diff --git a/python/ray/tune/tests/test_progress_reporter.py b/python/ray/tune/tests/test_progress_reporter.py
index d785d0799ec3..c75750bad0fc 100644
--- a/python/ray/tune/tests/test_progress_reporter.py
+++ b/python/ray/tune/tests/test_progress_reporter.py
@@ -1,5 +1,6 @@
 import collections
 import os
+import regex as re
 import unittest
 from unittest.mock import MagicMock, Mock, patch
 
@@ -242,14 +243,19 @@ def f(config):
     "with parameters={'do': 'complete'}. This trial completed.\n"
 )
 
-VERBOSE_TRIAL_NORM_2 = """
-Trial train_xxxxx_00001 reported _metric=6 with parameters={'do': 'once'}.
-Trial train_xxxxx_00001 completed. Last result: _metric=6
-"""
+# NOTE: We use Regex for `VERBOSE_TRIAL_NORM_2` to make the test deterministic.
+# `"Trial train_xxxxx_00001 reported..."` and `"Trial train_xxxxx_00001 completed..."`
+# are printed in separate calls. Sometimes, a status update is printed between the
+# calls. For more information, see #29693.
+VERBOSE_TRIAL_NORM_2_PATTERN = (
+    r"Trial train_xxxxx_00001 reported _metric=6 with parameters=\{'do': 'once'\}\.\n"
+    r"(?s).*"
+    r"Trial train_xxxxx_00001 completed\. Last result: _metric=6\n"
+)
 
-VERBOSE_TRIAL_NORM_3 = """
-Trial train_xxxxx_00002 reported acc=7 with parameters={'do': 'twice'}.
-"""
+VERBOSE_TRIAL_NORM_3 = (
+    "Trial train_xxxxx_00002 reported acc=7 with parameters={'do': 'twice'}.\n"
+)
 
 VERBOSE_TRIAL_NORM_4 = (
     "Trial train_xxxxx_00002 reported acc=8 "
@@ -639,7 +645,7 @@ def testVerboseReporting(self):
                 self.assertNotIn(VERBOSE_EXP_OUT_1, output)
                 self.assertNotIn(VERBOSE_EXP_OUT_2, output)
                 self.assertNotIn(VERBOSE_TRIAL_NORM_1, output)
-                self.assertNotIn(VERBOSE_TRIAL_NORM_2, output)
+                self.assertIsNone(re.search(VERBOSE_TRIAL_NORM_2_PATTERN, output))
                 self.assertNotIn(VERBOSE_TRIAL_NORM_3, output)
                 self.assertNotIn(VERBOSE_TRIAL_NORM_4, output)
                 self.assertNotIn(VERBOSE_TRIAL_DETAIL, output)
@@ -655,7 +661,7 @@ def testVerboseReporting(self):
                 self.assertIn(VERBOSE_EXP_OUT_1, output)
                 self.assertIn(VERBOSE_EXP_OUT_2, output)
                 self.assertNotIn(VERBOSE_TRIAL_NORM_1, output)
-                self.assertNotIn(VERBOSE_TRIAL_NORM_2, output)
+                self.assertIsNone(re.search(VERBOSE_TRIAL_NORM_2_PATTERN, output))
                 self.assertNotIn(VERBOSE_TRIAL_NORM_3, output)
                 self.assertNotIn(VERBOSE_TRIAL_NORM_4, output)
                 self.assertNotIn(VERBOSE_TRIAL_DETAIL, output)
@@ -671,7 +677,7 @@ def testVerboseReporting(self):
                 self.assertIn(VERBOSE_EXP_OUT_1, output)
                 self.assertIn(VERBOSE_EXP_OUT_2, output)
                 self.assertIn(VERBOSE_TRIAL_NORM_1, output)
-                self.assertIn(VERBOSE_TRIAL_NORM_2, output)
+                self.assertIsNotNone(re.search(VERBOSE_TRIAL_NORM_2_PATTERN, output))
                 self.assertIn(VERBOSE_TRIAL_NORM_3, output)
                 self.assertIn(VERBOSE_TRIAL_NORM_4, output)
                 self.assertNotIn(VERBOSE_TRIAL_DETAIL, output)
@@ -687,7 +693,7 @@ def testVerboseReporting(self):
                 self.assertIn(VERBOSE_EXP_OUT_1, output)
                 self.assertIn(VERBOSE_EXP_OUT_2, output)
                 self.assertNotIn(VERBOSE_TRIAL_NORM_1, output)
-                self.assertNotIn(VERBOSE_TRIAL_NORM_2, output)
+                self.assertIsNone(re.search(VERBOSE_TRIAL_NORM_2_PATTERN, output))
                 self.assertNotIn(VERBOSE_TRIAL_NORM_3, output)
                 self.assertNotIn(VERBOSE_TRIAL_NORM_4, output)
                 self.assertIn(VERBOSE_TRIAL_DETAIL, output)