diff --git a/src/openrct2/util/Util.cpp b/src/openrct2/util/Util.cpp
index 52c3aeb0a1..46726c5fa1 100644
--- a/src/openrct2/util/Util.cpp
+++ b/src/openrct2/util/Util.cpp
@@ -333,8 +333,8 @@ int32_t strlogicalcmp(const char* s1, const char* s2)
             return -1;
         else if (!(isdigit(*s1) && isdigit(*s2)))
         {
-            if (*s1 != *s2)
-                return (int)*s1 - (int)*s2;
+            if (tolower(*s1) != tolower(*s2))
+                return tolower(*s1) - tolower(*s2);
             else
                 (++s1, ++s2);
         }
diff --git a/test/tests/StringTest.cpp b/test/tests/StringTest.cpp
index b4ea572316..3f381ba70c 100644
--- a/test/tests/StringTest.cpp
+++ b/test/tests/StringTest.cpp
@@ -151,7 +151,23 @@ TEST_F(StringTest, ToUpper_Japanese)
 
 TEST_F(StringTest, strlogicalcmp)
 {
-    auto res1 = strlogicalcmp("foo1", "foo1_2");
-    auto res2 = strlogicalcmp("foo1_2", "foo1");
-    ASSERT_NE(res1, res2);
+    auto res_logical_1 = strlogicalcmp("foo1", "foo1_2");
+    auto res_logical_2 = strlogicalcmp("foo1_2", "foo1");
+    auto res_1 = strcmp("foo1", "foo1_2");
+    auto res_2 = strcmp("foo1_2", "foo1");
+    // We only care if sign is correct, actual values might not be.
+    EXPECT_GE(res_1 * res_logical_1, 1);
+    EXPECT_GE(res_2 * res_logical_2, 1);
+    EXPECT_NE(res_logical_1, res_logical_2);
+
+    EXPECT_GT(strlogicalcmp("foo12", "foo1"), 0);
+    EXPECT_LT(strlogicalcmp("foo12", "foo13"), 0);
+    EXPECT_EQ(strlogicalcmp("foo13", "foo13"), 0);
+
+    EXPECT_EQ(strlogicalcmp("foo13", "FOO13"), 0);
+
+    EXPECT_LT(strlogicalcmp("A", "b"), 0);
+    EXPECT_LT(strlogicalcmp("a", "B"), 0);
+    EXPECT_GT(strlogicalcmp("B", "a"), 0);
+    EXPECT_GT(strlogicalcmp("b", "A"), 0);
 }