diff --git a/crates/ruff_linter/resources/test/fixtures/flake8_pyi/PYI062.py b/crates/ruff_linter/resources/test/fixtures/flake8_pyi/PYI062.py
new file mode 100644
index 0000000000000..9e3b46c1f80c0
--- /dev/null
+++ b/crates/ruff_linter/resources/test/fixtures/flake8_pyi/PYI062.py
@@ -0,0 +1,21 @@
+from typing import Literal
+import typing as t
+import typing_extensions
+
+x: Literal[True, False, True, False]  # PYI062 twice here
+
+y: Literal[1, print("hello"), 3, Literal[4, 1]]  # PYI062 on the last 1
+
+z: Literal[{1, 3, 5}, "foobar", {1,3,5}]  # PYI062 on the set literal
+
+Literal[1, Literal[1]]  # once
+Literal[1, 2, Literal[1, 2]]  # twice
+Literal[1, Literal[1], Literal[1]]  # twice
+Literal[1, Literal[2], Literal[2]]  # once
+t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+typing_extensions.Literal[1, 1, 1]  # twice
+
+# Ensure issue is only raised once, even on nested literals
+MyType = Literal["foo", Literal[True, False, True], "bar"]  # PYI062
+
+n: Literal["No", "duplicates", "here", 1, "1"]
diff --git a/crates/ruff_linter/resources/test/fixtures/flake8_pyi/PYI062.pyi b/crates/ruff_linter/resources/test/fixtures/flake8_pyi/PYI062.pyi
new file mode 100644
index 0000000000000..38d04bcd9df68
--- /dev/null
+++ b/crates/ruff_linter/resources/test/fixtures/flake8_pyi/PYI062.pyi
@@ -0,0 +1,21 @@
+from typing import Literal
+import typing as t
+import typing_extensions
+
+x: Literal[True, False, True, False]  # PY062 twice here
+
+y: Literal[1, print("hello"), 3, Literal[4, 1]]  # PY062 on the last 1
+
+z: Literal[{1, 3, 5}, "foobar", {1,3,5}]  # PY062 on the set literal
+
+Literal[1, Literal[1]]  # once
+Literal[1, 2, Literal[1, 2]]  # twice
+Literal[1, Literal[1], Literal[1]]  # twice
+Literal[1, Literal[2], Literal[2]]  # once
+t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+typing_extensions.Literal[1, 1, 1]  # twice
+
+# Ensure issue is only raised once, even on nested literals
+MyType = Literal["foo", Literal[True, False, True], "bar"]  # PYI062
+
+n: Literal["No", "duplicates", "here", 1, "1"]
diff --git a/crates/ruff_linter/src/checkers/ast/analyze/expression.rs b/crates/ruff_linter/src/checkers/ast/analyze/expression.rs
index c1c912188afc9..b526dd37777da 100644
--- a/crates/ruff_linter/src/checkers/ast/analyze/expression.rs
+++ b/crates/ruff_linter/src/checkers/ast/analyze/expression.rs
@@ -97,6 +97,13 @@ pub(crate) fn expression(expr: &Expr, checker: &mut Checker) {
                 }
             }
 
+            // Ex) Literal[...]
