diff --git a/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-docker/src/test/it/org/xwiki/flamingo/test/docker/AttachmentIT.java b/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-docker/src/test/it/org/xwiki/flamingo/test/docker/AttachmentIT.java
index 234d66f28663..8453917d865a 100644
--- a/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-docker/src/test/it/org/xwiki/flamingo/test/docker/AttachmentIT.java
+++ b/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-docker/src/test/it/org/xwiki/flamingo/test/docker/AttachmentIT.java
@@ -20,6 +20,9 @@
 package org.xwiki.flamingo.test.docker;
 
 import java.io.File;
+import java.io.IOException;
+import java.nio.file.Files;
+import java.nio.file.Path;
 import java.util.Arrays;
 import java.util.Collections;
 import java.util.List;
@@ -68,8 +71,6 @@ class AttachmentIT
 
     private static final String SECOND_ATTACHMENT = "SmallAttachment2.txt";
 
-    private static final String ESCAPED_ATTACHMENT = "<strong>EscapedAttachment.txt";
-
     private static final String IMAGE_ATTACHMENT = "image.gif";
 
     private static final String SMALL_SIZE_ATTACHMENT = "SmallSizeAttachment.png";
@@ -448,19 +449,24 @@ void deleteAttachmentWithSpecialChar(TestUtils setup, TestReference testReferenc
 
     @Test
     @Order(9)
-    void checkEscapingInAttachmentName(TestUtils setup, TestReference testReference,
-        TestConfiguration testConfiguration)
+    void checkEscapingInAttachmentName(TestUtils setup, TestReference testReference) throws IOException
     {
         setup.loginAsSuperAdmin();
+
+        // We shouldn't store files with special characters in the repository, since some filesystems don't support it.
+        // Instead, we create the file during the test.
+        Path unescapedFile = Files.createTempFile("<strong>", null);
+        String unescapedFileName = unescapedFile.getFileName().toString();
+
         setup.createPage(testReference, "Empty content");
         AttachmentsPane attachmentsPane = new AttachmentsViewPage().openAttachmentsDocExtraPane();
 
-        attachmentsPane.setFileToUpload(getFileToUpload(testConfiguration, ESCAPED_ATTACHMENT).getAbsolutePath());
-        attachmentsPane.waitForUploadToFinish(ESCAPED_ATTACHMENT);
+        attachmentsPane.setFileToUpload(unescapedFile.toString(), true);
+        attachmentsPane.waitForUploadToFinish(unescapedFileName);
         attachmentsPane.clickHideProgress();
 
-        assertTrue(attachmentsPane.attachmentExistsByFileName(ESCAPED_ATTACHMENT));
-        attachmentsPane.deleteAttachmentByFileByName(ESCAPED_ATTACHMENT);
+        assertTrue(attachmentsPane.attachmentExistsByFileName(unescapedFileName));
+        attachmentsPane.deleteAttachmentByFileByName(unescapedFileName);
     }
 
     private String getAttachmentsMacroContent(DocumentReference docRef)
diff --git a/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-docker/src/test/resources/AttachmentIT/<strong>EscapedAttachment.txt b/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-docker/src/test/resources/AttachmentIT/<strong>EscapedAttachment.txt
deleted file mode 100644
index 3cfe87304cd3..000000000000
--- a/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-docker/src/test/resources/AttachmentIT/<strong>EscapedAttachment.txt
+++ /dev/null
@@ -1 +0,0 @@
-This is an attachment whose name should be escaped.
\ No newline at end of file
diff --git a/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-pageobjects/src/main/java/org/xwiki/flamingo/skin/test/po/AttachmentsPane.java b/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-pageobjects/src/main/java/org/xwiki/flamingo/skin/test/po/AttachmentsPane.java
index fff0f4b6369d..ac77c43c86e3 100644
--- a/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-pageobjects/src/main/java/org/xwiki/flamingo/skin/test/po/AttachmentsPane.java
+++ b/xwiki-platform-core/xwiki-platform-flamingo/xwiki-platform-flamingo-skin/xwiki-platform-flamingo-skin-test/xwiki-platform-flamingo-skin-test-pageobjects/src/main/java/org/xwiki/flamingo/skin/test/po/AttachmentsPane.java
@@ -28,6 +28,8 @@
 import org.openqa.selenium.JavascriptExecutor;
 import org.openqa.selenium.StaleElementReferenceException;
 import org.openqa.selenium.WebElement;
+import org.openqa.selenium.remote.LocalFileDetector;
+import org.openqa.selenium.remote.RemoteWebElement;
 import org.openqa.selenium.support.FindBy;
 import org.xwiki.livedata.test.po.LiveDataElement;
 import org.xwiki.livedata.test.po.TableLayoutElement;
@@ -116,9 +118,26 @@ public void waitForAttachmentsLiveData()
      * @param filePath the path to the file to upload in URL form (the file *must* exist in the target directory).
      */
     public void setFileToUpload(final String filePath)
+    {
+        setFileToUpload(filePath, false);
+    }
+
+    /**
+     * Fills the URL with the specified file path.
+     *
+     * @param filePath the path to the file to upload in URL form (the file *must* exist in the target directory).
+     * @param local if true, the file will be searched on the local filesystem.
+     * @since 15.10.13
+     * @since 16.4.4
+     * @since 16.9.0RC1
+     */
+    public void setFileToUpload(final String filePath, final boolean local)
     {
         final List<WebElement> inputs = this.pane.findElements(By.className("uploadFileInput"));
         WebElement input = inputs.get(inputs.size() - 1);
+        if (local) {
+            ((RemoteWebElement) input).setFileDetector(new LocalFileDetector());
+        }
         // Clean the field before setting the value in case of successive uploads.
         input.clear();
         input.sendKeys(filePath);