUserAgent,
+
+						// Pages specific options used by wrangler pages commands
+						entryName: undefined,
+						inject: undefined,
+						isOutfile: undefined,
+						external: undefined,
+
+						// sourcemap defaults to true in dev
+						sourcemap: undefined,
 					})
 				: undefined;
 
diff --git a/packages/wrangler/src/pages/functions/buildPlugin.ts b/packages/wrangler/src/pages/functions/buildPlugin.ts
index 5886a694da30..11f5234744c6 100644
--- a/packages/wrangler/src/pages/functions/buildPlugin.ts
+++ b/packages/wrangler/src/pages/functions/buildPlugin.ts
@@ -114,5 +114,13 @@ export function buildPluginFromFunctions({
 		local,
 		projectRoot: getPagesProjectRoot(),
 		defineNavigatorUserAgent,
+
+		legacyAssets: undefined,
+		bypassAssetCache: undefined,
+		jsxFactory: undefined,
+		jsxFragment: undefined,
+		tsconfig: undefined,
+		testScheduled: undefined,
+		isOutfile: undefined,
 	});
 }
diff --git a/packages/wrangler/src/pages/functions/buildWorker.ts b/packages/wrangler/src/pages/functions/buildWorker.ts
index 883da0b8ce18..44db17ec84f3 100644
--- a/packages/wrangler/src/pages/functions/buildWorker.ts
+++ b/packages/wrangler/src/pages/functions/buildWorker.ts
@@ -68,7 +68,7 @@ export function buildWorkerFromFunctions({
 		additionalModules: [],
 		moduleCollector,
 		inject: [routesModule],
-		...(outdir ? { entryName: "index" } : {}),
+		...(outdir ? { entryName: "index" } : { entryName: undefined }),
 		minify,
 		sourcemap,
 		watch,
@@ -90,6 +90,13 @@ export function buildWorkerFromFunctions({
 		local,
 		projectRoot: getPagesProjectRoot(),
 		defineNavigatorUserAgent,
+
+		legacyAssets: undefined,
+		bypassAssetCache: undefined,
+		jsxFactory: undefined,
+		jsxFragment: undefined,
+		tsconfig: undefined,
+		testScheduled: undefined,
 	});
 }
 
@@ -195,6 +202,15 @@ export function buildRawWorker({
 		local,
 		projectRoot: getPagesProjectRoot(),
 		defineNavigatorUserAgent,
+
+		legacyAssets: undefined,
+		bypassAssetCache: undefined,
+		jsxFactory: undefined,
+		jsxFragment: undefined,
+		tsconfig: undefined,
+		testScheduled: undefined,
+		entryName: undefined,
+		inject: undefined,
 	});
 }
 
diff --git a/packages/wrangler/src/versions/upload.ts b/packages/wrangler/src/versions/upload.ts
index 8d5040bb1557..91fe3472691e 100644
--- a/packages/wrangler/src/versions/upload.ts
+++ b/packages/wrangler/src/versions/upload.ts
@@ -11,6 +11,7 @@ import {
 } from "../deployment-bundle/bundle-reporter";
 import { getBundleType } from "../deployment-bundle/bundle-type";
 import { createWorkerUploadForm } from "../deployment-bundle/create-worker-upload-form";
+import { logBuildOutput } from "../deployment-bundle/esbuild-plugins/log-build-output";
 import {
 	findAdditionalModules,
 	writeAdditionalModules,
@@ -321,6 +322,17 @@ See https://developers.cloudflare.com/workers/platform/compatibility-dates for m
 							props.compatibilityDate ?? config.compatibility_date,
 							props.compatibilityFlags ?? config.compatibility_flags
 						),
+						plugins: [logBuildOutput(nodejsCompatMode)],
+
+						// Pages specific options used by wrangler pages commands
+						entryName: undefined,
+						inject: undefined,
+						isOutfile: undefined,
+						external: undefined,
+
+						// These options are dev-only
+						testScheduled: undefined,
+						watch: undefined,
 					}
 				);