diff --git a/plugins/woocommerce-blocks/tests/e2e/specs/shopper/checkout-single-use-coupon.test.js b/plugins/woocommerce-blocks/tests/e2e/specs/shopper/checkout-single-use-coupon.test.js
new file mode 100644
index 00000000000..a1f5bd79776
--- /dev/null
+++ b/plugins/woocommerce-blocks/tests/e2e/specs/shopper/checkout-single-use-coupon.test.js
@@ -0,0 +1,71 @@
+/**
+ * External dependencies
+ */
+import { withRestApi } from '@woocommerce/e2e-utils';
+
+/**
+ * Internal dependencies
+ */
+import { shopper } from '../../../utils';
+import { createCoupon } from '../../utils';
+import { SIMPLE_PRODUCT_NAME } from '../../../utils/constants';
+
+if ( process.env.WOOCOMMERCE_BLOCKS_PHASE < 2 )
+	// eslint-disable-next-line jest/no-focused-tests
+	test.only( `Skipping checkout tests`, () => {} );
+
+let coupon;
+
+beforeAll( async () => {
+	coupon = await createCoupon( { usageLimit: 1 } );
+	await shopper.block.emptyCart();
+} );
+
+afterAll( async () => {
+	await withRestApi.deleteCoupon( coupon.id );
+	await shopper.block.emptyCart();
+} );
+
+describe( 'Shopper → Checkout → Can apply single-use coupon once', () => {
+	it( 'allows checkout to apply single-use coupon once', async () => {
+		await shopper.goToShop();
+		await shopper.addToCartFromShopPage( SIMPLE_PRODUCT_NAME );
+		await shopper.block.goToCheckout();
+		await shopper.block.applyCouponFromCheckout( coupon.code );
+
+		const discountBlockSelector = '.wc-block-components-totals-discount';
+		const discountAppliedCouponCodeSelector =
+			'.wc-block-components-totals-discount__coupon-list-item span.wc-block-components-chip__text';
+		const discountValueSelector =
+			'.wc-block-components-totals-discount .wc-block-components-totals-item__value';
+
+		// Verify that the discount had been applied correctly on the checkout page.
+		await page.waitForSelector( discountBlockSelector );
+		await expect( page ).toMatchElement( discountValueSelector, {
+			text: coupon.amount,
+		} );
+		await expect( page ).toMatchElement(
+			discountAppliedCouponCodeSelector,
+			{
+				text: coupon.code,
+			}
+		);
+
+		await shopper.block.placeOrder();
+		await expect( page ).toMatch( 'Your order has been received.' );
+
+		// Verify that the discount had been applied correctly on the order confirmation page.
+		await expect( page ).toMatchElement( `th`, { text: 'Discount' } );
+		await expect( page ).toMatchElement( `span.woocommerce-Price-amount`, {
+			text: coupon.amount,
+		} );
+	} );
+
+	it( 'Prevents checkout applying single-use coupon twice', async () => {
+		await shopper.goToShop();
+		await shopper.addToCartFromShopPage( SIMPLE_PRODUCT_NAME );
+		await shopper.block.goToCheckout();
+		await shopper.block.applyCouponFromCheckout( coupon.code );
+		await expect( page ).toMatch( 'Coupon usage limit has been reached.' );
+	} );
+} );
diff --git a/plugins/woocommerce-blocks/tests/e2e/utils.js b/plugins/woocommerce-blocks/tests/e2e/utils.js
index 699f804af47..63852c3bdb5 100644
--- a/plugins/woocommerce-blocks/tests/e2e/utils.js
+++ b/plugins/woocommerce-blocks/tests/e2e/utils.js
@@ -1,6 +1,7 @@
 /**
  * External dependencies
  */
+import { Coupon, HTTPClientFactory } from '@woocommerce/api';
 import config from 'config';
 import {
 	activateTheme,
@@ -29,6 +30,11 @@ import { elementExists, getElementData, getTextContent } from './page-utils';
  */
 
 export const BASE_URL = config.get( 'url' );
+export const adminUsername = config.get( 'users.admin.username' );
+export const adminPassword = config.get( 'users.admin.password' );
+export const client = HTTPClientFactory.build( BASE_URL )
+	.withBasicAuth( adminUsername, adminPassword )
+	.create();
 export const GUTENBERG_EDITOR_CONTEXT =
 	process.env.GUTENBERG_EDITOR_CONTEXT || 'core';
 export const DEFAULT_TIMEOUT = 30000;
@@ -352,3 +358,46 @@ export const addBlockToFSEArea = async ( blockName ) => {
 	);
 	await insertButton.click();
 };
+
+/**
+ * Creates a basic coupon with the provided coupon amount. Returns the coupon code.
+ *
+ * @param {Object} [coupon] Coupon object. Default to fixed cart type and amount = 5.
+ * @param {string}  [coupon.amount] Amount to be applied. Defaults to 5.
+ * @param {string} [coupon.discountType] Type of a coupon. Defaults to Fixed cart discount.
+ * @param {number} [coupon.usageLimit] How many times the coupon can be used in total. Defaults to -1.
+ */
+export const createCoupon = async ( coupon ) => {
+	const {
+		amount = '5',
+		discountType = 'Fixed cart discount',
+		usageLimit = -1,
+	} = coupon || { amount: '5', discountType: 'Fixed cart discount' };
+
+	let couponType;
+	switch ( discountType ) {
+		case 'Fixed cart discount':
+			couponType = 'fixed_cart';
+			break;
+		case 'Fixed product discount':
+			couponType = 'fixed_product';
+			break;
+		case 'Percentage discount':
+			couponType = 'percent';
+			break;
+		default:
+			couponType = discountType;
+	}
+
+	// Fill in coupon code
+	const couponCode = 'code-' + couponType + new Date().getTime().toString();
+	const repository = Coupon.restRepository( client );
+	const createdCoupon = await repository.create( {
+		code: couponCode,
+		discountType: couponType,
+		amount,
+		usageLimit,
+	} );
+
+	return createdCoupon;
+};
diff --git a/plugins/woocommerce-blocks/tests/utils/shopper.js b/plugins/woocommerce-blocks/tests/utils/shopper.js
index d797d84e3b9..b3bf188667b 100644
--- a/plugins/woocommerce-blocks/tests/utils/shopper.js
+++ b/plugins/woocommerce-blocks/tests/utils/shopper.js
@@ -390,6 +390,20 @@ export const shopper = {
 
 			await expect( page.$x( cartItemXPath ) ).resolves.toHaveLength( 1 );
 		},
+
+		applyCouponFromCheckout: async ( couponCode ) => {
+			const couponInputSelector =
+				'#wc-block-components-totals-coupon__input-0';
+			const couponApplyButtonSelector =
+				'.wc-block-components-totals-coupon__button';
+			const couponExpandButtonSelector =
+				'.wc-block-components-totals-coupon button';
+
+			await expect( page ).toClick( couponExpandButtonSelector );
+			await expect( page ).toFill( couponInputSelector, couponCode );
+			await expect( page ).toClick( couponApplyButtonSelector );
+			await page.waitForNetworkIdle();
+		},
 	},
 
 	isLoggedIn: async () => {