Index: filefield.migrate.inc
===================================================================
--- filefield.migrate.inc	(revision 3109)
+++ filefield.migrate.inc	(working copy)
@@ -15,7 +15,7 @@
 
   foreach (filefield_migrate_fields_node($node->type) as $source_key => $label) {
     if (!empty($node->$source_key)) {
-      $source_file = $node->$source_key;
+      $source_files = $node->$source_key;
       $field_name = preg_replace('/_sourcefile$/', '', $source_key);
 
       $field = content_fields($field_name, $tblinfo->desttype);
@@ -25,15 +25,27 @@
       }
       $files_path = _migrate_widget_files_directory($field);
 
-      if ($file = field_file_save_file($source_file, $validators, $files_path)) {
-        if (!isset($node->$field_name)) {
-          $node->$field_name = array();
-        }
-        array_push($node->$field_name, $file);
-      }
-      else {
-        $errors[] = migrate_message(t('File save failed for %file', array('%file' => $source_file)));
+      // Make an array of source files, using configured separator.
+      if (!is_array($source_files)) {
+        $source_files = explode($tblinfo->multiple_separator, $source_files);
       }
+
+      foreach ($source_files as $source_file) {
+        if (file_exists($source_file)) {
+          if ($file = field_file_save_file($source_file, $validators, $files_path)) {
+            if (!isset($node->$field_name)) {
+              $node->$field_name = array();
+            }
+            array_push($node->$field_name, $file);
+          }
+          else {
+            $errors[] = migrate_message(t('File save failed for %file', array('%file' => $source_file)));
+          }
+        }
+        else {
+          $errors[] = migrate_message(t('Original data file doesn\'t exist: %file', array('%file' => $source_file)));
+        }
+      } // next $source_file
     }
   }
   return $errors;