diff --git a/changelog.txt b/changelog.txt
index 994a374362..37c94270e7 100644
--- a/changelog.txt
+++ b/changelog.txt
@@ -1,6 +1,7 @@
 *** Changelog ***
 
 = 9.10.0 - xxxx-xx-xx =
+* Add - Allow the purchase of free trials using the Express Payment methods when the product does not require shipping
 * Update - Changes the documentation page URL for the Optimized Checkout feature to https://woocommerce.com/document/stripe/admin-experience/optimized-checkout-suite/
 * Update - Changes the background color and spacing for the Woo logo shown in the account modal
 * Add - Allow Klarna to be used for recurring payments and subscriptions
diff --git a/client/blocks/express-checkout/express-checkout-container.js b/client/blocks/express-checkout/express-checkout-container.js
index 4e6523f487..ed6d2b6b59 100644
--- a/client/blocks/express-checkout/express-checkout-container.js
+++ b/client/blocks/express-checkout/express-checkout-container.js
@@ -10,9 +10,13 @@ import {
 
 export const ExpressCheckoutContainer = ( props ) => {
 	const { stripe, billing, expressPaymentMethod } = props;
+	const hasFreeTrial = getExpressCheckoutData( 'has_free_trial' );
 	const options = {
-		mode: 'payment',
-		...( isManualPaymentMethodCreation( expressPaymentMethod ) && {
+		mode: hasFreeTrial ? 'subscription' : 'payment',
+		...( isManualPaymentMethodCreation(
+			expressPaymentMethod,
+			hasFreeTrial
+		) && {
 			paymentMethodCreation: 'manual',
 		} ),
 		amount: billing.cartTotal.value,
diff --git a/client/blocks/express-checkout/index.js b/client/blocks/express-checkout/index.js
index 03c78b3166..9cac0d31ac 100644
--- a/client/blocks/express-checkout/index.js
+++ b/client/blocks/express-checkout/index.js
@@ -17,6 +17,7 @@ import {
 	EXPRESS_PAYMENT_METHOD_SETTING_GOOGLE_PAY,
 	EXPRESS_PAYMENT_METHOD_SETTING_LINK,
 } from 'wcstripe/stripe-utils/constants';
+import { getExpressCheckoutData } from 'wcstripe/express-checkout/utils';
 
 /** @typedef {import('react')} React */
 
@@ -83,7 +84,10 @@ const expressCheckoutElement = ( expressPaymentMethod, api ) => {
 	);
 	const edit = getEditorElement( expressPaymentMethod );
 	const canMakePayment = ( { cart } ) => {
-		if ( parseFloat( cart.cartTotals.total_price ) === 0.0 ) {
+		if (
+			parseFloat( cart.cartTotals.total_price ) === 0.0 &&
+			! getExpressCheckoutData( 'has_free_trial' )
+		) {
 			return false;
 		}
 
diff --git a/client/entrypoints/express-checkout/index.js b/client/entrypoints/express-checkout/index.js
index 51b5bc9ef3..7666fc0b07 100644
--- a/client/entrypoints/express-checkout/index.js
+++ b/client/entrypoints/express-checkout/index.js
@@ -331,11 +331,16 @@ jQuery( function ( $ ) {
 				return;
 			}
 
+			const hasFreeTrial = getExpressCheckoutData( 'has_free_trial' );
+
 			const elements = api.getStripe().elements( {
-				mode: options.mode ? options.mode : 'payment',
+				mode: hasFreeTrial ? 'subscription' : 'payment',
 				amount: options.total,
 				currency: options.currency,
-				...( isManualPaymentMethodCreation( expressPaymentType ) && {
+				...( isManualPaymentMethodCreation(
+					expressPaymentType,
+					hasFreeTrial
+				) && {
 					paymentMethodCreation: 'manual',
 				} ),
 				appearance: getExpressCheckoutButtonAppearance(),
@@ -462,6 +467,7 @@ jQuery( function ( $ ) {
 					event,
 					order,
 					orderDetails,
+					hasFreeTrial,
 				} );
 			} );
 
