diff --git a/CHANGELOG.md b/CHANGELOG.md
index 6bfcad66b879..fafb4dba528a 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,8 @@
 
 ### Fixes
 
+* `[jest-cli]` Fix inability to quit watch mode while debugger is still attached
+  ([#5029](https://github.com/facebook/jest/pull/5029))
 * `[jest-haste-map]` Properly handle platform-specific file deletions
   ([#5534](https://github.com/facebook/jest/pull/5534))
 
diff --git a/packages/jest-cli/src/plugins/quit.js b/packages/jest-cli/src/plugins/quit.js
index 44e64941c4df..f3b2957141e1 100644
--- a/packages/jest-cli/src/plugins/quit.js
+++ b/packages/jest-cli/src/plugins/quit.js
@@ -10,6 +10,9 @@ import WatchPlugin from '../watch_plugin';
 
 class QuitPlugin extends WatchPlugin {
   async showPrompt() {
+    if (typeof this._stdin.setRawMode === 'function') {
+      this._stdin.setRawMode(false);
+    }
     this._stdout.write('\n');
     process.exit(0);
   }
diff --git a/packages/jest-cli/src/watch.js b/packages/jest-cli/src/watch.js
index ef55242c249b..67ab880b2ede 100644
--- a/packages/jest-cli/src/watch.js
+++ b/packages/jest-cli/src/watch.js
@@ -230,6 +230,9 @@ export default function watch(
 
   const onKeypress = (key: string) => {
     if (key === KEYS.CONTROL_C || key === KEYS.CONTROL_D) {
+      if (typeof stdin.setRawMode === 'function') {
+        stdin.setRawMode(false);
+      }
       outputStream.write('\n');
       exit(0);
       return;