diff --git a/CHANGELOG.md b/CHANGELOG.md
index f1e87a561..94a148ac5 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,7 @@
 
 ## Unreleased
 
+- Updated pip from 23.1.2 to 23.2. ([#1465](https://github.com/heroku/heroku-buildpack-python/pull/1465))
 - Update the Python 3.7 deprecation message to reflect that it has now reached end-of-life. ([#1460](https://github.com/heroku/heroku-buildpack-python/pull/1460))
 
 ## v233 (2023-06-07)
diff --git a/requirements/pip.txt b/requirements/pip.txt
index 240ab1a7d..eddfd7995 100644
--- a/requirements/pip.txt
+++ b/requirements/pip.txt
@@ -1 +1 @@
-pip==23.1.2
+pip==23.2
diff --git a/spec/hatchet/pip_spec.rb b/spec/hatchet/pip_spec.rb
index a1350e94d..08fb703ba 100644
--- a/spec/hatchet/pip_spec.rb
+++ b/spec/hatchet/pip_spec.rb
@@ -26,7 +26,9 @@
           remote: -----> Installing SQLite3
           remote: -----> Installing requirements with pip
           remote:        Collecting urllib3 \\(from -r requirements.txt \\(line 1\\)\\)
+          remote:          Obtaining dependency information for urllib3 from .*
           remote:          Downloading urllib3-.*
+          remote:        Downloading urllib3-.*
           remote:        Installing collected packages: urllib3
           remote:        Successfully installed urllib3-.*
         REGEX
@@ -65,9 +67,11 @@
           remote: -----> Installing SQLite3
           remote: -----> Installing requirements with pip
           remote:        Collecting urllib3 \\(from -r requirements.txt \\(line 1\\)\\)
+          remote:          Obtaining dependency information for urllib3 from .*
           remote:          Downloading urllib3-.*
           remote:        Collecting six \\(from -r requirements.txt \\(line 2\\)\\)
           remote:          Downloading six-.*
+          remote:        Downloading urllib3-.*
           remote:        Installing collected packages: urllib3, six
           remote:        Successfully installed six-.* urllib3-.*
         REGEX