diff --git a/src/uu/expr/src/syntax_tree.rs b/src/uu/expr/src/syntax_tree.rs
index ac418cafeee..e6a5b347239 100644
--- a/src/uu/expr/src/syntax_tree.rs
+++ b/src/uu/expr/src/syntax_tree.rs
@@ -154,7 +154,7 @@ impl StringOp {
                 let re_string = format!("{prefix}{right}");
                 let re = Regex::with_options(
                     &re_string,
-                    RegexOptions::REGEX_OPTION_NONE,
+                    RegexOptions::REGEX_OPTION_SINGLELINE,
                     Syntax::grep(),
                 )
                 .map_err(|_| ExprError::InvalidRegexExpression)?;
diff --git a/tests/by-util/test_expr.rs b/tests/by-util/test_expr.rs
index df2c27c1ce8..b49574f1533 100644
--- a/tests/by-util/test_expr.rs
+++ b/tests/by-util/test_expr.rs
@@ -618,7 +618,6 @@ mod gnu_expr {
             .stdout_only("1\n");
     }
 
-    #[ignore]
     #[test]
     fn test_anchor() {
         new_ucmd!()