Chicago winters are long, cold, and relentless. Lake-effect snow, sub-zero wind chills, and gray skies that stretch from November through March leave most residents dreaming of warmer air. The good news is that several warm-weather cities sit within a day's drive south.
From quick weekend getaways to Nashville and Louisville to longer drives down to the Gulf Coast, Chicago drivers have plenty of options for chasing sunshine. Many of these destinations run 15 to 30 degrees warmer than the Windy City during winter and spring.
Use WarmRoad's route weather tool to check conditions along your entire drive before you leave. Knowing what to expect between Chicago and your destination helps you pick the best day to hit the road.
Drive time: 7 hours
Live music, hot chicken, and spring temps in the 60s–70s
Drive time: 4.5 hours
Bourbon trail, Derby culture, and mild spring weather
Drive time: 4.5 hours
Free zoo, Gateway Arch, and warmer temps just a short drive away
Drive time: 13 hours
Warm Gulf air, world-class Cajun cuisine, and nonstop live jazz
Drive time: 9 hours
Mountain charm, craft breweries, and Blue Ridge Parkway access
Drive time: 12 hours
Historic squares, Spanish moss, and mild coastal winters
Before hitting the road from Chicago, use WarmRoad's route weather tool to see real-time conditions along your entire drive. Know what to expect mile by mile so you can plan the best day to leave.
Check Route Weather