@@ -518,7 +524,6 @@ jQuery( function ( $ ) {
 				}
 
 				wcStripeECE.startExpressCheckout( {
-					mode: 'payment',
 					total,
 					currency:
 						getExpressCheckoutData( 'checkout' ).currency_code,
@@ -538,7 +543,6 @@ jQuery( function ( $ ) {
 					const displayItems =
 						getExpressCheckoutData( 'product' ).displayItems ?? [];
 					wcStripeECE.startExpressCheckout( {
-						mode: 'payment',
 						total: getExpressCheckoutData( 'product' )?.total
 							.amount,
 						currency: getExpressCheckoutData( 'product' )?.currency,
@@ -562,13 +566,15 @@ jQuery( function ( $ ) {
 						cart.totals
 					);
 
-					if ( total === 0 ) {
+					if (
+						total === 0 &&
+						! getExpressCheckoutData( 'has_free_trial' )
+					) {
 						wcStripeECE.hide();
 						return;
 					}
 
 					wcStripeECE.startExpressCheckout( {
-						mode: 'payment',
 						total,
 						currency:
 							getExpressCheckoutData( 'checkout' )?.currency_code,
diff --git a/client/express-checkout/event-handler.js b/client/express-checkout/event-handler.js
index 76f9f602d6..64f2e35809 100644
--- a/client/express-checkout/event-handler.js
+++ b/client/express-checkout/event-handler.js
@@ -50,14 +50,19 @@ export const shippingRateChangeHandler = async ( api, event, elements ) => {
 };
 
 export const onConfirmHandler = async ( params ) => {
-	const { abortPayment, elements, event } = params;
+	const { abortPayment, elements, event, hasFreeTrial } = params;
 
 	const submitResponse = await elements.submit();
 	if ( submitResponse?.error ) {
 		return abortPayment( event, submitResponse?.error?.message );
 	}
 
-	if ( ! isManualPaymentMethodCreation( event.expressPaymentType ) ) {
+	if (
+		! isManualPaymentMethodCreation(
+			event.expressPaymentType,
+			hasFreeTrial
+		)
+	) {
 		return handleConfirmationTokenFlow( params );
 	}
 
diff --git a/client/express-checkout/utils/check-payment-method-availability.js b/client/express-checkout/utils/check-payment-method-availability.js
index 746f04b020..947d35978a 100644
--- a/client/express-checkout/utils/check-payment-method-availability.js
+++ b/client/express-checkout/utils/check-payment-method-availability.js
@@ -2,6 +2,7 @@ import { createRoot } from 'react-dom/client';
 import { ExpressCheckoutElement, Elements } from '@stripe/react-stripe-js';
 import { memoize } from 'lodash';
 import {
+	getExpressCheckoutData,
 	getPaymentMethodTypesForExpressMethod,
 	isManualPaymentMethodCreation,
 } from 'wcstripe/express-checkout/utils';
@@ -15,6 +16,8 @@ import {
 export const checkPaymentMethodIsAvailable = memoize(
 	( paymentMethod, api, cart ) => {
 		return new Promise( ( resolve ) => {
+			const hasFreeTrial = getExpressCheckoutData( 'has_free_trial' );
+
 			// Create the DIV container on the fly
 			const containerEl = document.createElement( 'div' );
 
