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Cheapest flights from Nashville to Chicago
Fly from Nashville to Chicago with confidence — our search scans over 700 airlines, 50+ travel agencies, and more than 5 leading booking systems to pinpoint the best prices, schedules, and ticket conditions for your trip. Whether you need the earliest departure, the lowest fare, or flexible change options, we make it simple to compare and book in minutes.
Remember that on average the ideal time to book flights is 2 months before departure!
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.
Schedule of direct flights from Nashville to Chicago
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Nashville to Chicago:
Nashville airports overview
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Chicago airports overview
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Frequently asked questions (FAQ)
Answers to questions about the route that travelers are most interested in.
Special offers and sales on air tickets from Nashville to Chicago
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Alternative routes
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Cheapest one way flight
$99
United Airlines
Direct flight
1h 55m
12/28/2025
The cheapest one-way flight from Nashville to Chicago departs on 12/28/2025, is operated by United Airlines and costs $99
Cheapest round trip flight
$335
Frontier Airlines
1 layover
1d 6h 45m
01/01/2026
The cheapest roundtrip flight from Nashville to Chicago departs on 01/01/2026, is operated by Frontier Airlines and costs $335
The fastest flight
1h 55m
Fastest flight from Nashville to Chicago takes 1h 55m
Direct flights
Once a week
There are direct flights on this route 1 day a week: Su
Earliest flight
5:25 AM
Latest flight
9:55 PM
Direct flights count
56
Distance
644km
Timezone difference
0h
The distance between Nashville and Chicago is 644km (399 miles). There are 56 direct flights from Nashville to Chicago. Nashville and Chicago are in the same time zone. Flights from Nashville begin at 5:25 AM. The latest flight from Nashville departs at 9:55 PM
Avg Price
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.
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.
We couldn't find any special offers for flights from Nashville to Chicago
What is the cheapest price for flights from Nashville to Chicago?
The cheapest flight ticket from Nashville to Chicago according to data for the last 48 hours costs $99
When is the best time to buy air tickets on the route Nashville — Chicago?
Often the best time to buy tickets from Nashville to Chicago is 2 months before departure.
How long does it take to fly from Nashville to Chicago?
The fastest flights from Nashville to Chicago start from 1 hour 55 minutes in the air.
Which airline can fly direct from Nashville to Chicago?
The following airlines operate direct flights on the route Nashville — Chicago: Southwest Airlines, American Airlines
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
