diff --git a/crates/ruff/resources/test/fixtures/isort/required_imports/comments_and_newlines.py b/crates/ruff/resources/test/fixtures/isort/required_imports/comments_and_newlines.py
new file mode 100644
index 0000000000000..5d2462ab9f966
--- /dev/null
+++ b/crates/ruff/resources/test/fixtures/isort/required_imports/comments_and_newlines.py
@@ -0,0 +1,6 @@
+#!/usr/bin/env python3
+# A copyright notice could go here
+
+# A linter directive could go here
+
+x = 1
diff --git a/crates/ruff/src/importer/insertion.rs b/crates/ruff/src/importer/insertion.rs
index 311a1be96791c..92c335a2df582 100644
--- a/crates/ruff/src/importer/insertion.rs
+++ b/crates/ruff/src/importer/insertion.rs
@@ -67,9 +67,13 @@ impl<'a> Insertion<'a> {
             TextSize::default()
         };
 
-        // Skip over commented lines.
+        // Skip over commented lines, with whitespace separation.
         for line in UniversalNewlineIterator::with_offset(locator.after(location), location) {
-            if line.trim_whitespace_start().starts_with('#') {
+            let trimmed_line = line.trim_whitespace_start();
+            if trimmed_line.is_empty() {
+                continue;
+            }
+            if trimmed_line.starts_with('#') {
                 location = line.full_end();
             } else {
                 break;
diff --git a/crates/ruff/src/rules/isort/mod.rs b/crates/ruff/src/rules/isort/mod.rs
index eed06c0e3d4d5..c8780dd26d6c8 100644
--- a/crates/ruff/src/rules/isort/mod.rs
+++ b/crates/ruff/src/rules/isort/mod.rs
@@ -762,6 +762,7 @@ mod tests {
     }
 
     #[test_case(Path::new("comment.py"))]
+    #[test_case(Path::new("comments_and_newlines.py"))]
     #[test_case(Path::new("docstring.py"))]
     #[test_case(Path::new("docstring.pyi"))]
     #[test_case(Path::new("docstring_only.py"))]
@@ -791,6 +792,7 @@ mod tests {
     }
 
     #[test_case(Path::new("comment.py"))]
+    #[test_case(Path::new("comments_and_newlines.py"))]
     #[test_case(Path::new("docstring.py"))]
     #[test_case(Path::new("docstring.pyi"))]
     #[test_case(Path::new("docstring_only.py"))]
diff --git a/crates/ruff/src/rules/isort/snapshots/ruff__rules__isort__tests__required_import_comments_and_newlines.py.snap b/crates/ruff/src/rules/isort/snapshots/ruff__rules__isort__tests__required_import_comments_and_newlines.py.snap
new file mode 100644
index 0000000000000..107c3ef147d64
--- /dev/null
+++ b/crates/ruff/src/rules/isort/snapshots/ruff__rules__isort__tests__required_import_comments_and_newlines.py.snap
@@ -0,0 +1,20 @@
+---
+source: crates/ruff/src/rules/isort/mod.rs
+---
+comments_and_newlines.py:1:1: I002 [*] Missing required import: `from __future__ import annotations`
+  |
+1 | #!/usr/bin/env python3
+  |  I002
+2 | # A copyright notice could go here
+  |
+  = help: Insert required import: `from future import annotations`
+
+ℹ Fix
+2 2 | # A copyright notice could go here
+3 3 | 
+4 4 | # A linter directive could go here
+  5 |+from __future__ import annotations
+5 6 | 
+6 7 | x = 1
+
+
diff --git a/crates/ruff/src/rules/isort/snapshots/ruff__rules__isort__tests__required_import_with_alias_comments_and_newlines.py.snap b/crates/ruff/src/rules/isort/snapshots/ruff__rules__isort__tests__required_import_with_alias_comments_and_newlines.py.snap
new file mode 100644
index 0000000000000..a9ea7adf2e3bd
--- /dev/null
+++ b/crates/ruff/src/rules/isort/snapshots/ruff__rules__isort__tests__required_import_with_alias_comments_and_newlines.py.snap
@@ -0,0 +1,20 @@
+---
+source: crates/ruff/src/rules/isort/mod.rs
+---
+comments_and_newlines.py:1:1: I002 [*] Missing required import: `from __future__ import annotations as _annotations`
+  |
+1 | #!/usr/bin/env python3
+  |  I002
+2 | # A copyright notice could go here
+  |
+  = help: Insert required import: `from future import annotations as _annotations`
+
+ℹ Fix
+2 2 | # A copyright notice could go here
+3 3 | 
+4 4 | # A linter directive could go here
+  5 |+from __future__ import annotations as _annotations
+5 6 | 
+6 7 | x = 1
+
+