+            if checker.enabled(Rule::DuplicateLiteralMember) {
+                if !checker.semantic.in_nested_literal() {
+                    flake8_pyi::rules::duplicate_literal_member(checker, expr);
+                }
+            }
+
             if checker.enabled(Rule::NeverUnion) {
                 ruff::rules::never_union(checker, expr);
             }
diff --git a/crates/ruff_linter/src/codes.rs b/crates/ruff_linter/src/codes.rs
index d6f675f19db1f..05906db3c906b 100644
--- a/crates/ruff_linter/src/codes.rs
+++ b/crates/ruff_linter/src/codes.rs
@@ -809,6 +809,7 @@ pub fn code_to_rule(linter: Linter, code: &str) -> Option<(RuleGroup, Rule)> {
         (Flake8Pyi, "056") => (RuleGroup::Stable, rules::flake8_pyi::rules::UnsupportedMethodCallOnAll),
         (Flake8Pyi, "058") => (RuleGroup::Stable, rules::flake8_pyi::rules::GeneratorReturnFromIterMethod),
         (Flake8Pyi, "059") => (RuleGroup::Preview, rules::flake8_pyi::rules::GenericNotLastBaseClass),
+        (Flake8Pyi, "062") => (RuleGroup::Preview, rules::flake8_pyi::rules::DuplicateLiteralMember),
 
         // flake8-pytest-style
         (Flake8PytestStyle, "001") => (RuleGroup::Stable, rules::flake8_pytest_style::rules::PytestFixtureIncorrectParenthesesStyle),
diff --git a/crates/ruff_linter/src/rules/flake8_pyi/mod.rs b/crates/ruff_linter/src/rules/flake8_pyi/mod.rs
index 75a5387db3c08..e69606adfbd5c 100644
--- a/crates/ruff_linter/src/rules/flake8_pyi/mod.rs
+++ b/crates/ruff_linter/src/rules/flake8_pyi/mod.rs
@@ -33,6 +33,8 @@ mod tests {
     #[test_case(Rule::CustomTypeVarReturnType, Path::new("PYI019.pyi"))]
     #[test_case(Rule::DocstringInStub, Path::new("PYI021.py"))]
     #[test_case(Rule::DocstringInStub, Path::new("PYI021.pyi"))]
+    #[test_case(Rule::DuplicateLiteralMember, Path::new("PYI062.py"))]
+    #[test_case(Rule::DuplicateLiteralMember, Path::new("PYI062.pyi"))]
     #[test_case(Rule::DuplicateUnionMember, Path::new("PYI016.py"))]
     #[test_case(Rule::DuplicateUnionMember, Path::new("PYI016.pyi"))]
     #[test_case(Rule::EllipsisInNonEmptyClassBody, Path::new("PYI013.py"))]
diff --git a/crates/ruff_linter/src/rules/flake8_pyi/rules/duplicate_literal_member.rs b/crates/ruff_linter/src/rules/flake8_pyi/rules/duplicate_literal_member.rs
new file mode 100644
index 0000000000000..4c3a8001dc6d6
--- /dev/null
+++ b/crates/ruff_linter/src/rules/flake8_pyi/rules/duplicate_literal_member.rs
@@ -0,0 +1,67 @@
+use std::collections::HashSet;
+
+use rustc_hash::FxHashSet;
+
+use ruff_diagnostics::{Diagnostic, FixAvailability, Violation};
+use ruff_macros::{derive_message_formats, violation};
+use ruff_python_ast::comparable::ComparableExpr;
+use ruff_python_ast::Expr;
+use ruff_python_semantic::analyze::typing::traverse_literal;
+use ruff_text_size::Ranged;
+
+use crate::checkers::ast::Checker;
+
+/// ## What it does
+/// Checks for duplicate members in a `typing.Literal[]` slice.
+///
+/// ## Why is this bad?
+/// Duplicate literal members are redundant and should be removed.
+///
+/// ## Example
+/// ```python
+/// foo: Literal["a", "b", "a"]
+/// ```
+///
+/// Use instead:
+/// ```python
+/// foo: Literal["a", "b"]
+/// ```
+///
+/// ## References
+/// - [Python documentation: `typing.Literal`](https://docs.python.org/3/library/typing.html#typing.Literal)
+#[violation]
+pub struct DuplicateLiteralMember {
+    duplicate_name: String,
+}
+
+impl Violation for DuplicateLiteralMember {
+    const FIX_AVAILABILITY: FixAvailability = FixAvailability::Sometimes;
+
+    #[derive_message_formats]
+    fn message(&self) -> String {
+        format!("Duplicate literal member `{}`", self.duplicate_name)
+    }
+}
+
+/// PYI062
+pub(crate) fn duplicate_literal_member<'a>(checker: &mut Checker, expr: &'a Expr) {
+    let mut seen_nodes: HashSet<ComparableExpr<'_>, _> = FxHashSet::default();
+    let mut diagnostics: Vec<Diagnostic> = Vec::new();
+
+    // Adds a member to `literal_exprs` if it is a `Literal` annotation
+    let mut check_for_duplicate_members = |expr: &'a Expr, _: &'a Expr| {
+        // If we've already seen this literal member, raise a violation.
