diff --git a/.github/workflows/codspeed.yml b/.github/workflows/codspeed.yml
index 73b5db6c..2626bb76 100644
--- a/.github/workflows/codspeed.yml
+++ b/.github/workflows/codspeed.yml
@@ -16,7 +16,7 @@ jobs:
       - uses: actions/checkout@v3
       - uses: actions/setup-python@v4
         with:
-          python-version: "3.9"
+          python-version: "3.10"
 
       - name: Get full Python version
         id: full-python-version
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index a18a8140..812d63b1 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -21,14 +21,14 @@ jobs:
             platform: linux
           - os: windows
             ls: dir
-            interpreter: 3.9 3.10 3.11 3.12 3.13 3.14 pypy3.9 pypy3.10
+            interpreter: 3.10 3.11 3.12 3.13 3.14 pypy3.10
           - os: windows
             ls: dir
             target: aarch64
             interpreter: 3.11 3.12 3.13 3.14
           - os: macos
             target: aarch64
-            interpreter: 3.9 3.10 3.11 3.12 3.13 3.14 pypy3.9 pypy3.10
+            interpreter: 3.10 3.11 3.12 3.13 3.14 pypy3.10
           - os: ubuntu
             platform: linux
             target: aarch64
@@ -44,11 +44,11 @@ jobs:
           - os: ubuntu
             platform: linux
             target: ppc64le
-            interpreter: 3.9 3.10 3.11 3.12 3.13 3.14
+            interpreter: 3.10 3.11 3.12 3.13 3.14
           - os: ubuntu
             platform: linux
             target: s390x
-            interpreter: 3.9 3.10 3.11 3.12 3.13 3.14
+            interpreter: 3.10 3.11 3.12 3.13 3.14
 
     runs-on: ${{ matrix.os }}-latest
     steps:
@@ -66,7 +66,7 @@ jobs:
           target: ${{ matrix.target }}
           manylinux: ${{ matrix.manylinux || 'auto' }}
           container: ${{ matrix.container }}
-          args: --release --out dist --interpreter ${{ matrix.interpreter || '3.9 3.10 3.11 3.12 3.13 pypy3.9 pypy3.10' }} ${{ matrix.extra-build-args }}
+          args: --release --out dist --interpreter ${{ matrix.interpreter || '3.10 3.11 3.12 3.13 pypy3.10' }} ${{ matrix.extra-build-args }}
           rust-toolchain: stable
           docker-options: -e CI
 
diff --git a/.github/workflows/tests.yml b/.github/workflows/tests.yml
index 1fbce01f..290960d1 100644
--- a/.github/workflows/tests.yml
+++ b/.github/workflows/tests.yml
@@ -33,7 +33,7 @@ jobs:
     strategy:
       matrix:
         os: [Ubuntu, MacOS, Windows]
-        python-version: ["3.9", "3.10", "3.11", "3.12", "3.13", "3.14"]
+        python-version: ["3.10", "3.11", "3.12", "3.13", "3.14"]
     defaults:
       run:
         shell: bash
diff --git a/.pre-commit-config.yaml b/.pre-commit-config.yaml
index 98ac5c45..f611b1f1 100644
--- a/.pre-commit-config.yaml
+++ b/.pre-commit-config.yaml
@@ -12,7 +12,7 @@ repos:
       - id: debug-statements
 
   - repo: https://github.com/astral-sh/ruff-pre-commit
-    rev: v0.11.2
+    rev: v0.14.11
     hooks:
       - id: ruff
       - id: ruff-format
diff --git a/CHANGELOG.md b/CHANGELOG.md
index 81183e4a..a3fe4dfe 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,7 @@
 # Change Log
 
+- Dropped support for Python 3.9 [#930](https://github.com/python-pendulum/pendulum/pull/930)
+
 ## [3.1.0] - 2025-04-19
 
 ### Added
diff --git a/README.rst b/README.rst
index 63422f14..e2ae92f2 100644
--- a/README.rst
+++ b/README.rst
@@ -13,7 +13,7 @@ Pendulum
 
 Python datetimes made easy.
 
-Supports Python **3.9 and newer**.
+Supports Python **3.10 and newer**.
 
