diff --git a/packages/aws-cdk/test/logging.test.ts b/packages/aws-cdk/test/api/logs/cli-logging.test.ts
similarity index 65%
rename from packages/aws-cdk/test/logging.test.ts
rename to packages/aws-cdk/test/api/logs/cli-logging.test.ts
index 4a7ae5d254b77..08300a7e64890 100644
--- a/packages/aws-cdk/test/logging.test.ts
+++ b/packages/aws-cdk/test/api/logs/cli-logging.test.ts
@@ -1,10 +1,16 @@
-import { LogLevel, log, setLogLevel, setCI, data, print, error, warning, success, debug, trace, prefix, withCorkedLogging } from '../lib/logging';
+import { LogLevel, log, setLogLevel, setCI, data, print, error, warning, success, debug, trace, prefix, withCorkedLogging } from '../../../lib/logging';
 
 describe('logging', () => {
   // Mock streams to capture output
   let mockStdout: jest.Mock;
   let mockStderr: jest.Mock;
 
+  // Helper function to strip ANSI codes
+  const stripAnsi = (str: string): string => {
+    const ansiRegex = /\u001b\[[0-9;]*[a-zA-Z]/g;
+    return str.replace(ansiRegex, '');
+  };
+
   beforeEach(() => {
     // Reset log level before each test
     setLogLevel(LogLevel.INFO);
@@ -14,14 +20,14 @@ describe('logging', () => {
     mockStdout = jest.fn();
     mockStderr = jest.fn();
 
-    // Mock the write methods directly
+    // Mock the write methods directly and strip ANSI codes
     jest.spyOn(process.stdout, 'write').mockImplementation((chunk: any) => {
-      mockStdout(chunk.toString());
+      mockStdout(stripAnsi(chunk.toString()));
       return true;
     });
 
     jest.spyOn(process.stderr, 'write').mockImplementation((chunk: any) => {
-      mockStderr(chunk.toString());
+      mockStderr(stripAnsi(chunk.toString()));
       return true;
     });
   });
@@ -29,29 +35,30 @@ describe('logging', () => {
   afterEach(() => {
     jest.restoreAllMocks();
   });
+
   describe('stream selection', () => {
     test('data() always writes to stdout', () => {
       data('test message');
-      expect(mockStdout).toHaveBeenCalledWith(expect.stringContaining('test message\n'));
+      expect(mockStdout).toHaveBeenCalledWith('test message\n');
       expect(mockStderr).not.toHaveBeenCalled();
     });
 
     test('error() always writes to stderr', () => {
       error('test error');
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('test error\n'));
+      expect(mockStderr).toHaveBeenCalledWith('test error\n');
       expect(mockStdout).not.toHaveBeenCalled();
     });
 
     test('print() writes to stderr by default', () => {
       print('test print');
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('test print\n'));
+      expect(mockStderr).toHaveBeenCalledWith('test print\n');
       expect(mockStdout).not.toHaveBeenCalled();
     });
 
     test('print() writes to stdout in CI mode', () => {
       setCI(true);
       print('test print');
-      expect(mockStdout).toHaveBeenCalledWith(expect.stringContaining('test print\n'));
+      expect(mockStdout).toHaveBeenCalledWith('test print\n');
       expect(mockStderr).not.toHaveBeenCalled();
     });
   });
@@ -62,9 +69,9 @@ describe('logging', () => {
       error('error message');
       warning('warning message');
       print('print message');
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('error message\n'));
-      expect(mockStderr).not.toHaveBeenCalledWith(expect.stringContaining('warning message\n'));
-      expect(mockStderr).not.toHaveBeenCalledWith(expect.stringContaining('print message\n'));
+      expect(mockStderr).toHaveBeenCalledWith('error message\n');
+      expect(mockStderr).not.toHaveBeenCalledWith('warning message\n');
+      expect(mockStderr).not.toHaveBeenCalledWith('print message\n');
     });
 
     test('debug messages only show at debug level', () => {
@@ -74,7 +81,7 @@ describe('logging', () => {
 
       setLogLevel(LogLevel.DEBUG);
       debug('debug message');
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('debug message\n'));
+      expect(mockStderr).toHaveBeenCalledWith('debug message\n');
     });
 
     test('trace messages only show at trace level', () => {
@@ -84,26 +91,25 @@ describe('logging', () => {
 
       setLogLevel(LogLevel.TRACE);
       trace('trace message');
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('trace message\n'));
+      expect(mockStderr).toHaveBeenCalledWith('trace message\n');
     });
   });
 
   describe('message formatting', () => {
     test('formats messages with multiple arguments', () => {
       print('Value: %d, String: %s', 42, 'test');
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('Value: 42, String: test\n'));
+      expect(mockStderr).toHaveBeenCalledWith('Value: 42, String: test\n');
     });
 
     test('handles prefix correctly', () => {
       const prefixedLog = prefix('PREFIX');
       prefixedLog('test message');
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('PREFIX test message\n'));
+      expect(mockStderr).toHaveBeenCalledWith('PREFIX test message\n');
     });
 
     test('handles custom styles', () => {
       success('success message');
-      // Note: actual styling will depend on chalk, but we can verify the message is there
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('success message\n'));
+      expect(mockStderr).toHaveBeenCalledWith('success message\n');
     });
   });
 
