diff --git a/frontend/src/components/tasks/partials/attachments.vue b/frontend/src/components/tasks/partials/attachments.vue
index 5c6be0fe8..32bcf4127 100644
--- a/frontend/src/components/tasks/partials/attachments.vue
+++ b/frontend/src/components/tasks/partials/attachments.vue
@@ -273,7 +273,7 @@ async function viewOrDownload(attachment: IAttachment) {
 }
 
 function canPreview(attachment: IAttachment): boolean {
-	return SUPPORTED_IMAGE_SUFFIX.some((suffix) => attachment.file.name.endsWith(suffix))
+	return SUPPORTED_IMAGE_SUFFIX.some((suffix) => attachment.file.name.toLowerCase().endsWith(suffix))
 }
 
 const copy = useCopyToClipboard()
diff --git a/frontend/src/components/tasks/partials/file-preview.vue b/frontend/src/components/tasks/partials/file-preview.vue
index 7e2fd9a63..0043f963d 100644
--- a/frontend/src/components/tasks/partials/file-preview.vue
+++ b/frontend/src/components/tasks/partials/file-preview.vue
@@ -41,7 +41,7 @@ watchEffect(async () => {
 })
 
 function canPreview(attachment: IAttachment): boolean {
-	return SUPPORTED_IMAGE_SUFFIX.some((suffix) => attachment.file.name.endsWith(suffix))
+	return SUPPORTED_IMAGE_SUFFIX.some((suffix) => attachment.file.name.toLowerCase().endsWith(suffix))
 }
 </script>
 
diff --git a/frontend/src/components/tasks/partials/kanban-card.vue b/frontend/src/components/tasks/partials/kanban-card.vue
index 6b66f5831..ee26ad42f 100644
--- a/frontend/src/components/tasks/partials/kanban-card.vue
+++ b/frontend/src/components/tasks/partials/kanban-card.vue
@@ -162,7 +162,7 @@ async function maybeDownloadCoverImage() {
 	}
 
 	const attachment = task.attachments.find(a => a.id === task.coverImageAttachmentId)
-	if (!attachment || !SUPPORTED_IMAGE_SUFFIX.some((suffix) => attachment.file.name.endsWith(suffix))) {
+	if (!attachment || !SUPPORTED_IMAGE_SUFFIX.some((suffix) => attachment.file.name.toLowerCase().endsWith(suffix))) {
 		return
 	}