order_with_message.php

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<?php
require __DIR__ . '/../../../Magento/Sales/_files/order.php';

$objectManager = \Magento\TestFramework\Helper\Bootstrap::getObjectManager();

$message = $objectManager->create(\Magento\GiftMessage\Model\Message::class);
$message->setSender('Romeo');
$message->setRecipient('Mercutio');
$message->setMessage('I thought all for the best.');
$message->save();

$order = $objectManager->create(\Magento\Sales\Model\Order::class)->loadByIncrementId('100000001');

$orderItem = $order->getItems();
$orderItem = array_shift($orderItem);
$orderItem->setGiftMessageId($message->getId());

$order->setItems([$orderItem])->setGiftMessageId($message->getId());
$order->save();