Cheap Flights from Nashville to Chicago — $99

Nashville International Airport (BNA) is the city’s principal commercial gateway and typically functions as a full-service domestic hub with some seasonal international connections, serving major carriers and low-cost airlines alike. It sits about 8 miles (13 km) east of downtown Nashville, with shuttle buses, ride-hail services and taxis usually taking 15–25 minutes depending on traffic; expect ride-hail fares often in a moderate range and public bus trips to be the cheapest option. Rental cars and several parking choices make onward travel convenient, though peak-hour congestion can add time. Pros: compact terminals and plenty of flight options; cons: busy periods and occasional higher ground-transport costs.

Chicago is served by two main airports with different roles. O’Hare International (ORD) is the city’s primary international hub, typically handling long-haul and legacy-carrier traffic from airlines like United and American; it can be pricier on peak routes but often offers the widest choice. Midway (MDW) is a smaller, more budget- and domestic-oriented airport popular with low-cost carriers such as Southwest, usually yielding lower fares on domestic flights. O’Hare sits about 17 miles northwest of downtown (roughly 30–60 minutes by car, depending on traffic) and is reachable by CTA Blue Line train for about $3 and taxis/rideshares from $35+. Midway lies about 10 miles southwest (20–40 minutes by car) with CTA Orange Line service for about $3 and shorter taxi rides. Pros: O’Hare’s global connectivity and extensive amenities; Midway’s convenience and faster domestic transfers. Cons: O’Hare can be sprawling with longer connection times and heavier congestion; Midway has fewer international options and more limited lounges.

Fly nonstop from Nashville to Chicago for the fastest, most convenient way to get between these two vibrant cities — less time in transit means more time exploring Windy City sights or closing business deals. While connecting flights can sometimes be cheaper, a direct hop saves you time, avoids layover hassle and usually feels noticeably more comfortable, so book a nonstop if you value convenience.

The route Nashville — Chicago is served by many carriers — 4 in total, including Southwest Airlines, American Airlines, United Airlines, and Spirit Airlines. This gives passengers wide opportunities: from finding the lowest fare (from $99) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Nashville to Chicago