@@ -29,8 +32,11 @@ export const checkPaymentMethodIsAvailable = memoize(
 				<Elements
 					stripe={ api.loadStripe() }
 					options={ {
-						mode: 'payment',
-						...( isManualPaymentMethodCreation( paymentMethod ) && {
+						mode: hasFreeTrial ? 'subscription' : 'payment',
+						...( isManualPaymentMethodCreation(
+							paymentMethod,
+							hasFreeTrial
+						) && {
 							paymentMethodCreation: 'manual',
 						} ),
 						amount: Number( cart.cartTotals.total_price ),
diff --git a/client/express-checkout/utils/index.js b/client/express-checkout/utils/index.js
index 7eb63367bf..79baddbd72 100644
--- a/client/express-checkout/utils/index.js
+++ b/client/express-checkout/utils/index.js
@@ -389,12 +389,18 @@ export const expressCheckoutNoticeDelay = async () => {
 /**
  * Determine if the express payment type should use manual payment method creation.
  *
- * @param {string} expressPaymentType The express payment type, e.g 'googlePay' or 'google_pay'
+ * @param {string}  expressPaymentType The express payment type, e.g 'googlePay' or 'google_pay'
+ * @param {boolean} hasFreeTrial       Whether the product being purchased has a free trial.
  * @return {boolean} True if manual payment method creation should be used, false otherwise.
  */
-export const isManualPaymentMethodCreation = ( expressPaymentType ) => {
-	return ! [
-		EXPRESS_PAYMENT_METHOD_SETTING_AMAZON_PAY,
-		PAYMENT_METHOD_AMAZON_PAY,
-	].includes( expressPaymentType );
+export const isManualPaymentMethodCreation = (
+	expressPaymentType,
+	hasFreeTrial
+) => {
+	return (
+		! [
+			EXPRESS_PAYMENT_METHOD_SETTING_AMAZON_PAY,
+			PAYMENT_METHOD_AMAZON_PAY,
+		].includes( expressPaymentType ) || hasFreeTrial
+	);
 };
diff --git a/includes/payment-methods/class-wc-stripe-express-checkout-element.php b/includes/payment-methods/class-wc-stripe-express-checkout-element.php
index caed1d652f..886d87ad55 100644
--- a/includes/payment-methods/class-wc-stripe-express-checkout-element.php
+++ b/includes/payment-methods/class-wc-stripe-express-checkout-element.php
@@ -240,6 +240,7 @@ public function javascript_params() {
 			'taxes_based_on_billing'     => wc_tax_enabled() && get_option( 'woocommerce_tax_based_on' ) === 'billing',
 			'allowed_shipping_countries' => $this->express_checkout_helper->get_allowed_shipping_countries(),
 			'custom_checkout_fields'     => ( new WC_Stripe_Express_Checkout_Custom_Fields() )->get_custom_checkout_fields(),
+			'has_free_trial'             => $this->express_checkout_helper->has_free_trial(),
 		];
 	}
 
diff --git a/includes/payment-methods/class-wc-stripe-express-checkout-helper.php b/includes/payment-methods/class-wc-stripe-express-checkout-helper.php
index 33138ab40b..b6f826bd9e 100644
--- a/includes/payment-methods/class-wc-stripe-express-checkout-helper.php
+++ b/includes/payment-methods/class-wc-stripe-express-checkout-helper.php
@@ -571,6 +571,31 @@ public function has_subscription_product() {
 		return false;
 	}
 
+	/**
+	 * Checks whether the subscription product has a free trial.
+	 *
+	 * @return bool
+	 */
+	public function has_free_trial() {
+		if ( $this->is_product() ) {
+			$product = $this->get_product();
+			if ( ! $product ) {
+				return false;
+			}
+			if ( class_exists( 'WC_Subscriptions_Product' )
+				&& WC_Subscriptions_Product::is_subscription( $product )
+				&& WC_Subscriptions_Product::get_trial_length( $product ) > 0 ) {
+				return true;
+			}
+		} elseif ( WC_Stripe_Helper::has_cart_or_checkout_on_current_page() ) {
+			if ( class_exists( 'WC_Subscriptions_Cart' ) && WC_Subscriptions_Cart::cart_contains_free_trial() ) {
+				return true;
+			}
+		}
+
+		return false;
+	}
+
 	/**
 	 * Checks if this is a product page or content contains a product_page shortcode.
 	 *
@@ -685,10 +710,9 @@ public function should_show_express_checkout_button() {
 			return false;
 		}
 
