Photograph: Nick Ulivieri Photograph: Nick Ulivieri 39 Reasons to Love Winter in Chicago Staycations! Snowshoeing! Soup! Here’s why we cherish the city’s most notorious season. November 28, 2023, 6:00 am 11 The Way the Season Asserts Itself in the City 22 The Feeling of Stepping Into a Bar on a Frigid Night 33 Frozen Custard Tastes Better in Frozen Weather 44 You Can Explore the City in a Whole New Way: On Skis 55 Future Olympians Compete at Chicago’s Coolest (and Coldest) Winter Party 66 You Can Take a Florida Vacation Without Leaving the City 77 The Strange Beauty of Christmas Trees Ready to Be Recycled 88 Eating Outdoors by the Fireplace at Elske 99 Boozy Nights Playing Board Games 1010 You Don’t Need to Leave Town to Drink Hot Chocolate From Around the World 1111 You Can Layer Up in Style 1212 The Vulnerability of Swimming (Yes, Swimming) in an Icy Lake Michigan 1313 It’s the Ideal Time to Take a Staycation 1414 Soups That Will Warm Your Soul 1515 The Joy of Running on an Empty Lakefront 1616 It’s the Best Time to Look for Animal Tracks 1717 The Holiday Decorations at O’Hare’s Terminal 3 1818 The Winter Wonderland of Abt Electronics 1919 The Bliss of Snowshoeing Through Undisturbed Powder 2020 Jewish and Chinese Chicagoans Eat Well on Christmas —Thanks to Each Other 21-3919 More Reasons to Love Winter in Chicago