 
 .. code-block:: python
diff --git a/poetry.lock b/poetry.lock
index 8411da19..42ef7517 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -208,7 +208,7 @@ description = "Backport of PEP 654 (exception groups)"
 optional = false
 python-versions = ">=3.7"
 groups = ["benchmark", "test"]
-markers = "python_version < \"3.11\""
+markers = "python_version == \"3.10\""
 files = [
     {file = "exceptiongroup-1.2.2-py3-none-any.whl", hash = "sha256:3111b9d131c238bec2f8f516e123e14ba243563fb135d3fe885990585aa7795b"},
     {file = "exceptiongroup-1.2.2.tar.gz", hash = "sha256:47c2edf7c6738fafb49fd34290706d1a1a2f4d1c6df275526b62cbb4aa5393cc"},
@@ -267,31 +267,6 @@ files = [
 [package.extras]
 license = ["ukkonen"]
 
-[[package]]
-name = "importlib-metadata"
-version = "8.5.0"
-description = "Read metadata from Python packages"
-optional = false
-python-versions = ">=3.8"
-groups = ["benchmark", "doc"]
-markers = "python_version == \"3.9\""
-files = [
-    {file = "importlib_metadata-8.5.0-py3-none-any.whl", hash = "sha256:45e54197d28b7a7f1559e60b95e7c567032b602131fbd588f1497f47880aa68b"},
-    {file = "importlib_metadata-8.5.0.tar.gz", hash = "sha256:71522656f0abace1d072b9e5481a48f07c138e00f079c38c8f883823f9c26bd7"},
-]
-
-[package.dependencies]
-zipp = ">=3.20"
-
-[package.extras]
-check = ["pytest-checkdocs (>=2.4)", "pytest-ruff (>=0.2.1) ; sys_platform != \"cygwin\""]
-cover = ["pytest-cov"]
-doc = ["furo", "jaraco.packaging (>=9.3)", "jaraco.tidelift (>=1.4)", "rst.linker (>=1.9)", "sphinx (>=3.5)", "sphinx-lint"]
-enabler = ["pytest-enabler (>=2.2)"]
-perf = ["ipython"]
-test = ["flufl.flake8", "importlib-resources (>=1.3) ; python_version < \"3.9\"", "jaraco.test (>=5.4)", "packaging", "pyfakefs", "pytest (>=6,!=8.1.*)", "pytest-perf (>=0.9.2)"]
-type = ["pytest-mypy"]
-
 [[package]]
 name = "iniconfig"
 version = "2.0.0"
@@ -334,9 +309,6 @@ files = [
     {file = "markdown-3.7.tar.gz", hash = "sha256:2ae2471477cfd02dbbf038d5d9bc226d40def84b4fe2986e49b59b6b472bbed2"},
 ]
 
-[package.dependencies]
-importlib-metadata = {version = ">=4.4", markers = "python_version < \"3.10\""}
-
 [package.extras]
 docs = ["mdx-gh-links (>=0.2)", "mkdocs (>=1.5)", "mkdocs-gen-files", "mkdocs-literate-nav", "mkdocs-nature (>=0.6)", "mkdocs-section-index", "mkdocstrings[python]"]
 testing = ["coverage", "pyyaml"]
@@ -525,7 +497,6 @@ files = [
 click = ">=7.0"
 colorama = {version = ">=0.4", markers = "platform_system == \"Windows\""}
 ghp-import = ">=1.0"
-importlib-metadata = {version = ">=4.4", markers = "python_version < \"3.10\""}
 jinja2 = ">=2.11.1"
 markdown = ">=3.3.6"
 markupsafe = ">=2.0.1"
@@ -554,7 +525,6 @@ files = [
 ]
 
 [package.dependencies]
-importlib-metadata = {version = ">=4.3", markers = "python_version < \"3.10\""}
 mergedeep = ">=1.3.4"
 platformdirs = ">=2.2.0"
 pyyaml = ">=5.1"
@@ -859,7 +829,6 @@ files = [
 
 [package.dependencies]
 cffi = ">=1.17.1"
-importlib-metadata = {version = ">=8.5.0", markers = "python_version < \"3.10\""}
 pytest = ">=3.8"
 rich = ">=13.8.1"
 