-		// Don't show in the product page if the product price is 0.
-		// ToDo: support free trials. Free trials should be supported if the product does not require shipping.
-		if ( $is_product && $product && 0.0 === (float) $product->get_price() ) {
-			WC_Stripe_Logger::log( 'Stripe Express Checkout does not support free products.' );
+		// Don't show in the product page if the product price is 0 and the product requires shipping.
+		if ( $is_product && $product && 0.0 === (float) $product->get_price() && $this->product_or_cart_needs_shipping() ) {
+			WC_Stripe_Logger::log( 'Stripe Express Checkout does not support free products that requires shipping.' );
 			return false;
 		}
 
diff --git a/readme.txt b/readme.txt
index 1dc7b8c39b..4fcaf23775 100644
--- a/readme.txt
+++ b/readme.txt
@@ -111,6 +111,7 @@ If you get stuck, you can ask for help in the [Plugin Forum](https://wordpress.o
 == Changelog ==
 
 = 9.10.0 - xxxx-xx-xx =
+* Add - Allow the purchase of free trials using the Express Payment methods when the product does not require shipping
 * Update - Changes the documentation page URL for the Optimized Checkout feature to https://woocommerce.com/document/stripe/admin-experience/optimized-checkout-suite/
 * Update - Changes the background color and spacing for the Woo logo shown in the account modal
 * Add - Allow Klarna to be used for recurring payments and subscriptions
diff --git a/tests/phpunit/Helpers/WC_Subscriptions_Product.php b/tests/phpunit/Helpers/WC_Subscriptions_Product.php
new file mode 100644
index 0000000000..34567e0c4c
--- /dev/null
+++ b/tests/phpunit/Helpers/WC_Subscriptions_Product.php
@@ -0,0 +1,61 @@
+<?php
+/**
+ * Subscription WC_Subscriptions_Product helper.
+ */
+
+/**
+ * Class WC_Subscriptions_Product.
+ *
+ * This helper class should ONLY be used for unit tests!.
+ */
+class WC_Subscriptions_Product {
+	/**
+	 * The mocked value for get_trial_length().
+	 *
+	 * @var int
+	 */
+	public static int $get_trial_length_result;
+
+	/**
+	 * The mocked value for is_subscription().
+	 *
+	 * @var bool
+	 */
+	public static bool $is_subscription_result;
+
+	/**
+	 * Get the length of the trial period for a subscription product.
+	 *
+	 * @return int
+	 */
+	public static function get_trial_length(): int {
+		return self::$get_trial_length_result;
+	}
+
+	/**
+	 * @param int $result The value to return from get_trial_length().
+	 * @return void
+	 */
+	public static function set_trial_length( int $result ): void {
+		self::$get_trial_length_result = $result;
+	}
+
+	/**
+	 * Determine if a product is a subscription.
+	 *
+	 * @return bool
+	 */
+	public static function is_subscription(): bool {
+		return self::$is_subscription_result;
+	}
+
+	/**
+	 * Set the value to be returned from is_subscription().
+	 *
+	 * @param bool $result The value to return from is_subscription().
+	 * @return void
+	 */
+	public static function set_is_subscription( bool $result ): void {
+		self::$is_subscription_result = $result;
+	}
+}
diff --git a/tests/phpunit/PaymentMethods/WC_Stripe_Express_Checkout_Helper_Test.php b/tests/phpunit/PaymentMethods/WC_Stripe_Express_Checkout_Helper_Test.php
index 26a149df3e..4403606ad8 100644
--- a/tests/phpunit/PaymentMethods/WC_Stripe_Express_Checkout_Helper_Test.php
+++ b/tests/phpunit/PaymentMethods/WC_Stripe_Express_Checkout_Helper_Test.php
@@ -10,6 +10,10 @@
 use WC_Shipping_Zones;
 use WC_Stripe_Express_Checkout_Helper;
 use WC_Stripe_Helper;
+use WC_Subscription;
+use WC_Subscriptions_Cart;
+use WC_Subscriptions_Product;
+use WooCommerce\Stripe\Tests\Helpers\WC_Helper_Order;
 use WooCommerce\Stripe\Tests\Helpers\WC_Helper_Product;
 use WP_UnitTestCase;
 
