In some cities, the transition from summer sunshine to winter bluster means only one thing: hibernation. But make no mistake — Chicago is not one of those cities. When travel and leisure in other northerly destinations is catching a chill, in the Windy City, it’s heating up.
Not only is it less crowded, it’s also beautiful. A winter wonderland made of concrete, steel, and frost, Chicago in the winter is a tapestry of snow-capped buildings towering over Lake Michigan. At their base is a vibrant town that’s flush with year-round attractions and activities, many of which are located downtown near the Fairmont Chicago, Millennium Park. Its central location means you won’t have to walk far in order to reach the city’s best sights, no matter the weather conditions.
In fact, you won’t have to walk at all, as Chicago is teeming with trains, buses, taxis, and ridesharing services that can transport you quickly (and warmly) from point A to point B. You can also escape the weather altogether thanks to one of Chicago’s best-kept secrets: the Chicago Pedway, an underground network of pedestrian tunnels that connect the Fairmont Chicago with downtown stores, restaurants, transit stations, and more.
Cozy up to a winter getaway in Chicago with these can’t-miss cold-weather itinerary items.