diff --git a/simulator/admin.py b/simulator/admin.py
index a0a88d1..7edc52b 100644
--- a/simulator/admin.py
+++ b/simulator/admin.py
@@ -1,5 +1,7 @@
 from django.contrib import admin
+from django.contrib import messages
 from .models import Carrier, AircraftBase, Equipment, Aerodrome, Flight
+from .services import cancel_flight_cascade
 # Register your models here.
 
 admin.site.register(Carrier)
@@ -19,6 +21,7 @@ class FlightAdmin(admin.ModelAdmin):  # type: ignore[type-arg]
         "arrival_time_display",
         "status_display",
     )
+    actions = ["cancel_selected_flights"]
 
     @admin.display(description="Flight")
     def flight_number_display(self, obj):
@@ -31,3 +34,24 @@ class FlightAdmin(admin.ModelAdmin):  # type: ignore[type-arg]
     @admin.display(description="Status")
     def status_display(self, obj):
         return obj.status
+
+    @admin.action(description="Cancel selected flights (and dependent flights)")
+    def cancel_selected_flights(self, request, queryset):
+        total_canceled = []
+        for flight in queryset:
+            if not flight.canceled:
+                canceled_flights = cancel_flight_cascade(flight)
+                total_canceled.extend(canceled_flights)
+
+        if total_canceled:
+            self.message_user(
+                request,
+                f"Canceled {len(total_canceled)} flight(s) including dependent flights.",
+                messages.SUCCESS,
+            )
+        else:
+            self.message_user(
+                request,
+                "No flights were canceled (already canceled).",
+                messages.WARNING,
+            )
diff --git a/simulator/migrations/0005_flight_canceled.py b/simulator/migrations/0005_flight_canceled.py
new file mode 100644
index 0000000..6261517
--- /dev/null
+++ b/simulator/migrations/0005_flight_canceled.py
@@ -0,0 +1,18 @@
+# Generated by Django 5.2.6 on 2025-10-01 04:00
+
+from django.db import migrations, models
+
+
+class Migration(migrations.Migration):
+
+    dependencies = [
+        ('simulator', '0004_route_aerodrome_altitude'),
+    ]
+
+    operations = [
+        migrations.AddField(
+            model_name='flight',
+            name='canceled',
+            field=models.BooleanField(default=False),
+        ),
+    ]
diff --git a/simulator/models/flight.py b/simulator/models/flight.py
index 34192ca..980aa0b 100644
--- a/simulator/models/flight.py
+++ b/simulator/models/flight.py
@@ -28,6 +28,7 @@ class Flight(models.Model):
         validators=[MinValueValidator(1), MaxValueValidator(9999)]
     )
     departure_time = models.DateTimeField()
+    canceled = models.BooleanField(default=False)
 
     class Meta:
         constraints = [
@@ -59,11 +60,9 @@ class Flight(models.Model):
         return self.departure_time + self.duration
 
     def clean(self):
-        # Validate origin and destination are different
         if self.origin == self.destination:
             raise ValidationError("Origin and destination airports cannot be the same.")
 
-        # Validate carrier owns the equipment
         if self.equipment.owner != self.carrier:
             raise ValidationError(
                 f"{self.equipment} is owned by {self.equipment.owner}, "
@@ -76,14 +75,18 @@ class Flight(models.Model):
                 f"maximum range ({self.equipment.model.range_nm} nm)."
             )
 
-        previous_flight = (
-            Flight.objects.filter(
-                equipment=self.equipment, departure_time__lt=self.departure_time
-            )
-            .order_by("-departure_time")
-            .exclude(pk=self.pk)
-            .first()
-        )
+        previous_flights = Flight.objects.filter(
+            equipment=self.equipment,
+            departure_time__lt=self.departure_time,
+            canceled=False,
+        ).exclude(pk=self.pk)
+
+        previous_flight = None
+        latest_arrival = None
+        for flight in previous_flights:
+            if latest_arrival is None or flight.arrival_time > latest_arrival:
+                latest_arrival = flight.arrival_time
+                previous_flight = flight
 
         if previous_flight:
             if previous_flight.destination != self.origin:
@@ -112,6 +115,8 @@ class Flight(models.Model):
 
     @property
     def status(self):
+        if self.canceled:
+            return "Canceled"
         now = timezone.now()
         if now < self.departure_time:
             return "Scheduled"
diff --git a/simulator/services/__init__.py b/simulator/services/__init__.py
new file mode 100644
index 0000000..3649fe9
--- /dev/null
+++ b/simulator/services/__init__.py
@@ -0,0 +1,3 @@
+from .flight_service import cancel_flight_cascade
+
+__all__ = ["cancel_flight_cascade"]
diff --git a/simulator/services/flight_service.py b/simulator/services/flight_service.py
new file mode 100644
index 0000000..a73be85
--- /dev/null
+++ b/simulator/services/flight_service.py
@@ -0,0 +1,68 @@
+"""
+Flight service module for handling complex flight operations.
+"""
+
+from typing import List
+from simulator.models.flight import Flight
+
+
+def cancel_flight_cascade(flight: Flight) -> List[Flight]:
+    """
+    Cancel a flight and all subsequent flights that depend on it.
+
+    Returns a list of all canceled flights (including the original).
+    """
+    canceled_flights = []
+
+    def cancel_recursive(current_flight: Flight):
+        """Recursively cancel flights that depend on the current flight."""
+        if current_flight.canceled:
+            return  # Already canceled
+
+        # Mark flight as canceled
+        current_flight.canceled = True
+        current_flight.save(update_fields=["canceled"])
+        canceled_flights.append(current_flight)
+
+        # Find all flights that depart from this flight's destination
+        # after this flight's arrival time
+        dependent_flights = Flight.objects.filter(
+            equipment=current_flight.equipment,
+            origin=current_flight.destination,
+            departure_time__gte=current_flight.arrival_time,
+            canceled=False,
+        ).order_by("departure_time")
+
+        # Check if any of these flights actually depend on this flight
+        for next_flight in dependent_flights:
+            # Find what the previous non-canceled flight would be if we cancel current_flight
+            previous_non_canceled = (
+                Flight.objects.filter(
+                    equipment=current_flight.equipment,
+                    departure_time__lt=next_flight.departure_time,
+                    canceled=False,
+                )
+                .exclude(pk=current_flight.pk)
+                .exclude(pk=next_flight.pk)
+            )
+
+            # Find the one that arrives last
+            latest_arrival = None
+            previous_flight = None
+            for pf in previous_non_canceled:
+                if latest_arrival is None or pf.arrival_time > latest_arrival:
+                    latest_arrival = pf.arrival_time
+                    previous_flight = pf
+
+            # Determine where the equipment would be
+            if previous_flight:
+                expected_location = previous_flight.destination
+            else:
+                expected_location = current_flight.equipment.base_location
+
+            # If the next flight can't depart from its origin, cancel it
+            if expected_location != next_flight.origin:
+                cancel_recursive(next_flight)
+
+    cancel_recursive(flight)
+    return canceled_flights