+        if !seen_nodes.insert(expr.into()) {
+            diagnostics.push(Diagnostic::new(
+                DuplicateLiteralMember {
+                    duplicate_name: checker.generator().expr(expr),
+                },
+                expr.range(),
+            ));
+        }
+    };
+
+    // Traverse the literal, collect all diagnostic members
+    traverse_literal(&mut check_for_duplicate_members, checker.semantic(), expr);
+    checker.diagnostics.append(&mut diagnostics);
+}
diff --git a/crates/ruff_linter/src/rules/flake8_pyi/rules/mod.rs b/crates/ruff_linter/src/rules/flake8_pyi/rules/mod.rs
index dbf28eefd7327..18b50b8e78408 100644
--- a/crates/ruff_linter/src/rules/flake8_pyi/rules/mod.rs
+++ b/crates/ruff_linter/src/rules/flake8_pyi/rules/mod.rs
@@ -6,6 +6,7 @@ pub(crate) use complex_assignment_in_stub::*;
 pub(crate) use complex_if_statement_in_stub::*;
 pub(crate) use custom_type_var_return_type::*;
 pub(crate) use docstring_in_stubs::*;
+pub(crate) use duplicate_literal_member::*;
 pub(crate) use duplicate_union_member::*;
 pub(crate) use ellipsis_in_non_empty_class_body::*;
 pub(crate) use exit_annotations::*;
@@ -45,6 +46,7 @@ mod complex_assignment_in_stub;
 mod complex_if_statement_in_stub;
 mod custom_type_var_return_type;
 mod docstring_in_stubs;
+mod duplicate_literal_member;
 mod duplicate_union_member;
 mod ellipsis_in_non_empty_class_body;
 mod exit_annotations;
diff --git a/crates/ruff_linter/src/rules/flake8_pyi/snapshots/ruff_linter__rules__flake8_pyi__tests__PYI062_PYI062.py.snap b/crates/ruff_linter/src/rules/flake8_pyi/snapshots/ruff_linter__rules__flake8_pyi__tests__PYI062_PYI062.py.snap
new file mode 100644
index 0000000000000..2ed8215957160
--- /dev/null
+++ b/crates/ruff_linter/src/rules/flake8_pyi/snapshots/ruff_linter__rules__flake8_pyi__tests__PYI062_PYI062.py.snap
@@ -0,0 +1,138 @@
+---
+source: crates/ruff_linter/src/rules/flake8_pyi/mod.rs
+---
+PYI062.py:5:25: PYI062 Duplicate literal member `True`
+  |
+3 | import typing_extensions
+4 | 
+5 | x: Literal[True, False, True, False]  # PYI062 twice here
+  |                         ^^^^ PYI062
+6 | 
+7 | y: Literal[1, print("hello"), 3, Literal[4, 1]]  # PYI062 on the last 1
+  |
+
+PYI062.py:5:31: PYI062 Duplicate literal member `False`
+  |
+3 | import typing_extensions
+4 | 
+5 | x: Literal[True, False, True, False]  # PYI062 twice here
+  |                               ^^^^^ PYI062
+6 | 
+7 | y: Literal[1, print("hello"), 3, Literal[4, 1]]  # PYI062 on the last 1
+  |
+
+PYI062.py:7:45: PYI062 Duplicate literal member `1`
+  |
+5 | x: Literal[True, False, True, False]  # PYI062 twice here
+6 | 
+7 | y: Literal[1, print("hello"), 3, Literal[4, 1]]  # PYI062 on the last 1
+  |                                             ^ PYI062
+8 | 
+9 | z: Literal[{1, 3, 5}, "foobar", {1,3,5}]  # PYI062 on the set literal
+  |
+
+PYI062.py:9:33: PYI062 Duplicate literal member `{1, 3, 5}`
+   |
+ 7 | y: Literal[1, print("hello"), 3, Literal[4, 1]]  # PYI062 on the last 1
+ 8 | 
+ 9 | z: Literal[{1, 3, 5}, "foobar", {1,3,5}]  # PYI062 on the set literal
+   |                                 ^^^^^^^ PYI062
+10 | 
+11 | Literal[1, Literal[1]]  # once
+   |
+
+PYI062.py:11:20: PYI062 Duplicate literal member `1`
+   |
+ 9 | z: Literal[{1, 3, 5}, "foobar", {1,3,5}]  # PYI062 on the set literal
+10 | 
+11 | Literal[1, Literal[1]]  # once
+   |                    ^ PYI062
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+   |
+
+PYI062.py:12:23: PYI062 Duplicate literal member `1`
+   |
+11 | Literal[1, Literal[1]]  # once
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+   |                       ^ PYI062
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+14 | Literal[1, Literal[2], Literal[2]]  # once
+   |
+
+PYI062.py:12:26: PYI062 Duplicate literal member `2`
+   |
+11 | Literal[1, Literal[1]]  # once
