It’s a Friday night in Chicago and I’m sitting in a corner coffee shop, waiting for my Virgin Atlantic colleague to arrive for a 20 hour tour of the city. If I didn’t know better, I’d assume Chicago is called The Windy City because of this weather — a storm is heading our way. Through a large picture window, street lights are twinkling and attractive, collegiate young people crowd the busy sidewalk. As in most places that host an abundance of universities, there’s a natural buzz of excitement.

With its public bike sharing system, above ground L-train, parks, water access and above-average cleanliness, I’d rank Chicago among the top U.S. cities for quality of living. Locals warn me to hold judgement until after a winter visit — I’ll take that dare.

❤ for ChiCity!
❤ for ChiCity!

These are just a few things to check out:

  • Sail on Lake Michigan during the Annual Air and Water Show
  • Stroll among the unusual statues and landscape art in Millennium Park
  • Wander into one of the traditional blues clubs for dancing and drinks
  • Visit the John Hancock Observatory for a 360° view from 1000 ft. above Lake Michigan and Magnificent Mile
  • Take Chicago River boat tour to see the unusual contrast of European-style architecture and sleek skyscrapers

 

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