@@ -315,6 +319,86 @@ public function test_hides_ece_if_stripe_gateway_unavailable() {
 		WC()->payment_gateways()->payment_gateways = $original_gateways;
 	}
 
+	/**
+	 * Test should_show_express_checkout_button, free trial logic.
+	 *
+	 * @return void
+	 */
+	public function test_hides_ece_if_free_trial_requires_shipping() {
+		$this->set_up_shipping_methods();
+
+		$wc_stripe_ece_helper_mock = $this->createPartialMock(
+			WC_Stripe_Express_Checkout_Helper::class,
+			[
+				'is_product',
+				'get_product',
+				'allowed_items_in_cart',
+				'should_show_ece_on_cart_page',
+				'should_show_ece_on_checkout_page',
+			],
+		);
+
+		$wc_stripe_ece_helper_mock->expects( $this->any() )->method( 'is_product' )->willReturn( true );
+		$wc_stripe_ece_helper_mock->expects( $this->any() )->method( 'allowed_items_in_cart' )->willReturn( true );
+		$wc_stripe_ece_helper_mock->expects( $this->any() )->method( 'should_show_ece_on_cart_page' )->willReturn( true );
+		$wc_stripe_ece_helper_mock->expects( $this->any() )->method( 'should_show_ece_on_checkout_page' )->willReturn( true );
+		$wc_stripe_ece_helper_mock->testmode = true;
+
+		if ( ! defined( 'WOOCOMMERCE_CHECKOUT' ) ) {
+			define( 'WOOCOMMERCE_CHECKOUT', true );
+		}
+
+		// Ensure that the 'stripe' gateway is available.
+		$original_gateways                         = WC()->payment_gateways()->payment_gateways;
+		WC()->payment_gateways()->payment_gateways = [
+			'stripe' => new WC_Gateway_Stripe(),
+		];
+
+		update_option( 'woocommerce_calc_taxes', 'no' );
+
+		// Should show, as free virtual products does not require shipping.
+		$virtual_product = WC_Helper_Product::create_simple_product();
+		$virtual_product->set_virtual( true );
+		$virtual_product->set_tax_status( 'none' );
+		$virtual_product->set_price( 0 );
+		$virtual_product->save();
+
+		WC()->session->init();
+		WC()->cart->empty_cart();
+
+		WC()->cart->add_to_cart( $virtual_product->get_id(), 1 );
+		$wc_stripe_ece_helper_mock
+			->expects( $this->any() )
+			->method( 'get_product' )
+			->willReturn( $virtual_product );
+
+		$this->assertTrue( $wc_stripe_ece_helper_mock->should_show_express_checkout_button() );
+
+		// Should hide if the free product requires shipping.
+		$shippable_product = WC_Helper_Product::create_simple_product();
+		$shippable_product->set_virtual( false );
+		$shippable_product->set_tax_status( 'none' );
+		$shippable_product->save();
+
+		WC()->session->init();
+		WC()->cart->empty_cart();
+
+		WC()->cart->add_to_cart( $shippable_product->get_id(), 1 );
+		$wc_stripe_ece_helper_mock
+			->expects( $this->any() )
+			->method( 'get_product' )
+			->willReturn( $shippable_product );
+
+		$this->assertFalse( $wc_stripe_ece_helper_mock->should_show_express_checkout_button() );
+
+		// Restore original settings.
+		WC()->cart->empty_cart();
+		WC()->session->cleanup_sessions();
+		WC()->payment_gateways()->payment_gateways = $original_gateways;
+
+		update_option( 'woocommerce_calc_taxes', 'yes' );
+	}
+
 	/**
 	 * Test for get_checkout_data().
 	 */
@@ -805,4 +889,101 @@ public function provide_test_get_booking_ids_from_cart() {
 			],
 		];
 	}
+
+	/**
+	 * Test for has_free_trial().
+	 *
+	 * @param bool            $is_product Whether is product page.
+	 * @param \WC_Order|null  $product Product on product page.
+	 * @param int             $trial_length Trial length of the product.
+	 * @param bool            $is_checkout Whether is checkout page.