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+   |                          ^ PYI062
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+14 | Literal[1, Literal[2], Literal[2]]  # once
+   |
+
+PYI062.py:13:20: PYI062 Duplicate literal member `1`
+   |
+11 | Literal[1, Literal[1]]  # once
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+   |                    ^ PYI062
+14 | Literal[1, Literal[2], Literal[2]]  # once
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+   |
+
+PYI062.py:13:32: PYI062 Duplicate literal member `1`
+   |
+11 | Literal[1, Literal[1]]  # once
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+   |                                ^ PYI062
+14 | Literal[1, Literal[2], Literal[2]]  # once
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+   |
+
+PYI062.py:14:32: PYI062 Duplicate literal member `2`
+   |
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+14 | Literal[1, Literal[2], Literal[2]]  # once
+   |                                ^ PYI062
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+16 | typing_extensions.Literal[1, 1, 1]  # twice
+   |
+
+PYI062.py:15:37: PYI062 Duplicate literal member `1`
+   |
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+14 | Literal[1, Literal[2], Literal[2]]  # once
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+   |                                     ^ PYI062
+16 | typing_extensions.Literal[1, 1, 1]  # twice
+   |
+
+PYI062.py:16:30: PYI062 Duplicate literal member `1`
+   |
+14 | Literal[1, Literal[2], Literal[2]]  # once
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+16 | typing_extensions.Literal[1, 1, 1]  # twice
+   |                              ^ PYI062
+17 | 
+18 | # Ensure issue is only raised once, even on nested literals
+   |
+
+PYI062.py:16:33: PYI062 Duplicate literal member `1`
+   |
+14 | Literal[1, Literal[2], Literal[2]]  # once
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+16 | typing_extensions.Literal[1, 1, 1]  # twice
+   |                                 ^ PYI062
+17 | 
+18 | # Ensure issue is only raised once, even on nested literals
+   |
+
+PYI062.py:19:46: PYI062 Duplicate literal member `True`
+   |
+18 | # Ensure issue is only raised once, even on nested literals
+19 | MyType = Literal["foo", Literal[True, False, True], "bar"]  # PYI062
+   |                                              ^^^^ PYI062
+20 | 
+21 | n: Literal["No", "duplicates", "here", 1, "1"]
+   |
diff --git a/crates/ruff_linter/src/rules/flake8_pyi/snapshots/ruff_linter__rules__flake8_pyi__tests__PYI062_PYI062.pyi.snap b/crates/ruff_linter/src/rules/flake8_pyi/snapshots/ruff_linter__rules__flake8_pyi__tests__PYI062_PYI062.pyi.snap
new file mode 100644
index 0000000000000..069024753f74b
--- /dev/null
+++ b/crates/ruff_linter/src/rules/flake8_pyi/snapshots/ruff_linter__rules__flake8_pyi__tests__PYI062_PYI062.pyi.snap
@@ -0,0 +1,138 @@
+---
+source: crates/ruff_linter/src/rules/flake8_pyi/mod.rs
+---
+PYI062.pyi:5:25: PYI062 Duplicate literal member `True`
+  |
+3 | import typing_extensions
+4 | 
+5 | x: Literal[True, False, True, False]  # PY062 twice here
+  |                         ^^^^ PYI062
+6 | 
+7 | y: Literal[1, print("hello"), 3, Literal[4, 1]]  # PY062 on the last 1
+  |
+
+PYI062.pyi:5:31: PYI062 Duplicate literal member `False`
+  |
+3 | import typing_extensions
+4 | 
+5 | x: Literal[True, False, True, False]  # PY062 twice here
+  |                               ^^^^^ PYI062
+6 | 
+7 | y: Literal[1, print("hello"), 3, Literal[4, 1]]  # PY062 on the last 1
+  |
+
+PYI062.pyi:7:45: PYI062 Duplicate literal member `1`
+  |
+5 | x: Literal[True, False, True, False]  # PY062 twice here
+6 | 
+7 | y: Literal[1, print("hello"), 3, Literal[4, 1]]  # PY062 on the last 1
+  |                                             ^ PYI062
+8 | 
+9 | z: Literal[{1, 3, 5}, "foobar", {1,3,5}]  # PY062 on the set literal
+  |
+
+PYI062.pyi:9:33: PYI062 Duplicate literal member `{1, 3, 5}`
