diff --git a/tests/test_integration_crashpad.py b/tests/test_integration_crashpad.py
index c280295fc..96441be4e 100644
--- a/tests/test_integration_crashpad.py
+++ b/tests/test_integration_crashpad.py
@@ -1,5 +1,9 @@
 import pytest
-from .conditions import has_crashpad
+import os
+import time
+from . import make_dsn, run, Envelope
+from .conditions import has_crashpad, has_http
+from .assertions import assert_session
 
 # TODO:
 # * with crashpad backend:
@@ -8,8 +12,60 @@
 #   - expect report via http
 
 
-@pytest.mark.skipif(not has_crashpad, reason="test needs crashpad backend")
-def test_crashpad_build(cmake):
-    cmake(
-        ["sentry_example"], {"SENTRY_BACKEND": "crashpad", "SENTRY_TRANSPORT": "none"},
+@pytest.mark.skipif(
+    not has_http or not has_crashpad, reason="test needs crashpad backend"
+)
+def test_crashpad_capture(cmake, httpserver):
+    tmp_path = cmake(["sentry_example"], {"SENTRY_BACKEND": "crashpad"})
+
+    httpserver.expect_request("/api/123456/envelope/").respond_with_data("OK")
+
+    run(
+        tmp_path,
+        "sentry_example",
+        ["log", "start-session", "capture-event"],
+        check=True,
+        env=dict(os.environ, SENTRY_DSN=make_dsn(httpserver)),
+    )
+
+    assert len(httpserver.log) == 2
+
+
+@pytest.mark.skipif(
+    not has_http or not has_crashpad, reason="test needs crashpad backend"
+)
+def test_crashpad_crash(cmake, httpserver):
+    tmp_path = cmake(["sentry_example"], {"SENTRY_BACKEND": "crashpad"})
+
+    httpserver.expect_request("/api/123456/minidump/").respond_with_data("OK")
+    httpserver.expect_request("/api/123456/envelope/").respond_with_data("OK")
+
+    child = run(
+        tmp_path,
+        "sentry_example",
+        ["log", "start-session", "attachment", "overflow-breadcrumbs", "crash"],
     )
+    assert child.returncode  # well, its a crash after all
+
+    run(
+        tmp_path,
+        "sentry_example",
+        ["log", "no-setup"],
+        check=True,
+        env=dict(os.environ, SENTRY_DSN=make_dsn(httpserver)),
+    )
+
+    time.sleep(2)  # lets wait a bit for crashpad sending in the background
+
+    assert len(httpserver.log) == 2
+    outputs = (httpserver.log[0][0].get_data(), httpserver.log[1][0].get_data())
+    session, multipart = (
+        outputs if b'"type":"session"' in outputs[0] else (outputs[1], outputs[0])
+    )
+
+    envelope = Envelope.deserialize(session)
+    assert_session(envelope, {"status": "abnormal", "errors": 0})
+
+    # TODO: crashpad actually sends a compressed multipart request,
+    # which we don’t parse / assert right now.
+    # Ideally, we would pull in a real relay to do all the http tests against.