+	 * @param bool            $cart_contains_free_trial Whether cart contains a product with free trial.
+	 * @param bool            $expected Expected result.
+	 * @return void
+	 * @dataProvider provide_test_has_free_trial
+	 */
+	public function test_has_free_trial( $is_product, $product, $trial_length, $is_checkout, $cart_contains_free_trial, $expected ) {
+		add_filter(
+			'woocommerce_is_checkout',
+			function () use ( $is_checkout ) {
+				return $is_checkout;
+			}
+		);
+
+		WC_Subscriptions_Cart::set_cart_contains_free_trial( $cart_contains_free_trial );
+
+		WC_Subscriptions_Product::set_is_subscription( true );
+
+		WC_Subscriptions_Product::set_trial_length( $trial_length );
+
+		$helper = $this->getMockBuilder( WC_Stripe_Express_Checkout_Helper::class )
+			->onlyMethods( [ 'is_product', 'get_product' ] )
+			->getMock();
+
+		$helper->method( 'is_product' )
+			->willReturn( $is_product );
+
+		$helper->method( 'get_product' )
+			->willReturn( $product );
+
+		$actual = $helper->has_free_trial();
+
+		$this->assertSame( $expected, $actual );
+	}
+
+	/**
+	 * Provider for `test_has_free_trial`.
+	 *
+	 * @return array
+	 */
+	public function provide_test_has_free_trial() {
+		$subscription = new WC_Subscription();
+
+		$subscription_with_trial = new WC_Subscription();
+		$subscription_with_trial->update_meta_data( 'subscription_trial_length', 14 );
+		$subscription_with_trial->save_meta_data();
+
+		return [
+			'product page, missing product' => [
+				'is_product'               => true,
+				'product'                  => null,
+				'trial length'             => 0,
+				'is checkout'              => false,
+				'cart contains free trial' => false,
+				'expected'                 => false,
+			],
+			'product page, no free trial' => [
+				'is_product'               => true,
+				'product'                  => $subscription,
+				'trial length'             => 0,
+				'is checkout'              => false,
+				'cart contains free trial' => false,
+				'expected'                 => false,
+			],
+			'product page, with free trial' => [
+				'is_product'               => true,
+				'product'                  => $subscription_with_trial,
+				'trial length'             => 14,
+				'is checkout'              => false,
+				'cart contains free trial' => false,
+				'expected'                 => true,
+			],
+			'cart/checkout page, no free trial' => [
+				'is_product'               => false,
+				'product'                  => $subscription,
+				'trial length'             => 0,
+				'is checkout'              => true,
+				'cart contains free trial' => false,
+				'expected'                 => false,
+			],
+			'cart/checkout page, with free trial' => [
+				'is_product'               => false,
+				'product'                  => $subscription_with_trial,
+				'trial length'             => 14,
+				'is checkout'              => true,
+				'cart contains free trial' => true,
+				'expected'                 => true,
+			],
+		];
+	}
 }
diff --git a/tests/phpunit/bootstrap.php b/tests/phpunit/bootstrap.php
index 8b89518293..bfcf3d94d1 100644
--- a/tests/phpunit/bootstrap.php
+++ b/tests/phpunit/bootstrap.php
@@ -58,4 +58,5 @@ function _manually_load_plugin() {
 require_once __DIR__ . '/Helpers/WC_Subscriptions.php';
 require_once __DIR__ . '/Helpers/WC_Subscriptions_Cart.php';
 require_once __DIR__ . '/Helpers/WC_Subscriptions_Helpers.php';
+require_once __DIR__ . '/Helpers/WC_Subscriptions_Product.php';
 require_once __DIR__ . '/Helpers/WC_Subscriptions_Switcher.php';