diff --git a/src/zimscraperlib/zim/creator.py b/src/zimscraperlib/zim/creator.py
index 9e451877..e35db346 100644
--- a/src/zimscraperlib/zim/creator.py
+++ b/src/zimscraperlib/zim/creator.py
@@ -19,7 +19,9 @@
     - can be used to store a filepath and content read from it (not stored) """
 
 import datetime
+import hashlib
 import pathlib
+import re
 import weakref
 from typing import Any, Callable, Dict, Optional, Tuple, Union
 
@@ -104,6 +106,10 @@ def __init__(
 
         self.workaround_nocancel = workaround_nocancel
 
+        self.autodedup_filters = []
+
+        self.dedup_items = dict()
+
     def start(self):
         super().__enter__()
 
@@ -119,6 +125,35 @@ def update_metadata(self, **kwargs):
             for name, value in kwargs.items():
                 self.add_metadata(name, value)
 
+    def add_autodedup_filter(self, filter_regex: str):
+        self.autodedup_filters.append(re.compile(filter_regex))
+
+    def check_for_duplicate(
+        self,
+        path: str,
+        fpath: Optional[pathlib.Path] = None,
+        content: Optional[bytes] = None,
+    ):
+        for dedup_filter in self.autodedup_filters:
+            if dedup_filter.match(path):
+                if content:
+                    digest = hashlib.sha256(content).digest()
+                else:
+                    sha256 = hashlib.sha256()
+                    with open(fpath, "rb") as f:
+                        while True:
+                            data = f.read(65536)  # lets read stuff in 64kb chunks!
+                            if not data:
+                                break
+                            sha256.update(data)
+                    digest = sha256.digest()
+
+                if digest in self.dedup_items:
+                    return self.dedup_items[digest]
+                self.dedup_items[digest] = path
+                break
+        return None
+
     def add_item_for(
         self,
         path: str,
@@ -151,6 +186,18 @@ def add_item_for(
         if fpath is None and content is None:
             raise ValueError("One of fpath or content is required")
 
+        duplicate_path = self.check_for_duplicate(
+            path=path, fpath=fpath, content=content
+        )
+        if duplicate_path:
+            self.add_redirect(
+                path=path,
+                target_path=duplicate_path,
+                title=title,
+                is_front=is_front,
+            )
+            return path
+
         mimetype = mimetype_for(
             path=path, content=content, fpath=fpath, mimetype=mimetype
         )
diff --git a/tests/zim/test_zim_creator.py b/tests/zim/test_zim_creator.py
index 77e12f55..1b8e55b1 100644
--- a/tests/zim/test_zim_creator.py
+++ b/tests/zim/test_zim_creator.py
@@ -126,6 +126,41 @@ def test_noindexlanguage(tmp_path):
     assert not reader.has_fulltext_index
 
 
+def test_duplicatefiles(tmp_path, png_image, html_file):
+    fpath = tmp_path / "test.zim"
+
+    with open(png_image, "rb") as fh:
+        png_data = fh.read()
+
+    with Creator(fpath, "welcome", "") as creator:
+        creator.add_autodedup_filter(r"^images/.*$")
+        # add a file not matching filter patterns
+        creator.add_item_for("other_folder1/yahoo0.png", "Image1", fpath=png_image)
+        # add same file but first matching filter patterns => will be added as-is
+        creator.add_item_for("images/yahoo1.png", "Image1", fpath=png_image)
+        # add same file but second matching filter patterns
+        # => will be replaced by a redirect
+        creator.add_item_for("images/yahoo2.png", "Image2", fpath=png_image)
+        # add same file but not matching filter patterns => will be added as-is
+        creator.add_item_for("other_folder2/yahoo3.png", "Image1", fpath=png_image)
+        # add same file matching filter patterns but with content instead of fpath
+        # => will be replaced by a redirect
+        creator.add_item_for("images/yahoo4.png", "Image3", content=png_data)
+
+    reader = Archive(fpath)
+    # make sure we have our image
+    assert reader.get_item("images/yahoo1.png")
+    assert not reader.get_entry_by_path("images/yahoo1.png").is_redirect
+    assert reader.get_item("images/yahoo2.png")
+    assert reader.get_entry_by_path("images/yahoo2.png").is_redirect
+    assert reader.get_item("images/yahoo4.png")
+    assert reader.get_entry_by_path("images/yahoo4.png").is_redirect
+    assert reader.get_item("other_folder1/yahoo0.png")
+    assert not reader.get_entry_by_path("other_folder1/yahoo0.png").is_redirect
+    assert reader.get_item("other_folder2/yahoo3.png")
+    assert not reader.get_entry_by_path("other_folder2/yahoo3.png").is_redirect
+
+
 def test_add_item_for(tmp_path):
     fpath = tmp_path / "test.zim"
     # test without mimetype