Chicago: Best Big City | Things to Do, Restaurants, & Vacations

Come discover why travelers have voted Chicago the Best Big City in the U.S. for a decade straight.
Explore top Chicago moments this decade
Come explore the one-of-a-kind warmth of Chicago in winter, with holiday markets, a packed cultural calendar, top dining, and more.
Embrace the magic of the season with these top holiday light shows in and around Chicago this winter.
Find holiday light displays
This year marks the 100th anniversary of Route 66, the iconic road trip route that begins in downtown Chicago.
Enjoy music festivals, pop-up markets, neighborhood tours, and admission to top museums — all for free.
Find free things to do
Chicago is a city with many sides, but they all come together to tell our story. Explore our guides and discover a city that’s ready for your wonder.
Chicago has served as the proud host city for the prestigious James Beard Awards for more than a decade.
These annual awards are one of the most anticipated culinary events of the year, drawing chefs and foodies from around the world to Chicago.
See the city through the eyes of the people who know it best — Chicago locals. Read our blog for insider tips and guides.
Chicago wouldn't be Chicago without our tapestry of neighborhoods, each with its own vibe, history, and personality.
See all neighborhoods
Heritage Museum of Asian Art
The Neo-Futurist Theater
Ground Up Coffee & Bites
The Annoyance Theatre
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