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If you’re try to upload multiple files with a single InputFile it won’t work. You will only recieve the last selected file. You need an InputFile for each one.
<form enctype="multipart/form-data" role="form" method = "post">
{% csrf_token %}
{% load bootstrap %}
{{form|bootstrap}}
<input type="file" id="upload1" name="myfiles[]">
<input type="file" id="upload2" name="myfiles[]">
<input type="file" id="upload3" name="myfiles[]">
<div id="upload_prev"></div>
<button type="submit">{% trans "upload_lesson_plan" %}</button>
</form>
You may want to try django-multiupload Which says in its description allow multiple file upload with a single input file.
Source:stackexchange.com