diff --git a/enterprise_access/apps/api/serializers/checkout_bff.py b/enterprise_access/apps/api/serializers/checkout_bff.py
new file mode 100644
index 000000000..b1ede7d24
--- /dev/null
+++ b/enterprise_access/apps/api/serializers/checkout_bff.py
@@ -0,0 +1,82 @@
+"""
+Serializers for the Checkout BFF endpoints.
+"""
+from rest_framework import serializers
+
+
+# pylint: disable=abstract-method
+class EnterpriseCustomerSerializer(serializers.Serializer):
+    """
+    Serializer for enterprise customer data in checkout context.
+    """
+    customer_uuid = serializers.CharField()
+    customer_name = serializers.CharField()
+    customer_slug = serializers.CharField()
+    stripe_customer_id = serializers.CharField()
+    is_self_service = serializers.BooleanField(default=False)
+    admin_portal_url = serializers.CharField()
+
+
+class PriceSerializer(serializers.Serializer):
+    """
+    Serializer for Stripe price objects in checkout context.
+    """
+    id = serializers.CharField(help_text="Stripe Price ID")
+    product = serializers.CharField(help_text="Stripe Product ID")
+    lookup_key = serializers.CharField(help_text="Lookup key for this price")
+    recurring = serializers.DictField(
+        help_text="Recurring billing configuration"
+    )
+    currency = serializers.CharField(help_text="Currency code (e.g. 'usd')")
+    unit_amount = serializers.IntegerField(help_text="Price amount in cents")
+    unit_amount_decimal = serializers.CharField(help_text="Price amount as decimal string")
+
+
+class PricingDataSerializer(serializers.Serializer):
+    """
+    Serializer for pricing data in checkout context.
+    """
+    default_by_lookup_key = serializers.CharField(
+        help_text="Lookup key for the default price option"
+    )
+    prices = PriceSerializer(many=True, help_text="Available price options")
+
+
+class QuantityConstraintSerializer(serializers.Serializer):
+    """
+    Serializer for quantity constraints.
+    """
+    min = serializers.IntegerField(help_text="Minimum allowed quantity")
+    max = serializers.IntegerField(help_text="Maximum allowed quantity")
+
+
+class SlugConstraintSerializer(serializers.Serializer):
+    """
+    Serializer for enterprise slug constraints.
+    """
+    min_length = serializers.IntegerField(help_text="Minimum slug length")
+    max_length = serializers.IntegerField(help_text="Maximum slug length")
+    pattern = serializers.CharField(help_text="Regex pattern for valid slugs")
+
+
+class FieldConstraintsSerializer(serializers.Serializer):
+    """
+    Serializer for field constraints in checkout context.
+
+    TODO: the field constraints should be expanded to more closely match the mins/maxes within this code block:
+    https://github.com/edx/frontend-app-enterprise-checkout/blob/main/src/constants.ts#L13-L39
+    """
+    quantity = QuantityConstraintSerializer(help_text="Constraints for license quantity")
+    enterprise_slug = SlugConstraintSerializer(help_text="Constraints for enterprise slug")
+
+
+class CheckoutContextResponseSerializer(serializers.Serializer):
+    """
+    Serializer for the checkout context response.
+    """
+    existing_customers_for_authenticated_user = EnterpriseCustomerSerializer(
+        many=True,
+        help_text="Enterprise customers associated with the authenticated user (empty for unauthenticated users)"
+    )
+    pricing = PricingDataSerializer(help_text="Available pricing options")
+    field_constraints = FieldConstraintsSerializer(help_text="Constraints for form fields")
diff --git a/enterprise_access/apps/api/v1/tests/test_checkout_bff_views.py b/enterprise_access/apps/api/v1/tests/test_checkout_bff_views.py
new file mode 100644
index 000000000..3d06c2ae3
--- /dev/null
+++ b/enterprise_access/apps/api/v1/tests/test_checkout_bff_views.py
@@ -0,0 +1,123 @@
+"""
+Tests for the Checkout BFF ViewSet.
+"""
+import uuid
+
+from django.urls import reverse
+from rest_framework import status
+
+from enterprise_access.apps.api.serializers.checkout_bff import (
+    CheckoutContextResponseSerializer,
+    EnterpriseCustomerSerializer,
+    PriceSerializer
+)
+from enterprise_access.apps.core.constants import SYSTEM_ENTERPRISE_LEARNER_ROLE
+from test_utils import APITest
+
+
+class CheckoutBFFViewSetTests(APITest):
+    """
+    Tests for the Checkout BFF ViewSet.