@@ -115,8 +121,8 @@ describe('logging', () => {
         expect(mockStderr).not.toHaveBeenCalled();
       });
 
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('message 1\n'));
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('message 2\n'));
+      expect(mockStderr).toHaveBeenCalledWith('message 1\n');
+      expect(mockStderr).toHaveBeenCalledWith('message 2\n');
     });
 
     test('handles nested corking correctly', async () => {
@@ -130,9 +136,9 @@ describe('logging', () => {
       });
 
       expect(mockStderr).toHaveBeenCalledTimes(3);
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('outer 1\n'));
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('inner\n'));
-      expect(mockStderr).toHaveBeenCalledWith(expect.stringContaining('outer 2\n'));
+      expect(mockStderr).toHaveBeenCalledWith('outer 1\n');
+      expect(mockStderr).toHaveBeenCalledWith('inner\n');
+      expect(mockStderr).toHaveBeenCalledWith('outer 2\n');
     });
   });
 
@@ -145,7 +151,7 @@ describe('logging', () => {
         prefix: 'PREFIX',
       });
       expect(mockStderr).toHaveBeenCalledWith(
-        expect.stringMatching(/PREFIX \[\d{2}:\d{2}:\d{2}\] test message\n/),
+        expect.stringMatching(/^PREFIX \[\d{2}:\d{2}:\d{2}\] test message\n$/),
       );
     });
   });
diff --git a/packages/aws-cdk/test/api/logs/logs-monitor.test.ts b/packages/aws-cdk/test/api/logs/logs-monitor.test.ts
index 85f903e7681a8..4bdb7f96bd0a4 100644
--- a/packages/aws-cdk/test/api/logs/logs-monitor.test.ts
+++ b/packages/aws-cdk/test/api/logs/logs-monitor.test.ts
@@ -1,16 +1,25 @@
 import { FilterLogEventsCommand, type FilteredLogEvent } from '@aws-sdk/client-cloudwatch-logs';
-import { blue, yellow } from 'chalk';
 import { CloudWatchLogEventMonitor } from '../../../lib/api/logs/logs-monitor';
 import { sleep } from '../../util';
 import { MockSdk, mockCloudWatchClient } from '../../util/mock-sdk';
 
+// Helper function to strip ANSI codes
+const stripAnsi = (str: string): string => {
+  const ansiRegex = /\u001b\[[0-9;]*[a-zA-Z]/g;
+  return str.replace(ansiRegex, '');
+};
+
 let sdk: MockSdk;
 let stderrMock: jest.SpyInstance;
 let monitor: CloudWatchLogEventMonitor;
 beforeEach(() => {
   monitor = new CloudWatchLogEventMonitor(new Date(T100));
-  stderrMock = jest.spyOn(process.stderr, 'write').mockImplementation(() => {
-    return true;
+  stderrMock = jest.spyOn(process.stderr, 'write').mockImplementation((chunk: any) => {
+    // Strip ANSI codes when capturing output
+    if (typeof chunk === 'string') {
+      return stripAnsi(chunk) as unknown as boolean;
+    }
+    return stripAnsi(chunk.toString()) as unknown as boolean;
   });
   sdk = new MockSdk();
 });
@@ -44,7 +53,7 @@ test('process events', async () => {
   // THEN
   const expectedLocaleTimeString = eventDate.toLocaleTimeString();
   expect(stderrMock).toHaveBeenCalledTimes(1);
-  expect(stderrMock.mock.calls[0][0]).toContain(`[${blue('loggroup')}] ${yellow(expectedLocaleTimeString)} message`);
+  expect(stripAnsi(stderrMock.mock.calls[0][0])).toContain(`[loggroup] ${expectedLocaleTimeString} message`);
 });
 
 test('process truncated events', async () => {
@@ -76,9 +85,9 @@ test('process truncated events', async () => {
   // THEN
   const expectedLocaleTimeString = eventDate.toLocaleTimeString();
   expect(stderrMock).toHaveBeenCalledTimes(101);
-  expect(stderrMock.mock.calls[0][0]).toContain(`[${blue('loggroup')}] ${yellow(expectedLocaleTimeString)} message`);
-  expect(stderrMock.mock.calls[100][0]).toContain(
-    `[${blue('loggroup')}] ${yellow(expectedLocaleTimeString)} >>> \`watch\` shows only the first 100 log messages - the rest have been truncated...`,
+  expect(stripAnsi(stderrMock.mock.calls[0][0])).toContain(`[loggroup] ${expectedLocaleTimeString} message0`);
+  expect(stripAnsi(stderrMock.mock.calls[100][0])).toContain(
+    `[loggroup] ${expectedLocaleTimeString} >>> \`watch\` shows only the first 100 log messages - the rest have been truncated...`,
   );
 });