diff --git a/pyproject.toml b/pyproject.toml
index 3b53483d03e46..7a77fcb9dbfd1 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -185,7 +185,7 @@ development = [
     "pyfakefs",
     "pyinstrument>=4.0.2,<5",
     "pylint",
-    "pytest",
+    "pytest<8.0.0", # hairy issue with pytest >=8 where current_app proxies are not set in time
     "pytest-cov",
     "pytest-mock",
     "python-ldap>=3.4.4",
diff --git a/requirements/development.txt b/requirements/development.txt
index fe4781a6c0331..d10af9d765db4 100644
--- a/requirements/development.txt
+++ b/requirements/development.txt
@@ -173,7 +173,7 @@ pip-tools==7.3.0
     # via pip-compile-multi
 playwright==1.42.0
     # via apache-superset
-pluggy==1.2.0
+pluggy==1.4.0
     # via
     #   pytest
     #   tox
@@ -220,7 +220,7 @@ pyproject-api==1.5.2
     # via tox
 pyproject-hooks==1.0.0
     # via build
-pytest==7.3.1
+pytest==7.4.4
     # via
     #   apache-superset
     #   pytest-cov