+    """
+
+    def setUp(self):
+        super().setUp()
+        self.url = reverse('api:v1:checkout-bff-context')
+
+    def test_context_endpoint_unauthenticated_access(self):
+        """
+        Test that unauthenticated users can access the context endpoint.
+        """
+        response = self.client.post(self.url, {}, format='json')
+        self.assertEqual(response.status_code, status.HTTP_200_OK)
+
+        # Verify response structure matches our expectations
+        self.assertIn('existing_customers_for_authenticated_user', response.data)
+        self.assertIn('pricing', response.data)
+        self.assertIn('field_constraints', response.data)
+
+        # For unauthenticated users, existing_customers should be empty
+        self.assertEqual(len(response.data['existing_customers_for_authenticated_user']), 0)
+        # TODO: remove
+        self.assertIsNone(response.data['user_id'])
+
+    def test_context_endpoint_authenticated_access(self):
+        """
+        Test that authenticated users can access the context endpoint.
+        """
+        self.set_jwt_cookie([{
+            'system_wide_role': SYSTEM_ENTERPRISE_LEARNER_ROLE,
+            'context': str(uuid.uuid4()),
+        }])
+
+        response = self.client.post(self.url, {}, format='json')
+        self.assertEqual(response.status_code, status.HTTP_200_OK)
+
+        # Verify response structure matches our expectations
+        self.assertIn('existing_customers_for_authenticated_user', response.data)
+        self.assertIn('pricing', response.data)
+        self.assertIn('field_constraints', response.data)
+        # TODO: remove
+        self.assertEqual(response.data['user_id'], self.user.id)
+
+    def test_response_serializer_validation(self):
+        """
+        Test that our response serializer validates the expected response structure.
+        """
+        # Create sample data matching our expected response structure
+        sample_data = {
+            'existing_customers_for_authenticated_user': [],
+            'pricing': {
+                'default_by_lookup_key': 'b2b_enterprise_self_service_yearly',
+                'prices': []
+            },
+            'field_constraints': {
+                'quantity': {'min': 5, 'max': 30},
+                'enterprise_slug': {
+                    'min_length': 3,
+                    'max_length': 30,
+                    'pattern': '^[a-z0-9-]+$'
+                }
+            }
+        }
+
+        # Validate using our serializer
+        serializer = CheckoutContextResponseSerializer(data=sample_data)
+        self.assertTrue(serializer.is_valid(), serializer.errors)
+
+    def test_enterprise_customer_serializer(self):
+        """
+        Test that EnterpriseCustomerSerializer correctly validates data.
+        """
+        sample_data = {
+            'customer_uuid': 'abc123',
+            'customer_name': 'Test Enterprise',
+            'customer_slug': 'test-enterprise',
+            'stripe_customer_id': 'cus_123ABC',
+            'is_self_service': True,
+            'admin_portal_url': 'https://example.com/enterprise/test-enterprise'
+        }
+
+        serializer = EnterpriseCustomerSerializer(data=sample_data)
+        self.assertTrue(serializer.is_valid(), serializer.errors)
+
+    def test_price_serializer(self):
+        """
+        Test that PriceSerializer correctly validates data.
+        """
+        sample_data = {
+            'id': 'price_123ABC',
+            'product': 'prod_123ABC',
+            'lookup_key': 'b2b_enterprise_self_service_yearly',
+            'recurring': {
+                'interval': 'month',
+                'interval_count': 12,
+                'trial_period_days': 14,
+            },
+            'currency': 'usd',
+            'unit_amount': 10000,
+            'unit_amount_decimal': '10000'
+        }
+
+        serializer = PriceSerializer(data=sample_data)
+        self.assertTrue(serializer.is_valid(), serializer.errors)
diff --git a/enterprise_access/apps/api/v1/urls.py b/enterprise_access/apps/api/v1/urls.py
index 9bf0f18e4..cccf5ccd5 100644
--- a/enterprise_access/apps/api/v1/urls.py
+++ b/enterprise_access/apps/api/v1/urls.py
@@ -39,6 +39,8 @@
 # BFFs
 router.register('bffs/learner', views.LearnerPortalBFFViewSet, 'learner-portal-bff')
 router.register('bffs/health', views.PingViewSet, 'bff-health')
+if settings.ENABLE_CUSTOMER_BILLING_API:
+    router.register('bffs/checkout', views.CheckoutBFFViewSet, 'checkout-bff')
 
 # Other endpoints
 urlpatterns = [
diff --git a/enterprise_access/apps/api/v1/views/__init__.py b/enterprise_access/apps/api/v1/views/__init__.py
index 39b1cdfe4..5bc36023e 100644
--- a/enterprise_access/apps/api/v1/views/__init__.py
+++ b/enterprise_access/apps/api/v1/views/__init__.py
@@ -3,6 +3,7 @@
 existing imports of browse and request AND access policy views.
