The quintessential American city stuffed with things to do, Chicago offers world-class culture with zero attitude. From Grant Park, the skyline is awe-inspiring, while the attractions of the nearby Museum Campus draw visitors and locals alike. Serious shoppers head for the high-fashion boutiques and multilevel malls along the Magnificent Mile, but the tree-lined streets of the Gold Coast and walking trails along the Lake Michigan shoreline offer a respite from the crowds. A rattling El ride through the heart of the Loop brings the city's booming business district up close and personal.

Things to See

For an overview of Chicago's iconic cityscape, head for the top of the Willis (Sears) Tower or 875 N. Michigan Ave. (the former John Hancock Center). Admire American Gothic and other masterpieces at the Art Institute, then get a waterfront view of the city's past and present on a Chicago Architecture Foundation boat tour. Traveling with kids? Stroll Lincoln Park Zoo (for free!) or spend a day exploring the U-505 submarine and other wonders of the Museum of Science and Industry.

Active Pursuits

Explore the miles-long path that hugs the Lake Michigan coastline, then rent a bike or join a pickup volleyball game at sprawling North Avenue Beach. Culturally minded? Take a sculpture-spotting stroll through the Loop to admire works by Picasso and Miró, and walk through the wildly popular, bean-shaped Cloud Gate. Baseball fans can pay homage to one of the last of the old-time ballparks, Wrigley Field; cheer on the Cubbies from the raucous bleachers, or check out the view from the field on a behind-the-scenes tour.

Restaurants & Dining

From haute to down-home, Chicago has restaurants to suit all tastes. Chef Grant Achatz redefined fine dining at Alinea, while his fellow superstar chef Tony Mantuano at Spiaggia gets global raves. Explore the city's ethnic diversity in Greektown and at Mexican mainstay Frontera Grill. For gut-busting satisfaction, chow down on Chicago-style deep-dish pizza at Gino's East or the original Pizzeria Uno.

Nightlife & Entertainment

The Goodman Theatre and Chicago Shakespeare Theatre are the heavy-hitters of Chicago's vibrant theater scene. Classical superstars take the stage at the Lyric Opera and Chicago Symphony Orchestra, while Second City and iO continue the city's legacy of improv comedy. Catch top pop acts at venues such as the Chicago Theatre, or head to grungy-cool Wicker Park to hear up-and-coming bands.

Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.