Plan the ultimate Chicago vacation with our guide to the top activities and experiences to include in your itinerary. From outdoor adventures to cultural experiences, we've got you covered.

Of course you can't actually take unlimited vacation (or so we've been told), but offering ample time off is still a great way to make sure your best people get a chance to recharge. These Chicago ...

Chicago has taken home the 2025 Travel Noire Award for Best Stateside Vacation, reinforcing its reputation as one of America’s great urban destinations. Members of our team praised the city’s striking ...