diff --git a/crates/ruff_linter/resources/test/fixtures/flake8_use_pathlib/PTH208.py b/crates/ruff_linter/resources/test/fixtures/flake8_use_pathlib/PTH208.py
index 23f3abd63dd240..8a31b2b472e056 100644
--- a/crates/ruff_linter/resources/test/fixtures/flake8_use_pathlib/PTH208.py
+++ b/crates/ruff_linter/resources/test/fixtures/flake8_use_pathlib/PTH208.py
@@ -14,3 +14,10 @@
 
 path_path = Path('.')
 os.listdir(path_path)
+
+
+if os.listdir("dir"):
+    ...
+
+if "file" in os.listdir("dir"):
+    ...
diff --git a/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__preview__PTH208_PTH208.py.snap b/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__preview__PTH208_PTH208.py.snap
index 4797d9c3f567ec..27d5009df016d1 100644
--- a/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__preview__PTH208_PTH208.py.snap
+++ b/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__preview__PTH208_PTH208.py.snap
@@ -42,3 +42,19 @@ PTH208.py:16:1: PTH208 Use `pathlib.Path.iterdir()` instead.
 16 | os.listdir(path_path)
    | ^^^^^^^^^^ PTH208
    |
+
+PTH208.py:19:4: PTH208 Use `pathlib.Path.iterdir()` instead.
+   |
+19 | if os.listdir("dir"):
+   |    ^^^^^^^^^^ PTH208
+20 |     ...
+   |
+
+PTH208.py:22:14: PTH208 Use `pathlib.Path.iterdir()` instead.
+   |
+20 |     ...
+21 | 
+22 | if "file" in os.listdir("dir"):
+   |              ^^^^^^^^^^ PTH208
+23 |     ...
+   |
diff --git a/crates/ruff_linter/src/rules/flake8_use_pathlib/violations.rs b/crates/ruff_linter/src/rules/flake8_use_pathlib/violations.rs
index c6f4499f514044..f6dd246bab3a00 100644
--- a/crates/ruff_linter/src/rules/flake8_use_pathlib/violations.rs
+++ b/crates/ruff_linter/src/rules/flake8_use_pathlib/violations.rs
@@ -1118,6 +1118,12 @@ impl Violation for PyPath {
 /// p = "."
 /// for d in os.listdir(p):
 ///     ...
+///
+/// if os.listdir(p):
+///     ...
+///
+/// if "file" in os.listdir(p):
+///     ...
 /// ```
 ///
 /// Use instead:
@@ -1126,6 +1132,12 @@ impl Violation for PyPath {
 /// p = Path(".")
 /// for d in p.iterdir():
 ///     ...
+///
+/// if any(p.iterdir()):
+///     ...
+///
+/// if (p / "file").exists():
+///     ...
 /// ```
 #[violation]
 pub struct OsListdir;