diff --git a/compiler/src/dotty/tools/dotc/classpath/FileUtils.scala b/compiler/src/dotty/tools/dotc/classpath/FileUtils.scala
index 8c31faa43186..b8cb9a2155dc 100644
--- a/compiler/src/dotty/tools/dotc/classpath/FileUtils.scala
+++ b/compiler/src/dotty/tools/dotc/classpath/FileUtils.scala
@@ -114,6 +114,10 @@ object FileUtils {
       if classOrModuleName.endsWith("$")
         && classOrModuleName != "Null$" // scala.runtime.Null$
         && classOrModuleName != "Nothing$" // scala.runtime.Nothing$
+        // Special case for `object $` in Amonite.
+        // This is an ad-hoc workaround for Amonite `object $`. See issue #19702
+        // This definition is not valid Scala.
+        && classOrModuleName != "$"
       then classOrModuleName.stripSuffix("$")
       else classOrModuleName
     className + SUFFIX_TASTY
diff --git a/tests/pos/i19702/Macro_1.scala b/tests/pos/i19702/Macro_1.scala
new file mode 100644
index 000000000000..79aab856dfda
--- /dev/null
+++ b/tests/pos/i19702/Macro_1.scala
@@ -0,0 +1,9 @@
+package test
+
+// IMPORTANT: this object has undefined behavior due to its illegal use of a $ in an identifier
+//            This test is only to check that the ad-hoc workaround for Amonite `object $` is working.
+//            If at some point it becomes impossible to support this test, we can drop it.
+//            Ideally Amonite will have deprecated the `object $` by then.
+object $ {
+  def test(): Int = 1
+}
diff --git a/tests/pos/i19702/Test_2.scala b/tests/pos/i19702/Test_2.scala
new file mode 100644
index 000000000000..c8bcd4287e0d
--- /dev/null
+++ b/tests/pos/i19702/Test_2.scala
@@ -0,0 +1,4 @@
+@main def hello =
+  test.$.test()
+
+  println("?")