@@ -1171,7 +1140,7 @@ description = "A lil' TOML parser"
 optional = false
 python-versions = ">=3.8"
 groups = ["benchmark", "build", "dev", "test", "typing"]
-markers = "python_version < \"3.11\""
+markers = "python_version == \"3.10\""
 files = [
     {file = "tomli-2.2.1-cp311-cp311-macosx_10_9_x86_64.whl", hash = "sha256:678e4fa69e4575eb77d103de3df8a895e1591b48e740211bd1067378c69e8249"},
     {file = "tomli-2.2.1-cp311-cp311-macosx_11_0_arm64.whl", hash = "sha256:023aa114dd824ade0100497eb2318602af309e5a55595f76b626d6d9f3b7b0a6"},
@@ -1258,7 +1227,7 @@ files = [
     {file = "typing_extensions-4.12.2-py3-none-any.whl", hash = "sha256:04e5ca0351e0f3f85c6853954072df659d0d13fac324d0072316b67d7794700d"},
     {file = "typing_extensions-4.12.2.tar.gz", hash = "sha256:1a7ead55c7e559dd4dee8856e3a88b41225abfe1ce8df57b7c13915fe121ffb8"},
 ]
-markers = {benchmark = "python_version < \"3.11\"", dev = "python_version < \"3.11\""}
+markers = {benchmark = "python_version == \"3.10\"", dev = "python_version == \"3.10\""}
 
 [[package]]
 name = "tzdata"
@@ -1336,31 +1305,10 @@ files = [
 [package.extras]
 watchmedo = ["PyYAML (>=3.10)"]
 
-[[package]]
-name = "zipp"
-version = "3.21.0"
-description = "Backport of pathlib-compatible object wrapper for zip files"
-optional = false
-python-versions = ">=3.9"
-groups = ["benchmark", "doc"]
-markers = "python_version == \"3.9\""
-files = [
-    {file = "zipp-3.21.0-py3-none-any.whl", hash = "sha256:ac1bbe05fd2991f160ebce24ffbac5f6d11d83dc90891255885223d42b3cd931"},
-    {file = "zipp-3.21.0.tar.gz", hash = "sha256:2c9958f6430a2040341a52eb608ed6dd93ef4392e02ffe219417c1b28b5dd1f4"},
-]
-
-[package.extras]
-check = ["pytest-checkdocs (>=2.4)", "pytest-ruff (>=0.2.1) ; sys_platform != \"cygwin\""]
-cover = ["pytest-cov"]
-doc = ["furo", "jaraco.packaging (>=9.3)", "jaraco.tidelift (>=1.4)", "rst.linker (>=1.9)", "sphinx (>=3.5)", "sphinx-lint"]
-enabler = ["pytest-enabler (>=2.2)"]
-test = ["big-O", "importlib-resources ; python_version < \"3.9\"", "jaraco.functools", "jaraco.itertools", "jaraco.test", "more-itertools", "pytest (>=6,!=8.1.*)", "pytest-ignore-flaky"]
-type = ["pytest-mypy"]
-
 [extras]
 test = ["time-machine"]
 
 [metadata]
 lock-version = "2.1"
-python-versions = ">=3.9"
-content-hash = "491ee653cad58327fa9ff27388a6d0402bc8d5202b08bca616042f5d5ae12176"
+python-versions = ">=3.10"
+content-hash = "f3c800d494fd36b67b21a8c8316f5bba2c20b99c457350e2c80f3103f9a08a74"
diff --git a/pyproject.toml b/pyproject.toml
index 265145dd..7ca15c99 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -3,14 +3,13 @@ name = "pendulum"
 version = "3.2.0.dev0"
 description = "Python datetimes made easy"
 readme = "README.rst"
-requires-python = ">=3.9"
+requires-python = ">=3.10"
 license = { text = "MIT License" }
 authors = [{ name = "Sébastien Eustace", email = "sebastien@eustace.io" }]
 keywords = ['datetime', 'date', 'time']
 classifiers = [
     "License :: OSI Approved :: MIT License",
     "Programming Language :: Python :: 3",
-    "Programming Language :: Python :: 3.9",
     "Programming Language :: Python :: 3.10",
     "Programming Language :: Python :: 3.11",
     "Programming Language :: Python :: 3.12",
@@ -72,7 +71,7 @@ include = [
 [tool.ruff]
 fix = true
 line-length = 88
-target-version = "py39"
+target-version = "py310"
 extend-exclude = [
     # External to the project's coding standards:
     "docs/*",
diff --git a/src/pendulum/__init__.py b/src/pendulum/__init__.py
index e1d02177..16ae0865 100644
--- a/src/pendulum/__init__.py
+++ b/src/pendulum/__init__.py
@@ -5,7 +5,6 @@
 from functools import cache
 from typing import TYPE_CHECKING
 from typing import Any
-from typing import Union
 from typing import cast
 from typing import overload
 
