diff --git a/playwright/_impl/_fetch.py b/playwright/_impl/_fetch.py
index b53e4e629..c9799e11a 100644
--- a/playwright/_impl/_fetch.py
+++ b/playwright/_impl/_fetch.py
@@ -39,6 +39,7 @@
     async_readfile,
     async_writefile,
     is_file_payload,
+    is_file_array_payload,
     locals_to_params,
     object_to_array,
     to_impl,
@@ -381,13 +382,12 @@ async def _inner_fetch(
             # Convert file-like values to ServerFilePayload structs.
             for name, value in multipart.items():
                 if is_file_payload(value):
-                    payload = cast(FilePayload, value)
-                    assert isinstance(
-                        payload["buffer"], bytes
-                    ), f"Unexpected buffer type of 'data.{name}'"
-                    multipart_data.append(
-                        FormField(name=name, file=file_payload_to_json(payload))
-                    )
+                    file_payload_json = get_file_payload(name, value)
+                    multipart_data.append(FormField(name=name, file=file_payload_json))
+                elif is_file_array_payload(value):
+                    for value_item in value:
+                        file_payload_json = get_file_payload(name, value_item)
+                        multipart_data.append(FormField(name=name, file=file_payload_json))
                 elif isinstance(value, str):
                     multipart_data.append(FormField(name=name, value=value))
         if (
@@ -435,6 +435,14 @@ async def storage_state(
         return result
 
 
+def get_file_payload(name: str, value: Optional[Any]):
+    payload = cast(FilePayload, value)
+    assert isinstance(
+        payload["buffer"], bytes
+    ), f"Unexpected buffer type of 'data.{name}', filename='{payload.filename}'"
+    return file_payload_to_json(payload)
+    
+
 def file_payload_to_json(payload: FilePayload) -> ServerFilePayload:
     return ServerFilePayload(
         name=payload["name"],
diff --git a/playwright/_impl/_helper.py b/playwright/_impl/_helper.py
index 2f7ab57b0..8c06dee31 100644
--- a/playwright/_impl/_helper.py
+++ b/playwright/_impl/_helper.py
@@ -442,6 +442,13 @@ def is_file_payload(value: Optional[Any]) -> bool:
     )
 
 
+def is_file_array_payload(value: Optional[Any]) -> bool:
+    return (
+        isinstance(value, list)
+        and all(is_file_payload(x) for x in value)
+    )
+
+
 TEXTUAL_MIME_TYPE = re.compile(
     r"^(text\/.*?|application\/(json|(x-)?javascript|xml.*?|ecmascript|graphql|x-www-form-urlencoded)|image\/svg(\+xml)?|application\/.*?(\+json|\+xml))(;\s*charset=.*)?$"
 )