What to Wear in Chicago
Chicago weather is the most punishing of any major American city. Winters routinely hit -10°F with wind chill. Summers reach 95°F with humidity. The wind off Lake Michigan is the constant — adding to cold in winter, providing relief in summer. The right Chicago wardrobe is built around serious outerwear and aggressive layering.
Winter in Chicago
December through March. Brutal. Lows below 0°F regular, wind chills below -20°F. Expedition-grade parka rated to -20°F, insulated waterproof boots, balaclava, ski goggles for the worst days, mittens with liners. Limit outdoor exposure to 15-30 minute chunks.
Spring in Chicago
Variable and short. April-May. 40-65°F. Can include late snow into April. Layered tops, mid-weight jacket, treated boots. Pack a rain shell.
Summer in Chicago
June through August. 75-95°F with humidity. The lake breeze cools shoreline neighborhoods by 5-10°F. Linen, lightweight cotton, sun protection. Frequent thunderstorms.
Fall in Chicago
September through October. The city's best season. 50-70°F, low humidity, golden light. Layered fall pieces. Often warm into November before the abrupt shift to winter.
Local tips
Wind chill is non-optional Chicago math. The Windy City nickname is literal. Always dress for the wind chill, not the temperature. Skywalks and underground concourses (Pedway) allow indoor commute routes in extreme cold.