 """
 from .admin_portal_learner_profile import AdminLearnerProfileViewSet
+from .bffs.checkout import CheckoutBFFViewSet
 from .bffs.common import PingViewSet
 from .bffs.learner_portal import LearnerPortalBFFViewSet
 from .browse_and_request import (
diff --git a/enterprise_access/apps/api/v1/views/bffs/checkout.py b/enterprise_access/apps/api/v1/views/bffs/checkout.py
new file mode 100644
index 000000000..edcfea142
--- /dev/null
+++ b/enterprise_access/apps/api/v1/views/bffs/checkout.py
@@ -0,0 +1,84 @@
+"""
+ViewSet for the Checkout BFF endpoints.
+"""
+import logging
+
+from drf_spectacular.utils import OpenApiResponse, extend_schema
+from edx_rest_framework_extensions.auth.jwt.authentication import JwtAuthentication
+from rest_framework.decorators import action
+from rest_framework.permissions import OR, AllowAny, IsAuthenticated
+from rest_framework.response import Response
+
+from enterprise_access.apps.api.serializers.checkout_bff import CheckoutContextResponseSerializer
+from enterprise_access.apps.api.v1.views.bffs.common import BaseUnauthenticatedBFFViewSet
+from enterprise_access.apps.bffs.context import BaseHandlerContext
+
+logger = logging.getLogger(__name__)
+
+
+class CheckoutBFFViewSet(BaseUnauthenticatedBFFViewSet):
+    """
+    ViewSet for checkout-related BFF endpoints.
+
+    These endpoints serve both authenticated and unauthenticated users.
+    """
+
+    authentication_classes = [JwtAuthentication]
+
+    def get_permissions(self):
+        """
+        Compose authenticated and unauthenticated permissions
+        to allow access to both user types, so that we can access ``request.user``
+        and get either a hydrated user object from the JWT, or an AnonymousUser
+        if not authenticated.
+        """
+        return [OR(IsAuthenticated(), AllowAny())]
+
+    @extend_schema(
+        operation_id="checkout_context",
+        summary="Get checkout context",
+        description=(
+            "Provides context information for the checkout flow, including pricing options "
+            "and, for authenticated users, associated enterprise customers."
+        ),
+        responses={
+            200: OpenApiResponse(
+                description="Success response with checkout context data.",
+                response=CheckoutContextResponseSerializer,
+            ),
+        },
+        tags=["Checkout BFF"],
+    )
+    @action(detail=False, methods=["post"], url_path="context")
+    def context(self, request):
+        """
+        Provides context information for the checkout flow.
+
+        This includes pricing options for self-service subscription plans and,
+        for authenticated users, information about associated enterprise customers.
+        """
+        # We'll eventually replace this with proper handler loading
+        # For now, let's return a skeleton response
+        context_data = {
+            # TODO: user_id is just here for testing purposes related to self.get_permissions(),
+            # remove once this view actually utilizes request.user
+            "user_id": request.user.id if request.user.is_authenticated else None,
+            "existing_customers_for_authenticated_user": [],
+            "pricing": {
+                "default_by_lookup_key": "b2b_enterprise_self_service_yearly",
+                "prices": []
+            },
+            "field_constraints": {
+                "quantity": {"min": 5, "max": 30},
+                "enterprise_slug": {"min_length": 3, "max_length": 30, "pattern": "^[a-z0-9-]+$"}
+            }
+        }
+
+        # Eventually we'll use the BFF pattern to load and process data
+        # context_data, status_code = self.load_route_data_and_build_response(
+        #     request,
+        #     CheckoutContextHandler,
+        #     CheckoutContextResponseBuilder
+        # )
+
+        return Response(context_data)
diff --git a/enterprise_access/settings/test.py b/enterprise_access/settings/test.py
index fd0a3e27c..060759580 100644
--- a/enterprise_access/settings/test.py
+++ b/enterprise_access/settings/test.py
@@ -79,3 +79,4 @@
 PRODUCT_ID_TO_CATALOG_QUERY_ID_MAPPING = {
     '1': 42,
 }
+ENABLE_CUSTOMER_BILLING_API = True