Fly from BNA to ORD: Find the Best Deals from Music City to the Windy City

First, consider booking your flight at least three weeks in advance to secure the most competitive fares, as this route is highly popular and prices tend to spike as the departure date approaches. Second, since Chicago O'Hare is one of the busiest airports in the world, allow yourself extra time for navigating the terminals upon arrival, especially if you have a connecting flight or need to pick up a rental car at the Multi-Modal Facility. Third, download the mobile app for your specific airline before arriving at BNA to receive real-time updates on gate changes or weather-related delays, which can be common in the Great Lakes region during winter months. Finally, if you are traveling with just a carry-on, you can utilize the Chicago Transit Authority Blue Line train directly from the airport for a cost-effective and scenic five-dollar ride into the heart of downtown Chicago.

The most affordable time to fly from Nashville to Chicago typically occurs during the late winter months of January and February, when the chilly Illinois temperatures result in lower tourism demand. Conversely, prices generally peak during the summer months from June through August and around the major winter holidays. To find the best balance between mild weather and reasonable airfare, consider visiting during the shoulder seasons of May or September, when Chicago's lakefront is most pleasant.