+   |
+ 7 | y: Literal[1, print("hello"), 3, Literal[4, 1]]  # PY062 on the last 1
+ 8 | 
+ 9 | z: Literal[{1, 3, 5}, "foobar", {1,3,5}]  # PY062 on the set literal
+   |                                 ^^^^^^^ PYI062
+10 | 
+11 | Literal[1, Literal[1]]  # once
+   |
+
+PYI062.pyi:11:20: PYI062 Duplicate literal member `1`
+   |
+ 9 | z: Literal[{1, 3, 5}, "foobar", {1,3,5}]  # PY062 on the set literal
+10 | 
+11 | Literal[1, Literal[1]]  # once
+   |                    ^ PYI062
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+   |
+
+PYI062.pyi:12:23: PYI062 Duplicate literal member `1`
+   |
+11 | Literal[1, Literal[1]]  # once
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+   |                       ^ PYI062
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+14 | Literal[1, Literal[2], Literal[2]]  # once
+   |
+
+PYI062.pyi:12:26: PYI062 Duplicate literal member `2`
+   |
+11 | Literal[1, Literal[1]]  # once
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+   |                          ^ PYI062
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+14 | Literal[1, Literal[2], Literal[2]]  # once
+   |
+
+PYI062.pyi:13:20: PYI062 Duplicate literal member `1`
+   |
+11 | Literal[1, Literal[1]]  # once
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+   |                    ^ PYI062
+14 | Literal[1, Literal[2], Literal[2]]  # once
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+   |
+
+PYI062.pyi:13:32: PYI062 Duplicate literal member `1`
+   |
+11 | Literal[1, Literal[1]]  # once
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+   |                                ^ PYI062
+14 | Literal[1, Literal[2], Literal[2]]  # once
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+   |
+
+PYI062.pyi:14:32: PYI062 Duplicate literal member `2`
+   |
+12 | Literal[1, 2, Literal[1, 2]]  # twice
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+14 | Literal[1, Literal[2], Literal[2]]  # once
+   |                                ^ PYI062
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+16 | typing_extensions.Literal[1, 1, 1]  # twice
+   |
+
+PYI062.pyi:15:37: PYI062 Duplicate literal member `1`
+   |
+13 | Literal[1, Literal[1], Literal[1]]  # twice
+14 | Literal[1, Literal[2], Literal[2]]  # once
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+   |                                     ^ PYI062
+16 | typing_extensions.Literal[1, 1, 1]  # twice
+   |
+
+PYI062.pyi:16:30: PYI062 Duplicate literal member `1`
+   |
+14 | Literal[1, Literal[2], Literal[2]]  # once
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+16 | typing_extensions.Literal[1, 1, 1]  # twice
+   |                              ^ PYI062
+17 | 
+18 | # Ensure issue is only raised once, even on nested literals
+   |
+
+PYI062.pyi:16:33: PYI062 Duplicate literal member `1`
+   |
+14 | Literal[1, Literal[2], Literal[2]]  # once
+15 | t.Literal[1, t.Literal[2, t.Literal[1]]]  # once
+16 | typing_extensions.Literal[1, 1, 1]  # twice
+   |                                 ^ PYI062
+17 | 
+18 | # Ensure issue is only raised once, even on nested literals
+   |
+
+PYI062.pyi:19:46: PYI062 Duplicate literal member `True`
+   |
+18 | # Ensure issue is only raised once, even on nested literals
+19 | MyType = Literal["foo", Literal[True, False, True], "bar"]  # PYI062
+   |                                              ^^^^ PYI062
+20 | 
+21 | n: Literal["No", "duplicates", "here", 1, "1"]
+   |
diff --git a/crates/ruff_python_semantic/src/analyze/typing.rs b/crates/ruff_python_semantic/src/analyze/typing.rs
index 88d0441e68667..08875307d0c98 100644
--- a/crates/ruff_python_semantic/src/analyze/typing.rs
+++ b/crates/ruff_python_semantic/src/analyze/typing.rs
@@ -418,6 +418,49 @@ where
     inner(func, semantic, expr, None);
 }
 
+/// Traverse a "literal" type annotation, applying `func` to each literal member.
