diff --git a/addons/hr_holidays/models/hr_leave.py b/addons/hr_holidays/models/hr_leave.py
index 8ac4c140b38..872ed88c839 100644
--- a/addons/hr_holidays/models/hr_leave.py
+++ b/addons/hr_holidays/models/hr_leave.py
@@ -558,6 +558,8 @@ class HolidaysRequest(models.Model):
 
     @api.constrains('date_from', 'date_to', 'employee_id')
     def _check_date(self):
+        if self.env.context.get('leave_skip_date_check', False):
+            return
         for holiday in self.filtered('employee_id'):
             domain = [
                 ('date_from', '<', holiday.date_to),
@@ -831,6 +833,9 @@ class HolidaysRequest(models.Model):
             for holiday in self.filtered(lambda holiday: holiday.state not in ['draft', 'cancel', 'confirm']):
                 raise UserError(error_message % (state_description_values.get(holiday.state),))
 
+    def unlink(self):
+        return super(HolidaysRequest, self.with_context(leave_skip_date_check=True)).unlink()
+
     def copy_data(self, default=None):
         if default and 'date_from' in default and 'date_to' in default:
             default['request_date_from'] = default.get('date_from')