diff --git a/src/pretix/control/templates/pretixcontrol/order/index.html b/src/pretix/control/templates/pretixcontrol/order/index.html
index 45ee16fe9..9fc1a0b0f 100644
--- a/src/pretix/control/templates/pretixcontrol/order/index.html
+++ b/src/pretix/control/templates/pretixcontrol/order/index.html
@@ -184,6 +184,16 @@
                                         <br/>
                                     {% endif %}
                                 {% endfor %}
+                                {% if can_generate_invoice %}
+                                    <br/>
+                                    <form class="form-inline helper-display-inline" method="post"
+                                            action="{% url "control:event.order.geninvoice" event=request.event.slug organizer=request.event.organizer.slug code=order.code %}">
+                                        {% csrf_token %}
+                                        <button class="btn btn-default btn-xs">
+                                            {% trans "Generate invoice" %}
+                                        </button>
+                                    </form>
+                                {% endif %}
                             </dd>
                         {% elif can_generate_invoice %}
                             <dt>{% trans "Invoices" %}</dt>
diff --git a/src/pretix/control/views/orders.py b/src/pretix/control/views/orders.py
index 034bea506..293bc5f8a 100644
--- a/src/pretix/control/views/orders.py
+++ b/src/pretix/control/views/orders.py
@@ -122,6 +122,12 @@ class OrderView(EventPermissionRequiredMixin, DetailView):
         ctx = super().get_context_data(**kwargs)
         ctx['can_generate_invoice'] = invoice_qualified(self.order) and (
             self.request.event.settings.invoice_generate in ('admin', 'user', 'paid', 'True')
+        ) and (
+            not self.order.invoices.exists()
+            or (
+                self.order.status in (Order.STATUS_PAID, Order.STATUS_PENDING)
+                and self.order.invoices.filter(is_cancellation=True).count() >= self.order.invoices.filter(is_cancellation=False).count()
+            )
         )
         return ctx
 
@@ -738,9 +744,13 @@ class OrderInvoiceCreate(OrderView):
     permission = 'can_change_orders'
 
     def post(self, *args, **kwargs):
-        if self.request.event.settings.get('invoice_generate') not in ('admin', 'user', 'paid') or not invoice_qualified(self.order):
+        has_inv = self.order.invoices.exists() and not (
+            self.order.status in (Order.STATUS_PAID, Order.STATUS_PENDING)
+            and self.order.invoices.filter(is_cancellation=True).count() >= self.order.invoices.filter(is_cancellation=False).count()
+        )
+        if self.request.event.settings.get('invoice_generate') not in ('admin', 'user', 'paid', 'True') or not invoice_qualified(self.order):
             messages.error(self.request, _('You cannot generate an invoice for this order.'))
-        elif self.order.invoices.exists():
+        elif has_inv:
             messages.error(self.request, _('An invoice for this order already exists.'))
         else:
             inv = generate_invoice(self.order)