On template define:
<form method="POST" enctype="multipart/form-data" action="/upload">
<input type="file" name="file[]" multiple="">
<input type="submit" value="add">
</form>
On Flask app define:
@app.route('/upload', methods=['GET','POST'])
def upload():
if flask.request.method == "POST":
files = flask.request.files.getlist("file")
for file in files:
file.save(os.path.join(app.config['UPLOAD_FOLDER'], file.filename))