diff --git a/src/pretix/base/models/vouchers.py b/src/pretix/base/models/vouchers.py
index 104d2088a7..8c5a72760d 100644
--- a/src/pretix/base/models/vouchers.py
+++ b/src/pretix/base/models/vouchers.py
@@ -8,7 +8,7 @@ from django.utils.translation import ugettext_lazy as _
 from .base import LoggedModel
 from .event import Event
 from .items import Item, ItemVariation, Quota
-from .orders import CartPosition, OrderPosition
+from .orders import CartPosition, Order, OrderPosition
 
 
 def generate_code():
diff --git a/src/pretix/base/services/orders.py b/src/pretix/base/services/orders.py
index 935d4023d3..ea6a5a3869 100644
--- a/src/pretix/base/services/orders.py
+++ b/src/pretix/base/services/orders.py
@@ -142,7 +142,7 @@ def cancel_order(order, user=None):
     if isinstance(user, int):
         user = User.objects.get(pk=user)
     with order.event.lock():
-        if order.status not in (Order.STATUS_PENDING, Order.STATUS_EXPIRED):
+        if order.status != Order.STATUS_PENDING:
             raise OrderError(_('You cannot cancel this order.'))
         order.status = Order.STATUS_CANCELLED
         order.save()
diff --git a/src/pretix/presale/views/order.py b/src/pretix/presale/views/order.py
index ebe5ff7c3c..b26c534575 100644
--- a/src/pretix/presale/views/order.py
+++ b/src/pretix/presale/views/order.py
@@ -295,7 +295,7 @@ class OrderCancel(EventViewMixin, OrderDetailMixin, TemplateView):
         self.kwargs = kwargs
         if not self.order:
             raise Http404(_('Unknown order code or not authorized to access this order.'))
-        if self.order.status not in (Order.STATUS_PENDING, Order.STATUS_EXPIRED) or not self.order.can_user_cancel:
+        if self.order.status != Order.STATUS_PENDING or not self.order.can_user_cancel:
             messages.error(request, _('You cannot cancel this order.'))
             return redirect(self.get_order_url())
         return super().dispatch(request, *args, **kwargs)
diff --git a/src/tests/base/test_models.py b/src/tests/base/test_models.py
index 4fe5f2a396..518b59aaf6 100644
--- a/src/tests/base/test_models.py
+++ b/src/tests/base/test_models.py
@@ -10,7 +10,9 @@ from pretix.base.models import (
     CachedFile, CartPosition, Event, Item, ItemCategory, ItemVariation, Order,
     OrderPosition, Organizer, Question, Quota, User, Voucher,
 )
-from pretix.base.services.orders import mark_order_paid
+from pretix.base.services.orders import (
+    OrderError, cancel_order, mark_order_paid, perform_order,
+)
 
 
 class UserTestCase(TestCase):
@@ -278,6 +280,26 @@ class QuotaTestCase(BaseQuotaTestCase):
         self.assertEqual(self.quota.count_in_cart(), 1)
         self.assertEqual(self.item1.check_quotas(), (Quota.AVAILABILITY_OK, 1))
 
+    def test_voucher_reuse(self):
+        self.quota.items.add(self.item1)
+        v = Voucher.objects.create(quota=self.quota, event=self.event, valid_until=now() + timedelta(days=5))
+
+        # use a voucher normally
+        cart = CartPosition.objects.create(event=self.event, item=self.item1, price=self.item1.default_price,
+                                           expires=now() + timedelta(days=3), voucher=v)
+        order = perform_order(event=self.event.id, payment_provider='free', positions=[cart.id])
+
+        # assert that the voucher cannot be reused
+        cart = CartPosition.objects.create(event=self.event, item=self.item1, price=self.item1.default_price,
+                                           expires=now() + timedelta(days=3), voucher=v)
+        self.assertRaises(OrderError, perform_order, event=self.event.id, payment_provider='free', positions=[cart.id])
+
+        # assert that the voucher can be re-used after cancelling the successful order
+        cancel_order(order)
+        cart = CartPosition.objects.create(event=self.event, item=self.item1, price=self.item1.default_price,
+                                           expires=now() + timedelta(days=3), voucher=v)
+        perform_order(event=self.event.id, payment_provider='free', positions=[cart.id])
+
 
 class OrderTestCase(BaseQuotaTestCase):
     def setUp(self):