diff --git a/src/pretix/base/models/cancellation.py b/src/pretix/base/models/cancellation.py
new file mode 100644
index 0000000000..c37d9d5089
--- /dev/null
+++ b/src/pretix/base/models/cancellation.py
@@ -0,0 +1,231 @@
+import dataclasses
+from dataclasses import dataclass
+from decimal import Decimal
+from functools import reduce
+from django.utils.translation import gettext_lazy as _, pgettext_lazy
+from django.core.validators import MaxValueValidator
+from django.core.validators import MinValueValidator
+from django.db import models
+from django_scopes import ScopedManager
+
+from pretix.base.models import Event
+from pretix.base.models import OrderPosition, Order
+from typing import Dict, Union, Callable, List
+
+from pretix.base.reldate import ModelRelativeDateTimeField
+from pretix.base.timemachine import time_machine_now
+
+
+@dataclass(frozen=True)
+class AbsoluteFee:
+    amount: Decimal
+
+
+@dataclass(frozen=True)
+class RelativeFee:
+    reference_price: Decimal
+    percentage: Decimal
+
+    @property
+    def amount(self):
+        return self.reference_price * self.percentage
+
+
+@dataclass(frozen=True)
+class Ruling:
+    cancellation_possible: bool
+    reason: str
+
+
+Rulings=Dict[str, Ruling]
+Fee=Union[AbsoluteFee, RelativeFee]
+RuleFn=Callable[[OrderPosition], Rulings]
+
+
+def merge_rulings(a: Rulings, b: Rulings) -> Rulings:
+    result = dict(a)
+    for key, b_inner in b.items():
+        if key in result:
+            result[key] = result[key] | b_inner  # merge inner dicts
+        else:
+            result[key] = b_inner
+    return result
+
+@dataclass(frozen=True)
+class CancellationConsequence:
+    rule_id: int
+    rulings: Rulings
+    order_fee: Decimal=dataclasses.field(default_factory=lambda: Decimal(0))
+    position_fee: Fee=dataclasses.field(default_factory=lambda: AbsoluteFee(Decimal(0)))
+
+    cancellation_possible: bool=dataclasses.field(init=False)
+
+    def __post_init__(self):
+        object.__setattr__(
+            self,
+            'cancellation_possible',
+            all(ruling.cancellation_possible
+                for ruling in self.rulings.values()
+            )
+        )
+
+    @property
+    def total_fee(self):
+        return self.position_fee.amount + self.order_fee
+
+    def __lt__(self, other):
+        if not isinstance(other, CancellationConsequence):
+            return NotImplemented
+
+        if self.cancellation_possible == other.cancellation_possible:
+            return self.total_fee < other.total_fee
+        else:
+            return self.cancellation_possible and not other.cancellation_possible
+
+
+class CancellationRuleQuerySet(models.QuerySet):
+    def cancellation_possible(self, order: Order):
+        return all([v[0].cancellation_possible for v in self._evaluate(order)])
+
+    def _evaluate(self, order: Order) -> List[List[CancellationConsequence]]:
+        return [self._evaluate_op(position) for position in order.positions.all()]
+
+    def _evaluate_op(self, order_position: OrderPosition) -> List[CancellationConsequence]:
+        consequences=[rule.apply(order_position) for rule in self]
+        consequences.sort()
+        return consequences
+
+
+
+class CancellationRule(models.Model):
+    organizer=models.ForeignKey(
+        "Organizer",
+        related_name="orders",
+        on_delete=models.CASCADE,
+        null=True,
+        blank=True,
+    )
+    event=models.ForeignKey(
+        Event,
+        verbose_name=_("Event"),
+        related_name="orders",
+        on_delete=models.CASCADE
+    )
+    item=models.ForeignKey("Item", on_delete=models.CASCADE, null=True, blank=True)
+    item_variation=models.ForeignKey("ItemVariation", on_delete=models.CASCADE, null=True, blank=True)
+
+    order_status=models.CharField(
+        max_length=3,
+        choices=Order.STATUS_CHOICE,
+        verbose_name=_("Status"),
+        db_index=True
+    )
+
+    allowed_until=ModelRelativeDateTimeField(null=True, blank=True)
+    except_after=ModelRelativeDateTimeField(null=True, blank=True)
+
+    fee_percentage_per_item=models.DecimalField(
+        max_digits=10,
+        decimal_places=2,