+///
+/// The function is called with each expression in the literal (excluding declarations of nested
+/// literals) and the parent expression.
+pub fn traverse_literal<'a, F>(func: &mut F, semantic: &SemanticModel, expr: &'a Expr)
+where
+    F: FnMut(&'a Expr, &'a Expr),
+{
+    fn inner<'a, F>(
+        func: &mut F,
+        semantic: &SemanticModel,
+        expr: &'a Expr,
+        parent: Option<&'a Expr>,
+    ) where
+        F: FnMut(&'a Expr, &'a Expr),
+    {
+        // Ex) Literal[x, y]
+        if let Expr::Subscript(ast::ExprSubscript { value, slice, .. }) = expr {
+            if semantic.match_typing_expr(value, "Literal") {
+                match &**slice {
+                    Expr::Tuple(ast::ExprTuple { elts, .. }) => {
+                        // Traverse each element of the tuple within the literal recursively to handle cases
+                        // such as `Literal[..., Literal[...]]
+                        for elt in elts {
+                            inner(func, semantic, elt, Some(expr));
+                        }
+                    }
+                    other => {
+                        inner(func, semantic, other, Some(expr));
+                    }
+                }
+            }
+        } else {
+            // Otherwise, call the function on expression, if it's not the top-level expression.
+            if let Some(parent) = parent {
+                func(expr, parent);
+            }
+        }
+    }
+
+    inner(func, semantic, expr, None);
+}
+
 /// Abstraction for a type checker, conservatively checks for the intended type(s).
 pub trait TypeChecker {
     /// Check annotation expression to match the intended type(s).
diff --git a/crates/ruff_python_semantic/src/model.rs b/crates/ruff_python_semantic/src/model.rs
index 8e0c0c1f47d29..ea6ca0e0e2e9a 100644
--- a/crates/ruff_python_semantic/src/model.rs
+++ b/crates/ruff_python_semantic/src/model.rs
@@ -1350,6 +1350,15 @@ impl<'a> SemanticModel<'a> {
         false
     }
 
+    /// Return `true` if the model is in a nested literal expression (e.g., the inner `Literal` in
+    /// `Literal[Literal[int, str], float]`).
+    pub fn in_nested_literal(&self) -> bool {
+        // Ex) `Literal[Literal[int, str], float]`
+        self.current_expression_grandparent()
+            .and_then(Expr::as_subscript_expr)
+            .is_some_and(|parent| self.match_typing_expr(&parent.value, "Literal"))
+    }
+
     /// Returns `true` if `left` and `right` are in the same branches of an `if`, `match`, or
     /// `try` statement.
     ///
diff --git a/ruff.schema.json b/ruff.schema.json
index 4b374adba80b8..33cc16342c78f 100644
--- a/ruff.schema.json
+++ b/ruff.schema.json
@@ -3574,6 +3574,8 @@
         "PYI056",
         "PYI058",
         "PYI059",
+        "PYI06",
+        "PYI062",
         "Q",
         "Q0",
         "Q00",