Chicago

Chicago City Overview & Map

Hunkered down at the southwestern edge of oceanic Lake Michigan, Illinois’ largest city (and the nation’s third-largest metropolis) has endured devastating fires, Al Capone’s corruption and beleaguered baseball teams. Yet its hearty Midwestern character not only endures but flourishes, with dazzling architecture, gritty blues, innovative theater and comedy, rich cuisine and a welcoming heartland disposition.
Most visitors stay in or near the the downtown and there are ample attractions here, from the nation’s tallest skyscraper, the Willis Tower, built as and still commonly referred to as Sears Tower; to the art deco masterpiece, The Chicago Board of Trade Building; to the resplendent civic green space of Grant Park. The postmodern public art of Millennium Park and the world-renowned Art Institute of Chicago can constitute an afternoon alone.
But for a truer taste of the city, venture out into the neighborhoods, exploring the North Side’s theaters, bars and clubs (and vintage baseball stadium, Wrigley Field) or the bohemian havens of the West Side, where, in Wicker Park, an independent arts scene thrives and Polish and Ukrainian cultural attractions offer a taste of the city’s Slavic roots. Enjoy a beer and sausage to bridge the Old World with the New.

Chicago Travel Tips

When to visit, tastemaker tips and what to do in Chicago.

When to Visit Chicago

Peak season is June – August, when locals take full advantage of the parks and beaches along the lakefront. And Chicago’s rich cultural scene offers ample opportunities to escape the chill in winter.

Hotels: Where to Stay in Chicago

Their names may have a familiar ring, but The Four Seasons and The Peninsula continue to set the standard for lodging in Chicago. Both are located along the Magnificent Mile, the dizzying stretch of Michigan Avenue that runs from the Chicago River to Oak Street.

Restaurants: Where to Eat in Chicago

Chicago chefs are able to take advantage of the bounty of the heartland, with its incredible variety of produce and livestock, as well as dairy products from Wisconsin and fruit from the orchards of Michigan.

Everest

No one can argue about one attribute of this restaurant: The view is magnificent, as Everest is perched on the 40th floor of the Chicago Stock Exchange. The interior is low-key, with pale colors and discreet lighting. The food, however, will certainly grab your full attention. Chef Jean Joho hails from Alsace, and he combines that heritage with top American ingredients, as in a starter of crusted Berkshire pork cheeks with a choucroute salad. Among the main courses, you could find fillet of sole meunière with mousseline potatoes and petite capers, or rack of lamb with slow-cooked fava beans, fingerling potatoes and mint pistou. The wine list contains more than 1,600 selections. Closed Sundays and Mondays.

Les Nomades

This is one of the prettiest restaurants in the city, set in a turn-of-the-century brownstone. The menu is contemporary French. Look for the rich assortment of house-made pâtés served with cornichons and toasted brioche. Main courses might include Arctic char with maitake mushrooms, forbidden rice and tapenade in a yellow tomato-lemongrass sauce; or braised beef short rib with root vegetables and trumpet royale mushrooms in a shallot sauce. The extensive wine list has 17 selections by the glass. Closed Sundays.

Spiaggia

The city’s finest Italian restaurant overlooks Oak Street Beach and showcases the talents of chef Tony Mantuano. The main dining room has been redesigned for its 30th anniversary. The seasonal menu changes, but look for pastas such as ravioli with foie gras, hazelnuts, rhubarb and 18-year-old balsamic vinegar; or potato gnocchi with ricotta sauce and black truffles. Main courses might include Atlantic hake with Petrossian caviar, oyster cream and onion confit; or a free-range veal chop with asparagus, wax beans and baby arugula.