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.

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 ...

Chicago is a magical place to visit in winter: the city is home to a delightful German-style Christmas market, and Lake Michigan's shoreline often freezes over, transforming the water's surface into ...