diff --git a/src/main/java/stirling/software/SPDF/controller/api/MergeController.java b/src/main/java/stirling/software/SPDF/controller/api/MergeController.java
index a226bd02d..f8b8e194c 100644
--- a/src/main/java/stirling/software/SPDF/controller/api/MergeController.java
+++ b/src/main/java/stirling/software/SPDF/controller/api/MergeController.java
@@ -15,6 +15,8 @@ import org.apache.pdfbox.multipdf.PDFMergerUtility;
 import org.apache.pdfbox.pdmodel.PDDocument;
 import org.apache.pdfbox.pdmodel.PDDocumentCatalog;
 import org.apache.pdfbox.pdmodel.PDPage;
+import org.apache.pdfbox.pdmodel.interactive.documentnavigation.outline.PDDocumentOutline;
+import org.apache.pdfbox.pdmodel.interactive.documentnavigation.outline.PDOutlineItem;
 import org.apache.pdfbox.pdmodel.interactive.form.PDAcroForm;
 import org.apache.pdfbox.pdmodel.interactive.form.PDField;
 import org.apache.pdfbox.pdmodel.interactive.form.PDSignatureField;
@@ -124,6 +126,7 @@ public class MergeController {
         PDDocument mergedDocument = null;
 
         boolean removeCertSign = form.isRemoveCertSign();
+        boolean generateToc = form.isGenerateToc();
 
         try {
             MultipartFile[] files = form.getFileInput();
@@ -169,6 +172,11 @@ public class MergeController {
                     }
                 }
             }
+            
+            // Generate table of contents if requested
+            if (generateToc) {
+                generateTableOfContents(mergedDocument, files);
+            }
 
             // Save the modified document to a new ByteArrayOutputStream
             ByteArrayOutputStream baos = new ByteArrayOutputStream();
@@ -197,4 +205,54 @@ public class MergeController {
             }
         }
     }
+    
+    /**
+     * Generates a table of contents for the merged PDF document using file names as chapter titles
+     * 
+     * @param mergedDocument The merged PDF document
+     * @param files The original input files that were merged
+     */
+    private void generateTableOfContents(PDDocument mergedDocument, MultipartFile[] files) {
+        PDDocumentCatalog catalog = mergedDocument.getDocumentCatalog();
+        PDDocumentOutline outline = new PDDocumentOutline();
+        catalog.setDocumentOutline(outline);
+        
+        int currentPageIndex = 0;
+        
+        for (MultipartFile file : files) {
+            try {
+                // Create a temporary file to load document and get page count
+                File tempFile = GeneralUtils.convertMultipartFileToFile(file);
+                PDDocument doc = pdfDocumentFactory.load(tempFile);
+                
+                try {
+                    // Create an outline item for this file
+                    String fileName = file.getOriginalFilename();
+                    if (fileName != null && fileName.toLowerCase().endsWith(".pdf")) {
+                        fileName = fileName.substring(0, fileName.length() - 4);
+                    }
+                    
+                    PDOutlineItem bookmark = new PDOutlineItem();
+                    bookmark.setTitle(fileName);
+                    
+                    // Set destination to the first page of this file in the merged document
+                    PDPage page = mergedDocument.getPage(currentPageIndex);
+                    bookmark.setDestination(page);
+                    
+                    // Add the bookmark to the outline
+                    outline.addLast(bookmark);
+                    
+                    // Update current page index for next file
+                    currentPageIndex += doc.getNumberOfPages();
+                } finally {
+                    doc.close();
+                    Files.deleteIfExists(tempFile.toPath());
+                }
+            } catch (IOException e) {
+                log.error("Error creating bookmark for file: " + file.getOriginalFilename(), e);
+                // Continue with next file even if one fails
+                continue;
+            }
+        }
+    }
 }
diff --git a/src/main/java/stirling/software/SPDF/model/api/general/MergePdfsRequest.java b/src/main/java/stirling/software/SPDF/model/api/general/MergePdfsRequest.java
index 9b97d88dd..c6564153d 100644
--- a/src/main/java/stirling/software/SPDF/model/api/general/MergePdfsRequest.java
+++ b/src/main/java/stirling/software/SPDF/model/api/general/MergePdfsRequest.java
@@ -28,4 +28,10 @@ public class MergePdfsRequest extends MultiplePDFFiles {
                     "Flag indicating whether to remove certification signatures from the merged PDF. If true, all certification signatures will be removed from the final merged document.",
             example = "true")
     private boolean isRemoveCertSign;
+    
+    @Schema(
+            description = 
+                    "Flag indicating whether to generate a table of contents for the merged PDF. If true, a table of contents will be created using the input filenames as chapter names.",
+            example = "true")
+    private boolean generateToc = false;
 }
diff --git a/src/main/resources/messages_en_GB.properties b/src/main/resources/messages_en_GB.properties
index 1a8860a12..02ced24c5 100644
--- a/src/main/resources/messages_en_GB.properties
+++ b/src/main/resources/messages_en_GB.properties
@@ -1013,6 +1013,7 @@ merge.header=Merge multiple PDFs (2+)
 merge.sortByName=Sort by name
 merge.sortByDate=Sort by date
 merge.removeCertSign=Remove digital signature in the merged file?
+merge.generateToc=Generate table of contents in the merged file?
 merge.submit=Merge
 
 
diff --git a/src/main/resources/templates/merge-pdfs.html b/src/main/resources/templates/merge-pdfs.html
index d10b65801..f8d194a4e 100644
--- a/src/main/resources/templates/merge-pdfs.html
+++ b/src/main/resources/templates/merge-pdfs.html
@@ -32,6 +32,10 @@
                 <label for="removeCertSign" th:text="#{merge.removeCertSign}">Remove digital signature in the merged
                   file?</label>
               </div>
+              <div class="mb-3">
+                <input type="checkbox" name="generateToc" id="generateToc">
+                <label for="generateToc" th:text="#{merge.generateToc}">Generate table of contents in the merged file?</label>
+              </div>
               <div class="mb-3">
                 <ul id="selectedFiles" class="list-group"></ul>
               </div>