diff --git a/compiler/src/dotty/tools/dotc/core/MacroClassLoader.scala b/compiler/src/dotty/tools/dotc/core/MacroClassLoader.scala
index 896da4044b42..e56835d59c54 100644
--- a/compiler/src/dotty/tools/dotc/core/MacroClassLoader.scala
+++ b/compiler/src/dotty/tools/dotc/core/MacroClassLoader.scala
@@ -23,7 +23,7 @@ object MacroClassLoader {
   private def makeMacroClassLoader(using Context): ClassLoader = trace("new macro class loader") {
     val entries = ClassPath.expandPath(ctx.settings.classpath.value, expandStar=true)
     val urls = entries.map(cp => java.nio.file.Paths.get(cp).toUri.toURL).toArray
-    val out = ctx.settings.outputDir.value.jpath.toUri.toURL // to find classes in case of suspended compilation
-    new java.net.URLClassLoader(urls :+ out, getClass.getClassLoader)
+    val out = Option(ctx.settings.outputDir.value.toURL) // to find classes in case of suspended compilation
+    new java.net.URLClassLoader(urls ++ out.toList, getClass.getClassLoader)
   }
 }
diff --git a/compiler/src/dotty/tools/repl/ParseResult.scala b/compiler/src/dotty/tools/repl/ParseResult.scala
index c8d36e5c889f..9c7846cd696c 100644
--- a/compiler/src/dotty/tools/repl/ParseResult.scala
+++ b/compiler/src/dotty/tools/repl/ParseResult.scala
@@ -80,6 +80,11 @@ case object Imports extends Command {
   val command: String = ":imports"
 }
 
+case class Settings(arg: String) extends Command
+object Settings {
+  val command: String = ":settings"
+}
+
 /** Reset the session to the initial state from when the repl program was
  *  started
  */
@@ -128,7 +133,8 @@ object ParseResult {
     Imports.command -> (_  => Imports),
     Load.command -> (arg => Load(arg)),
     TypeOf.command -> (arg => TypeOf(arg)),
-    DocOf.command -> (arg => DocOf(arg))
+    DocOf.command -> (arg => DocOf(arg)),
+    Settings.command -> (arg => Settings(arg)),
   )
 
   def apply(source: SourceFile)(implicit state: State): ParseResult = {
diff --git a/compiler/src/dotty/tools/repl/ReplDriver.scala b/compiler/src/dotty/tools/repl/ReplDriver.scala
index 40876b260394..7fd9683f86a3 100644
--- a/compiler/src/dotty/tools/repl/ReplDriver.scala
+++ b/compiler/src/dotty/tools/repl/ReplDriver.scala
@@ -5,6 +5,7 @@ import java.nio.charset.StandardCharsets
 
 import dotty.tools.dotc.ast.Trees._
 import dotty.tools.dotc.ast.{tpd, untpd}
+import dotty.tools.dotc.config.CommandLineParser.tokenize
 import dotty.tools.dotc.config.Properties.{javaVersion, javaVmName, simpleVersionString}
 import dotty.tools.dotc.core.Contexts._
 import dotty.tools.dotc.core.Phases.{unfusedPhases, typerPhase}
@@ -414,6 +415,20 @@ class ReplDriver(settings: Array[String],
       }
       state
 
+    case Settings(arg) => arg match
+      case "" =>
+        given ctx: Context = state.context
+        for (s <- ctx.settings.userSetSettings(ctx.settingsState).sortBy(_.name))
+          out.println(s"${s.name} = ${if s.value == "" then "\"\"" else s.value}")
+        state
+      case _  =>
+        setup(tokenize(arg).toArray, rootCtx) match
+          case Some((files, ictx)) =>
+            ictx.base.initialize()(using ictx)
+            rootCtx = ictx
+          case _ =>
+        state.copy(context = rootCtx)
+
     case Quit =>
       // end of the world!
       state
diff --git a/compiler/test-resources/repl/settings-command b/compiler/test-resources/repl/settings-command
new file mode 100644
index 000000000000..a20bf23ca3a5
--- /dev/null
+++ b/compiler/test-resources/repl/settings-command
@@ -0,0 +1,15 @@
+scala> def f(thread: Thread) = thread.stop()
+there were 1 deprecation warning(s); re-run with -deprecation for details
+def f(thread: Thread): Unit
+
+scala>:settings -deprecation
+
+scala> def f(thread: Thread) = thread.stop()
+1 warning found
+-- Deprecation Warning: --------------------------------------------------------
+1 | def f(thread: Thread) = thread.stop()
+  |                        ^^^^^^^^^^^
+  |method stop in class Thread is deprecated since : see corresponding Javadoc for more information.
+def f(thread: Thread): Unit
+
+scala>