diff --git a/src/pretix/base/models/orders.py b/src/pretix/base/models/orders.py
index 04d1352ffa..c553129cc7 100644
--- a/src/pretix/base/models/orders.py
+++ b/src/pretix/base/models/orders.py
@@ -250,7 +250,7 @@ class Order(LoggedModel):
     @property
     def is_expired_by_time(self):
         return (
-            self.status == Order.STATUS_PENDING and self.expires < now()
+            self.status == Order.STATUS_PENDING and self.expires.date() < now().date()
             and not self.event.settings.get('payment_term_expire_automatically')
         )
 
diff --git a/src/pretix/base/services/orders.py b/src/pretix/base/services/orders.py
index eceaf8acb7..2c12bef97c 100644
--- a/src/pretix/base/services/orders.py
+++ b/src/pretix/base/services/orders.py
@@ -355,7 +355,9 @@ def perform_order(event: str, payment_provider: str, positions: List[str],
 @receiver(signal=periodic_task)
 def expire_orders(sender, **kwargs):
     eventcache = {}
-    for o in Order.objects.filter(expires__lt=now(), status=Order.STATUS_PENDING).select_related('event'):
+    today = now().date()
+
+    for o in Order.objects.filter(expires__lt=today, status=Order.STATUS_PENDING).select_related('event'):
         expire = eventcache.get(o.event.pk, None)
         if expire is None:
             expire = o.event.settings.get('payment_term_expire_automatically', as_type=bool)
diff --git a/src/pretix/control/views/orders.py b/src/pretix/control/views/orders.py
index 8fb0be92fd..d727f787ae 100644
--- a/src/pretix/control/views/orders.py
+++ b/src/pretix/control/views/orders.py
@@ -58,7 +58,7 @@ class OrderList(EventPermissionRequiredMixin, ListView):
         if self.request.GET.get("status", "") != "":
             s = self.request.GET.get("status", "")
             if s == 'o':
-                qs = qs.filter(status=Order.STATUS_PENDING, expires__lt=now())
+                qs = qs.filter(status=Order.STATUS_PENDING, expires__lt=now().date())
             else:
                 qs = qs.filter(status=s)
         if self.request.GET.get("item", "") != "":