diff --git a/src/parser/mod.rs b/src/parser/mod.rs
index 272de79d8..b9da9c65d 100644
--- a/src/parser/mod.rs
+++ b/src/parser/mod.rs
@@ -16423,14 +16423,42 @@ impl<'a> Parser<'a> {
                 if !self
                     .dialect
                     .supports_left_associative_joins_without_parens()
-                    && !natural
                     && self.peek_parens_less_nested_join()
                 {
-                    let joins = self.parse_joins()?;
-                    relation = TableFactor::NestedJoin {
-                        table_with_joins: Box::new(TableWithJoins { relation, joins }),
-                        alias: None,
-                    };
+                    let mut inner_joins = self.parse_joins()?;
+                    let has_deferred_constraint = matches!(
+                        self.peek_token_ref().token,
+                        Token::Word(Word {
+                            keyword: Keyword::ON | Keyword::USING,
+                            ..
+                        })
+                    );
+
+                    if has_deferred_constraint {
+                        relation = TableFactor::NestedJoin {
+                            table_with_joins: Box::new(TableWithJoins {
+                                relation,
+                                joins: inner_joins,
+                            }),
+                            alias: None,
+                        };
+                    } else {
+                        let last = inner_joins.pop().expect("inner_joins is non-empty");
+                        let outer_constraint = if natural {
+                            JoinConstraint::Natural
+                        } else {
+                            JoinConstraint::None
+                        };
+
+                        joins.push(Join {
+                            relation,
+                            global,
+                            join_operator: join_operator_type(outer_constraint),
+                        });
+                        joins.extend(inner_joins);
+                        joins.push(last);
+                        continue;
+                    }
                 }
 
                 let join_constraint = self.parse_join_constraint(natural)?;
diff --git a/tests/sqlparser_common.rs b/tests/sqlparser_common.rs
index dcf2da9c0..295c81d16 100644
--- a/tests/sqlparser_common.rs
+++ b/tests/sqlparser_common.rs
@@ -17592,6 +17592,108 @@ fn join_precedence() {
     );
 }
 
+#[test]
+fn parse_left_join_chain_with_and_without_left_associativity() {
+    let query = "SELECT 'ORIGINAL' AS src, o.order_id, c.customer_id, p.product_id FROM orders AS o JOIN customers AS c LEFT JOIN products AS p ON p.order_id = o.order_id ORDER BY o.order_id, c.customer_id, p.product_id";
+
+    let generic_ast = Parser::parse_sql(&GenericDialect {}, query)
+        .unwrap()
+        .into_iter()
+        .next()
+        .unwrap();
+    let generic_canonical = generic_ast.to_string();
+    println!("Generic AST:\n{generic_ast:#?}");
+    println!("Generic canonical:\n{generic_canonical}");
+
+    assert_eq!(
+        generic_canonical,
+        "SELECT 'ORIGINAL' AS src, o.order_id, c.customer_id, p.product_id FROM orders AS o JOIN customers AS c LEFT JOIN products AS p ON p.order_id = o.order_id ORDER BY o.order_id, c.customer_id, p.product_id"
+    );
+
+    let Statement::Query(generic_query) = &generic_ast else {
+        unreachable!()
+    };
+    let SetExpr::Select(generic_select) = generic_query.body.as_ref() else {
+        unreachable!()
+    };
+    let generic_from = only(&generic_select.from);
+    assert_eq!(generic_from.joins.len(), 2);
+
+    let snowflake_ast = Parser::parse_sql(&SnowflakeDialect {}, query)
+        .unwrap()
+        .into_iter()
+        .next()
+        .unwrap();
+    let snowflake_canonical = snowflake_ast.to_string();
+    println!("Snowflake AST:\n{snowflake_ast:#?}");
+    println!("Snowflake canonical:\n{snowflake_canonical}");
+
+    assert_eq!(
+        snowflake_canonical,
+        "SELECT 'ORIGINAL' AS src, o.order_id, c.customer_id, p.product_id FROM orders AS o JOIN customers AS c LEFT JOIN products AS p ON p.order_id = o.order_id ORDER BY o.order_id, c.customer_id, p.product_id"
+    );
+
+    let Statement::Query(snowflake_query) = &snowflake_ast else {
+        unreachable!()
+    };
+    let SetExpr::Select(snowflake_select) = snowflake_query.body.as_ref() else {
+        unreachable!()
+    };
+    let snowflake_from = only(&snowflake_select.from);
+    assert_eq!(snowflake_from.joins.len(), 2);
+}
+
+#[test]
+fn parse_left_join_chain_with_and_without_left_associativity_cross_join() {
+    let query = "SELECT 'ORIGINAL' AS src, o.order_id, c.customer_id, p.product_id FROM orders AS o CROSS JOIN customers AS c LEFT JOIN products AS p ON p.order_id = o.order_id ORDER BY o.order_id, c.customer_id, p.product_id";
+
+    let generic_ast = Parser::parse_sql(&GenericDialect {}, query)
+        .unwrap()
+        .into_iter()
+        .next()
+        .unwrap();
+    let generic_canonical = generic_ast.to_string();
+    println!("Generic AST:\n{generic_ast:#?}");
+    println!("Generic canonical:\n{generic_canonical}");
+
+    assert_eq!(
+        generic_canonical,
+        "SELECT 'ORIGINAL' AS src, o.order_id, c.customer_id, p.product_id FROM orders AS o CROSS JOIN customers AS c LEFT JOIN products AS p ON p.order_id = o.order_id ORDER BY o.order_id, c.customer_id, p.product_id"
+    );
+
+    let Statement::Query(generic_query) = &generic_ast else {
+        unreachable!()
+    };
+    let SetExpr::Select(generic_select) = generic_query.body.as_ref() else {
+        unreachable!()
+    };
+    let generic_from = only(&generic_select.from);
+    assert_eq!(generic_from.joins.len(), 2);
+
+    let snowflake_ast = Parser::parse_sql(&SnowflakeDialect {}, query)
+        .unwrap()
+        .into_iter()
+        .next()
+        .unwrap();
+    let snowflake_canonical = snowflake_ast.to_string();
+    println!("Snowflake AST:\n{snowflake_ast:#?}");
+    println!("Snowflake canonical:\n{snowflake_canonical}");
+
+    assert_eq!(
+        snowflake_canonical,
+        "SELECT 'ORIGINAL' AS src, o.order_id, c.customer_id, p.product_id FROM orders AS o CROSS JOIN customers AS c LEFT JOIN products AS p ON p.order_id = o.order_id ORDER BY o.order_id, c.customer_id, p.product_id"
+    );
+
+    let Statement::Query(snowflake_query) = &snowflake_ast else {
+        unreachable!()
+    };
+    let SetExpr::Select(snowflake_select) = snowflake_query.body.as_ref() else {
+        unreachable!()
+    };
+    let snowflake_from = only(&snowflake_select.from);
+    assert_eq!(snowflake_from.joins.len(), 2);
+}
+
 #[test]
 fn test_nested_join_without_parentheses() {
     let query = "SELECT DISTINCT p.product_id FROM orders AS o INNER JOIN customers AS c INNER JOIN products AS p ON p.customer_id = c.customer_id ON c.order_id = o.order_id";