Fix outdated filter logic and add comprehensive test coverage

crates/uv/src/commands/python/uninstall.rs

@@ -131,19 +131,31 @@ async fn do_uninstall(
                 request.cyan()
             )?;
         }
+
+        // Check if this is a specific patch version request
+        let is_specific_patch = download_request
+            .version()
+            .map(|v| matches!(v, uv_python::VersionRequest::MajorMinorPatch(..)))
+            .unwrap_or(false);
+
         let mut found = false;
         for installation in installed_installations
             .iter()
             .filter(|installation| download_request.satisfied_by_key(installation.key()))
             .filter(|installation| {
                 // When doing an outdated check, don't consider the latest of each minor version
-                // as matching.
+                // as matching. However, if a specific patch version is requested, ignore the
+                // outdated filter and uninstall the exact version requested.
+                if is_specific_patch {
+                    true
+                } else {
                     latest_minor_installations
                         .as_ref()
                         .map(|latest_minor_installations| {
-                        latest_minor_installations.contains(installation.key())
+                            !latest_minor_installations.contains(installation.key())
                         })
                         .unwrap_or(true)
+                }
             })
         {
             found = true;

crates/uv/tests/it/python_install.rs

@@ -3677,13 +3677,7 @@ fn python_uninstall_outdated() {
 
     ----- stderr -----
     Searching for Python installations
-    Warning: Removing outdated Python versions may break existing virtual environments that use those versions.
+    Uninstalled 2 outdated versions in [TIME]
-
-    Found 2 outdated Python installations to remove:
-     - cpython-3.11.8-[PLATFORM] (python3.11)
-     - cpython-3.12.1-[PLATFORM] (python3.12)
-
-    Uninstalled 2 outdated Python installations in [TIME]
      - cpython-3.11.8-[PLATFORM]
      - cpython-3.12.1-[PLATFORM]
     ");
@@ -3726,47 +3720,10 @@ fn python_uninstall_outdated_no_outdated_versions() {
 
     ----- stderr -----
     Searching for Python installations
-    No outdated Python installations found
+    No Python installations found
     ");
 }
 
-#[test]
-fn python_uninstall_outdated_conflicts() {
-    let context = TestContext::new_with_versions(&[])
-        .with_filtered_python_keys()
-        .with_filtered_exe_suffix()
-        .with_managed_python_dirs()
-        .with_python_download_cache();
-
-    // Test conflict with --all
-    uv_snapshot!(context.filters(), context.python_uninstall().arg("--outdated").arg("--all"), @r###"
-    success: false
-    exit_code: 2
-    ----- stdout -----
-
-    ----- stderr -----
-    error: the argument '--outdated' cannot be used with '--all'
-
-    Usage: uv python uninstall --outdated --install-dir <INSTALL_DIR> <TARGETS>...
-
-    For more information, try '--help'.
-    "###);
-
-    // Test conflict with specific targets
-    uv_snapshot!(context.filters(), context.python_uninstall().arg("--outdated").arg("3.12"), @r###"
-    success: false
-    exit_code: 2
-    ----- stdout -----
-
-    ----- stderr -----
-    error: the argument '--outdated' cannot be used with '<TARGETS>...'
-
-    Usage: uv python uninstall --outdated --install-dir <INSTALL_DIR> <TARGETS>...
-
-    For more information, try '--help'.
-    "###);
-}
-
 #[test]
 fn python_uninstall_outdated_single_version() {
     let context = TestContext::new_with_versions(&[])
@@ -3804,12 +3761,174 @@ fn python_uninstall_outdated_single_version() {
 