+        validators=[
+            MaxValueValidator(
+                limit_value=Decimal("100.00"),
+            ),
+            MinValueValidator(
+                limit_value=Decimal("0.00"),
+            ),
+        ],
+        verbose_name=_("Fee Percentage per Item"),
+        default=Decimal("0.00"),
+    )  # wird als sum() kombiniert
+    fee_absolute_per_item=models.DecimalField(
+        max_digits=13,
+        decimal_places=2,
+        verbose_name=_("Absolute Fee per Item"),
+        default=Decimal("0.00"),
+    )  # wird als sum() kombiniert
+
+    fee_absolute_per_order=models.DecimalField(
+        max_digits=13,
+        decimal_places=2,
+        verbose_name=_("Absolute Fee per Cancellation"),
+        default=Decimal("0.00"),
+    )  # wird als max() kombiniert
+
+    objects=ScopedManager(CancellationRuleQuerySet.as_manager().__class__, organizer='organizer',
+                          event='event')
+
+    def __init__(self, *args, **kwargs):
+        super().__init__(*args, **kwargs)
+        self.rules: List[RuleFn]=[self._rule_order_status, self._rule_time_window,
+                                  self._system_rule_not_checked_in]
+
+    @staticmethod
+    def _system_rule_not_checked_in(order_position: OrderPosition) -> Rulings:
+        if order_position.checkins.filter(list__consider_tickets_used=True).exists():
+            return {"SYSTEM_TICKET_NOT_USED": Ruling(
+                cancellation_possible=False,
+                reason=f"Order position was used",
+            )}
+        else:
+            return {"SYSTEM_TICKET_NOT_USED": Ruling(
+                cancellation_possible=True,
+                reason=f"Order position not yet used",
+            )}
+
+    def _rule_time_window(self, order_position: OrderPosition) -> Rulings:
+        in_allowed_until = self.allowed_until < time_machine_now()
+        in_exemption = self.except_after > time_machine_now()
+        if in_allowed_until and not in_exemption:
+            return {"TIME_WINDOW": Ruling(
+                cancellation_possible=True,
+                reason=f"Cancellation in required time window between {self.allowed_until} and {self.except_after}",
+            )}
+        elif in_allowed_until and in_exemption:
+            return {"TIME_WINDOW": Ruling(
+                cancellation_possible=False,
+                reason=f"Cancellation in exemption period after {self.except_after}",
+            )}
+        else:
+            return {"TIME_WINDOW": Ruling(
+                cancellation_possible=False,
+                reason=f"Cancellation after time window ending on {self.allowed_until}",
+            )}
+
+    def _rule_order_status(self, order_position: OrderPosition) -> Rulings:
+        if order_position.order.status == self.order_status:
+            return {"ORDER_STATUS": Ruling(
+                cancellation_possible=True,
+                reason=f"Order in required status: '{order_position.order.status}'",
+            )}
+        else:
+            return {"ORDER_STATUS": Ruling(
+                cancellation_possible=False,
+                reason=f"Order in status '{order_position.order.status}' cannot be canceled",
+            )}
+
+    # OrderPositions mit discount dürfen nur storniert werden, wenn alle positions mit dem gleichen discount_grouper storniert werden
+    # OrderPositions mit Item.min_per_order dürfen nur storniert werden, wenn genug übrig bleiben oder alle des gleichen Items storniert werden
+    # OrderPositions mit addon_to != None dürfen nur über den bestehenden Add-On-Flow storniert werden
+    # OrderPositions mit is_bundled dürfen nur mit der Parent-Position zusammen storniert werden
+    # Shipping modul kann storno geshippter Items verhindern
+    # Backend-Anzeige "welche Regel greift da gerade" in der Order
+
+    def apply(self, order_position: OrderPosition) -> CancellationConsequence:
+        rulings=reduce(merge_rulings,
+                       [rule(order_position) for rule in self.rules])
+
+        if self.fee_percentage_per_item and self.fee_absolute_per_item:
+            raise NotImplementedError("Should never be reached")
+        elif self.fee_absolute_per_item:
+            fee=AbsoluteFee(self.fee_absolute_per_item)
+        else:
+            fee=RelativeFee(percentage=self.fee_absolute_per_item,
+                            reference_price=order_position.price)
+
+        return CancellationConsequence(
+            rule_id=self.id,
+            rulings=rulings,
+            order_fee=self.fee_absolute_per_order,
+            position_fee=fee
+        )
diff --git a/src/tests/base/test_self_service_cancellation.py b/src/tests/base/test_self_service_cancellation.py
new file mode 100644
index 0000000000..cfcac0134b
--- /dev/null
+++ b/src/tests/base/test_self_service_cancellation.py
@@ -0,0 +1,102 @@
+from decimal import Decimal
+
+from pretix.base.models.cancellation import CancellationRule
+from pretix.base.models import Order, Event, OrderPosition, Organizer, Item
+from datetime import date, datetime, timedelta
+from decimal import Decimal
+from zoneinfo import ZoneInfo
+from django.utils.timezone import make_aware, now
+from django_scopes import scope
+
+import pytest
+
+from pretix.base.models.cancellation import Ruling
+
+
+@pytest.fixture(scope='function')
+def event():
+    o = Organizer.objects.create(name='Dummy', slug='dummy', plugins='pretix.plugins.banktransfer')
+    event = Event.objects.create(
+        organizer=o, name='Dummy', slug='dummy',
+        date_from=now(),
+        plugins='pretix.plugins.banktransfer'
+    )
+    with scope(organizer=o):
+        yield event
+
+@pytest.fixture(scope="function")
+def ticket(event):
+    ticket = Item.objects.create(event=event, name='Early-bird ticket',
+                                 default_price=Decimal('23.00'), admission=True)
+
+    return ticket
+
+
+@pytest.mark.django_db
+def test_status_rule(event, ticket):
+    o = Order.objects.create(
+        code='FOO', event=event, email='dummy@dummy.test',
+        status=Order.STATUS_PENDING, locale='en',
+        datetime=now(), expires=now() + timedelta(days=10),
+        total=0,
+        sales_channel=event.organizer.sales_channels.get(identifier="web"),
+    )
+
+    op = OrderPosition.objects.create(
+        order=o, item=ticket, variation=None,
+        price=Decimal("0.00"), attendee_name_parts={'full_name': "Peter"}, positionid=1
+    )
+
+    cancellation_rule = CancellationRule.objects.create(
+        organizer=event.organizer, event=event, item=ticket,
+        order_status=Order.STATUS_PENDING
+    )
+
+    assert cancellation_rule._rule_order_status(order_position=op) == {
+        1: Ruling(
+            cancellation_possible=True,
+            reason="Order in required status: 'n'",
+        ),
+    }
+
+    cancellation_rule = CancellationRule.objects.create(
+        organizer=event.organizer, event=event, item=ticket,
+        order_status=Order.STATUS_PAID
+    )
+
+    assert cancellation_rule._rule_order_status(order_position=op) == {
+        2: Ruling(
+            cancellation_possible=False,
+            reason="Order in status 'n' cannot be canceled",
+        ),
+    }
+
+
+@pytest.mark.django_db
+def test_cancelation_rule_query_set(event, ticket):
+    with scope(organizer=event.organizer, event=event):
+        o = Order.objects.create(
+            code='FOO', event=event, email='dummy@dummy.test',
+            status=Order.STATUS_PENDING, locale='en',
+            datetime=now(), expires=now() + timedelta(days=10),
+            total=0,
+            sales_channel=event.organizer.sales_channels.get(identifier="web"),
+        )
+
+        op = OrderPosition.objects.create(
+            order=o, item=ticket, variation=None,
+            price=Decimal("0.00"), attendee_name_parts={'full_name': "Peter"}, positionid=1
+        )
+
+        cr1 = CancellationRule.objects.create(
+            organizer=event.organizer, event=event, item=ticket,
+            order_status=Order.STATUS_PENDING, fee_absolute_per_order=Decimal('10.00'),
+        )
+
+        cr2 = CancellationRule.objects.create(
+            organizer=event.organizer, event=event, item=ticket,
+            order_status=Order.STATUS_PAID
+        )
+
+
+        assert CancellationRule.objects.all().cancellation_possible(o) == True