diff --git a/.changes/next-release/30101800988375-enhancement-Pip-38989.json b/.changes/next-release/30101800988375-enhancement-Pip-38989.json
new file mode 100644
index 000000000..def48d087
--- /dev/null
+++ b/.changes/next-release/30101800988375-enhancement-Pip-38989.json
@@ -0,0 +1,5 @@
+{
+  "type": "enhancement",
+  "category": "Pip",
+  "description": "Update pip to the latest version (<24.4)"
+}
diff --git a/.changes/next-release/30163590526208-enhancement-CLI-40567.json b/.changes/next-release/30163590526208-enhancement-CLI-40567.json
new file mode 100644
index 000000000..83b60ff9a
--- /dev/null
+++ b/.changes/next-release/30163590526208-enhancement-CLI-40567.json
@@ -0,0 +1,5 @@
+{
+  "type": "enhancement",
+  "category": "CLI",
+  "description": "Remove distutils warning when packaging/deploying apps (#2123)"
+}
diff --git a/setup.py b/setup.py
index 9fc43b114..e7fcf2047 100644
--- a/setup.py
+++ b/setup.py
@@ -24,7 +24,7 @@ def recursive_include(relative_dir):
     'botocore>=1.14.0,<2.0.0',
     'typing-extensions>=4.0.0,<5.0.0;python_version<"3.8"',
     'six>=1.10.0,<2.0.0',
-    'pip>=9,<24.1',
+    'pip>=9,<24.4',
     'jmespath>=0.9.3,<2.0.0',
     'pyyaml>=5.3.1,<7.0.0',
     'inquirer>=3.0.0,<4.0.0',