diff --git a/src/tools/tidy/src/allowed_run_make_makefiles.txt b/src/tools/tidy/src/allowed_run_make_makefiles.txt
index 6d65b2e24e168..8bdaad21d7c75 100644
--- a/src/tools/tidy/src/allowed_run_make_makefiles.txt
+++ b/src/tools/tidy/src/allowed_run_make_makefiles.txt
@@ -119,7 +119,6 @@ run-make/profile/Makefile
 run-make/prune-link-args/Makefile
 run-make/raw-dylib-alt-calling-convention/Makefile
 run-make/raw-dylib-c/Makefile
-run-make/raw-dylib-custom-dlltool/Makefile
 run-make/raw-dylib-import-name-type/Makefile
 run-make/raw-dylib-link-ordinal/Makefile
 run-make/raw-dylib-stdcall-ordinal/Makefile
diff --git a/tests/run-make/raw-dylib-custom-dlltool/Makefile b/tests/run-make/raw-dylib-custom-dlltool/Makefile
deleted file mode 100644
index f5d5360a3fbe8..0000000000000
--- a/tests/run-make/raw-dylib-custom-dlltool/Makefile
+++ /dev/null
@@ -1,11 +0,0 @@
-# Test using -Cdlltool to change where raw-dylib looks for the dlltool binary.
-
-# only-windows
-# only-gnu
-# needs-dlltool
-
-include ../tools.mk
-
-all:
-	$(RUSTC) --crate-type lib --crate-name raw_dylib_test lib.rs -Cdlltool=$(CURDIR)/script.cmd
-	$(DIFF) output.txt "$(TMPDIR)"/output.txt
diff --git a/tests/run-make/raw-dylib-custom-dlltool/rmake.rs b/tests/run-make/raw-dylib-custom-dlltool/rmake.rs
new file mode 100644
index 0000000000000..86b952f0b4520
--- /dev/null
+++ b/tests/run-make/raw-dylib-custom-dlltool/rmake.rs
@@ -0,0 +1,24 @@
+// Instead of using the default dlltool, the rust compiler can also accept a custom
+// command file with the -C dlltool flag. This test uses it to compile some rust code
+// with the raw_dylib Windows-exclusive feature, and checks that the output contains
+// the string passed from the custom dlltool, confirming that the default dlltool was
+// successfully overridden.
+// See https://github.com/rust-lang/rust/pull/109677
+
+//@ only-windows
+//@ only-gnu
+//@ needs-dlltool
+// Reason: this test specifically checks the custom dlltool feature, only
+// available on Windows-gnu.
+
+use run_make_support::{diff, rustc};
+
+fn main() {
+    let out = rustc()
+        .crate_type("lib")
+        .crate_name("raw_dylib_test")
+        .input("lib.rs")
+        .arg("-Cdlltool=script.cmd")
+        .run();
+    diff().expected_file("output.txt").actual_file("actual.txt").normalize(r#"\r"#, "").run();
+}
diff --git a/tests/run-make/raw-dylib-custom-dlltool/script.cmd b/tests/run-make/raw-dylib-custom-dlltool/script.cmd
index 95f85c61c67d2..51834590be034 100644
--- a/tests/run-make/raw-dylib-custom-dlltool/script.cmd
+++ b/tests/run-make/raw-dylib-custom-dlltool/script.cmd
@@ -1,2 +1,2 @@
-echo Called dlltool via script.cmd> %TMPDIR%\output.txt
+echo Called dlltool via script.cmd> actual.txt
 dlltool.exe %*
diff --git a/tests/run-make/raw-dylib-inline-cross-dylib/rmake.rs b/tests/run-make/raw-dylib-inline-cross-dylib/rmake.rs
index b0cdc0aa4af53..6e3b31a0cdbdc 100644
--- a/tests/run-make/raw-dylib-inline-cross-dylib/rmake.rs
+++ b/tests/run-make/raw-dylib-inline-cross-dylib/rmake.rs
@@ -32,8 +32,8 @@ fn main() {
         // Make sure we do find an import to the functions we expect to be imported.
         .assert_stdout_contains("library_function");
     if is_msvc() {
-        cc().arg("-c").out_exe("extern_1.obj").input("extern_1.c").run();
-        cc().arg("-c").out_exe("extern_2.obj").input("extern_2.c").run();
+        cc().arg("-c").out_exe("extern_1").input("extern_1.c").run();
+        cc().arg("-c").out_exe("extern_2").input("extern_2.c").run();
         cc().input("extern_1.obj")
             .arg("-link")
             .arg("-dll")
@@ -47,15 +47,15 @@ fn main() {
             .arg("-noimplib")
             .run();
     } else {
-        cc().arg("-v").arg("-c").out_exe("extern_1.obj").input("extern_1.c").run();
-        cc().arg("-v").arg("-c").out_exe("extern_2.obj").input("extern_2.c").run();
-        cc().input("extern_1.obj").out_exe("extern_1.dll").arg("-shared").run();
-        cc().input("extern_2.obj").out_exe("extern_2.dll").arg("-shared").run();
+        cc().arg("-v").arg("-c").out_exe("extern_1").input("extern_1.c").run();
+        cc().arg("-v").arg("-c").out_exe("extern_2").input("extern_2.c").run();
+        cc().input("extern_1").out_exe("extern_1.dll").arg("-shared").run();
+        cc().input("extern_2").out_exe("extern_2.dll").arg("-shared").run();
     }
     let out = run("driver").stdout_utf8();
     diff()
         .expected_file("output.txt")
         .actual_text("actual_output", out)
-        .normalize(r#"\\r"#, "")
+        .normalize(r#"\r"#, "")
         .run();
 }