How to Enjoy Chicago in the Winter

A Windy City winter isn't for everyone, with the breeze blasting off of Lake Michigan and chilling pedestrians to the bone. A visit in the cold season can still be worthwhile however, with Chicago's wealth of indoor attractions, excellent restaurants and lively nightspots.

Things You'll Need

  • Warm clothing
  • Sturdy but comfortable walking shoes
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Instructions

    • 1

      Warm up to the city's impressive live theater and comedy offerings. The Goodman Theatre, in the Loop, is a solid choice for a play, and the Cadillac Palace Theatre is like a slice of Broadway in Chicago; comedy fans should check out the legendary Second City Chicago Theatre, a career launching pad for John Belushi, Mike Myers and many others.

    • 2

      Savor the city's sporting scene by taking in a Chicago Bulls or Blackhawks contest at the United Center. For something a bit different, head to the Sears Centre in the northern suburb of Hoffman Estates, to see the Chicago Storm of the Major Indoor Soccer League in action.

    • 3

      Winter might seem like an odd time to visit an Italian restaurant named for the beach but Spiaggia, on N. Michigan Avenue, is a deluxe dining experience in every way imaginable. From the sky-high windows overlooking Lake Michigan to a menu showcasing mouthwatering items like handcrafted spaghetti with lobster and wood-roasted Mediterranean sea bass, this is without question one of the finest restaurants in the Midwest.

    • 4

      Film buffs will especially savor taking in a classic flick at the Music Box Theatre on N. Southport Avenue, built in 1929. From ancient wonders like Metropolis to midnight movie standbys like Pink Floyd's The Wall to off-the-wall events like sing-along version of Grease and Xanadu, this is a unique movie Mecca with a creative bent to it.

    • 5

      Spend a snowy day with Pablo Picasso, Henri Matisse, Salvador Dalí, Andy Warhol, Edward Hopper and Grant Wood among many others at the Art Institute of Chicago. A charming restaurant and decent shop add to the attraction, and this is a great place to spend a few hours or more on a cold afternoon.

    • 6

      For an array of holiday shopping options, or a bastion of post-holiday bargains, head to Water Tower Place, a bustling eight-story atrium of tasteful stores, eateries and more. From Abercrombie & Fitch to Brookstone to Sharper Image you'll find more than enough cool stores here to occupy a cold afternoon.

    • 7

      With its fireplace, warm ambience and lively patrons, Bar Thirteen on West Division Street might be the perfect tavern to hunker down in on a snowy evening. Arrive relatively early if you're planning to lounge on one of the comfy couches or find a good spot at the handsome oak bar.

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