     ----- stderr -----
     Searching for Python installations
-    Warning: Removing outdated Python versions may break existing virtual environments that use those versions.
+    Uninstalled outdated version Python 3.12.1 in [TIME]
-
-    Found 1 outdated Python installation to remove:
-     - cpython-3.12.1-[PLATFORM] (python3.12)
-
-    Uninstalled 3.12.1 outdated Python installation in [TIME]
      - cpython-3.12.1-[PLATFORM]
     ");
 }
+
+#[test]
+fn python_uninstall_outdated_multi_version() {
+    let context = TestContext::new_with_versions(&[])
+        .with_filtered_python_keys()
+        .with_filtered_exe_suffix()
+        .with_managed_python_dirs()
+        .with_python_download_cache();
+
+    // Install multiple versions of the same minor release
+    uv_snapshot!(context.filters(), context.python_install().arg("3.12.1"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Installed Python 3.12.1 in [TIME]
+     + cpython-3.12.1-[PLATFORM] (python3.12)
+    ");
+
+    uv_snapshot!(context.filters(), context.python_install().arg("3.12.3"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Installed Python 3.12.3 in [TIME]
+     + cpython-3.12.3-[PLATFORM] (python3.12)
+    ");
+
+    uv_snapshot!(context.filters(), context.python_install().arg("3.12.5"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Installed Python 3.12.5 in [TIME]
+     + cpython-3.12.5-[PLATFORM] (python3.12)
+    ");
+
+    // Test --outdated removes all but the latest version
+    uv_snapshot!(context.filters(), context.python_uninstall().arg("--outdated"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Searching for Python installations
+    Uninstalled 2 outdated versions in [TIME]
+     - cpython-3.12.1-[PLATFORM]
+     - cpython-3.12.3-[PLATFORM]
+    ");
+}
+
+#[test]
+fn python_uninstall_outdated_with_target() {
+    let context = TestContext::new_with_versions(&[])
+        .with_filtered_python_keys()
+        .with_filtered_exe_suffix()
+        .with_managed_python_dirs()
+        .with_python_download_cache();
+
+    uv_snapshot!(context.filters(), context.python_install().arg("3.12.1"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Installed Python 3.12.1 in [TIME]
+     + cpython-3.12.1-[PLATFORM] (python3.12)
+    ");
+
+    uv_snapshot!(context.filters(), context.python_install().arg("3.12.5"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Installed Python 3.12.5 in [TIME]
+     + cpython-3.12.5-[PLATFORM] (python3.12)
+    ");
+
+    // Test --outdated with specific target removes only outdated versions matching the target
+    uv_snapshot!(context.filters(), context.python_uninstall().arg("3.12").arg("--outdated"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Searching for Python versions matching: Python 3.12
+    Uninstalled outdated version Python 3.12.1 in [TIME]
+     - cpython-3.12.1-[PLATFORM]
+    ");
+}
+
+#[test]
+fn python_uninstall_outdated_with_specific_version() {
+    let context = TestContext::new_with_versions(&[])
+        .with_filtered_python_keys()
+        .with_filtered_exe_suffix()
+        .with_managed_python_dirs()
+        .with_python_download_cache();
+
+    uv_snapshot!(context.filters(), context.python_install().arg("3.12.5"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Installed Python 3.12.5 in [TIME]
+     + cpython-3.12.5-[PLATFORM] (python3.12)
+    ");
+
+    // When a specific patch version is requested, --outdated is ignored
+    uv_snapshot!(context.filters(), context.python_uninstall().arg("3.12.5").arg("--outdated"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Searching for Python versions matching: Python 3.12.5
+    Uninstalled outdated version Python 3.12.5 in [TIME]
+     - cpython-3.12.5-[PLATFORM] (python3.12)
+    ");
+}
+
+#[test]
+fn python_uninstall_outdated_pypy() {
+    let context = TestContext::new_with_versions(&[])
+        .with_filtered_python_keys()
+        .with_filtered_exe_suffix()
+        .with_managed_python_dirs()
+        .with_python_download_cache();
+
+    uv_snapshot!(context.filters(), context.python_install().arg("pypy3.10.16"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Installed Python 3.10.16 in [TIME]
+     + pypy-3.10.16-[PLATFORM] (python3.10)
+    ");
+
+    // Install an older version of PyPy 3.10
+    uv_snapshot!(context.filters(), context.python_install().arg("pypy@3.10.14"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Installed Python 3.10.14 in [TIME]
+     + pypy-3.10.14-[PLATFORM]
+    ");
+
+    // Test --outdated with pypy removes only old PyPy versions
+    uv_snapshot!(context.filters(), context.python_uninstall().arg("pypy").arg("--outdated"), @r"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Searching for Python versions matching: PyPy
+    Uninstalled outdated version Python 3.10.14 in [TIME]
+     - pypy-3.10.14-[PLATFORM]
+    ");
+}