@@ -117,7 +116,7 @@ def _safe_timezone(
 
             obj = int(offset.total_seconds())
 
-    obj = cast("Union[str, int]", obj)
+    obj = cast("str | int", obj)
 
     return timezone(obj)
 
diff --git a/src/pendulum/datetime.py b/src/pendulum/datetime.py
index e6f19eb2..da89b13d 100644
--- a/src/pendulum/datetime.py
+++ b/src/pendulum/datetime.py
@@ -6,9 +6,7 @@
 
 from typing import TYPE_CHECKING
 from typing import Any
-from typing import Callable
 from typing import ClassVar
-from typing import Optional
 from typing import cast
 from typing import overload
 
@@ -42,7 +40,9 @@
 
 
 if TYPE_CHECKING:
-    from typing_extensions import Literal
+    from collections.abc import Callable
+    from typing import Literal
+
     from typing_extensions import Self
     from typing_extensions import SupportsIndex
 
@@ -1006,7 +1006,7 @@ def nth_of(self, unit: str, nth: int, day_of_week: WeekDay) -> Self:
         if unit not in ["month", "quarter", "year"]:
             raise ValueError(f'Invalid unit "{unit}" for first_of()')
 
-        dt = cast("Optional[Self]", getattr(self, f"_nth_of_{unit}")(nth, day_of_week))
+        dt = cast("Self | None", getattr(self, f"_nth_of_{unit}")(nth, day_of_week))
         if not dt:
             raise PendulumException(
                 f"Unable to find occurrence {nth}"
diff --git a/src/pendulum/formatting/formatter.py b/src/pendulum/formatting/formatter.py
index 51c90128..b09977d0 100644
--- a/src/pendulum/formatting/formatter.py
+++ b/src/pendulum/formatting/formatter.py
@@ -6,7 +6,6 @@
 from re import Match
 from typing import TYPE_CHECKING
 from typing import Any
-from typing import Callable
 from typing import ClassVar
 from typing import cast
 
@@ -16,6 +15,7 @@
 
 
 if TYPE_CHECKING:
+    from collections.abc import Callable
     from collections.abc import Sequence
 
     from pendulum import Timezone
diff --git a/src/pendulum/parsing/__init__.py b/src/pendulum/parsing/__init__.py
index b66cf1a2..20ebed40 100644
--- a/src/pendulum/parsing/__init__.py
+++ b/src/pendulum/parsing/__init__.py
@@ -9,7 +9,6 @@
 from datetime import datetime
 from datetime import time
 from typing import Any
-from typing import Optional
 from typing import cast
 
 from dateutil import parser
@@ -90,7 +89,7 @@ def _normalize(
         return parsed
 
     if isinstance(parsed, time):
-        now = cast("Optional[datetime]", options["now"]) or datetime.now()
+        now = cast("datetime | None", options["now"]) or datetime.now()
 
         return datetime(
             now.year,
diff --git a/src/pendulum/time.py b/src/pendulum/time.py
index fb3150fa..e5bf22aa 100644
--- a/src/pendulum/time.py
+++ b/src/pendulum/time.py
@@ -5,7 +5,6 @@
 from datetime import time
 from datetime import timedelta
 from typing import TYPE_CHECKING
-from typing import Optional
 from typing import cast
 from typing import overload
 
@@ -21,7 +20,8 @@
 
 
 if TYPE_CHECKING:
-    from typing_extensions import Literal
+    from typing import Literal
+
     from typing_extensions import Self
     from typing_extensions import SupportsIndex
 
@@ -284,7 +284,7 @@ def replace(
             minute,
             second,
             microsecond,
-            tzinfo=cast("Optional[datetime.tzinfo]", tzinfo),
+            tzinfo=cast("datetime.tzinfo | None", tzinfo),
             fold=fold,
         )
         return self.__class__(
diff --git a/tox.ini b/tox.ini
index d45c3e2b..afff59dc 100644
--- a/tox.ini
+++ b/tox.ini
@@ -1,6 +1,6 @@
 [tox]
 isolated_build = true
-envlist = py37, py38, py39, py310, pypy3
+envlist = py310, py311, py312, py313, pypy3
 
 [testenv]
 whitelist_externals = poetry