diff --git a/CHANGELOG.rst b/CHANGELOG.rst
index 599ca96a2..4ca442c54 100644
--- a/CHANGELOG.rst
+++ b/CHANGELOG.rst
@@ -5,6 +5,9 @@ Change history for XBlock
 Unreleased
 ----------
 
+* Fixed ``webob_to_django_response`` dropping all but the last ``Set-Cookie``
+  header; they are now loaded into the Django response's cookie jar so every
+  cookie is sent to the client.
 * Removed ``threading.RLock`` from ``Mixologist``'s class cache to make it safe
   for ASGI/async deployments. ``dict.setdefault()`` atomicity (via CPython's GIL)
   provides equivalent thread safety without blocking the event loop.
diff --git a/xblock/django/request.py b/xblock/django/request.py
index 067bdb80c..20375c741 100644
--- a/xblock/django/request.py
+++ b/xblock/django/request.py
@@ -1,9 +1,10 @@
 """Helpers for WebOb requests and responses."""
+from http.cookies import SimpleCookie
 from itertools import chain, repeat
 from lazy import lazy
 
 import webob
-from django.http import StreamingHttpResponse, HttpResponse
+from django.http import BadHeaderError, StreamingHttpResponse, HttpResponse
 from webob.multidict import MultiDict, NestedMultiDict, NoVars
 
 
@@ -22,7 +23,19 @@ def webob_to_django_response(webob_response, streaming=False):
             status=webob_response.status_code,
         )
     for name, value in webob_response.headerlist:
-        django_response[name] = value
+        if name.lower() == 'set-cookie':
+            # Django headers can't hold multiple values with the same name,
+            # so Set-Cookie headers go through the response's cookie jar.
+            # SimpleCookie parses with the request Cookie grammar, so a header
+            # that does not parse to exactly one cookie would be changed or
+            # dropped; fail loudly instead.
+            cookie = SimpleCookie()
+            cookie.load(value)
+            if len(cookie) != 1:
+                raise BadHeaderError("Set-Cookie header did not parse to exactly one cookie")
+            django_response.cookies.update(cookie)
+        else:
+            django_response[name] = value
     return django_response
 
 
diff --git a/xblock/test/django/test_request.py b/xblock/test/django/test_request.py
index 0ca88dd22..ca3dbb34e 100644
--- a/xblock/test/django/test_request.py
+++ b/xblock/test/django/test_request.py
@@ -7,6 +7,7 @@
 from unittest import TestCase
 
 try:
+    from django.http import BadHeaderError
     from django.test.client import RequestFactory
     HAS_DJANGO = True
 except ImportError:
@@ -70,6 +71,23 @@ def test_headers(self):
         self.assertIn('X-Foo', self._as_django(headerlist=[('X-Foo', 'bar')]))
         self.assertEqual(self._as_django(headerlist=[('X-Foo', 'bar')])['X-Foo'], 'bar')
 
+    def test_multiple_set_cookie_headers(self):
+        response = self._as_django(headerlist=[
+            ('Set-Cookie', 'yummy_cookie=choco; Path=/; HttpOnly'),
+            ('Set-Cookie', 'tasty_cookie=strawberry; SameSite=Lax'),
+        ])
+        self.assertEqual(response.cookies['yummy_cookie'].value, 'choco')
+        self.assertEqual(response.cookies['yummy_cookie']['path'], '/')
+        self.assertTrue(response.cookies['yummy_cookie']['httponly'])
+        self.assertEqual(response.cookies['tasty_cookie'].value, 'strawberry')
+        self.assertEqual(response.cookies['tasty_cookie']['samesite'], 'Lax')
+
+    def test_set_cookie_header_that_is_not_one_cookie(self):
+        # Each of these would change or drop a cookie if loaded into the response's cookie jar.
+        for value in ('a=1; Path=/; Priority=High; HttpOnly', 'pref=x; sessionid=evil; Path=/', 'a b=1'):
+            with self.subTest(value=value), self.assertRaises(BadHeaderError):
+                self._as_django(headerlist=[('Set-Cookie', value)])
+
     def test_content_types(self):
         # JSON content type (no charset should be returned)
         self.assertEqual(
@@ -105,6 +123,14 @@ def test_headers(self):
         self.assertIn('X-Foo', self._as_django(headerlist=[('X-Foo', 'bar')]))
         self.assertEqual(self._as_django(headerlist=[('X-Foo', 'bar')])['X-Foo'], 'bar')
 
+    def test_multiple_set_cookie_headers(self):
+        response = self._as_django(headerlist=[
+            ('Set-Cookie', 'yummy_cookie=choco'),
+            ('Set-Cookie', 'tasty_cookie=strawberry'),
+        ])
+        self.assertEqual(response.cookies['yummy_cookie'].value, 'choco')
+        self.assertEqual(response.cookies['tasty_cookie'].value, 'strawberry')
+
     def test_content_types(self):
         # JSON content type (no charset should be returned)
         self.assertEqual(