Cheap Flights from Nashville (BNA) to Chicago (PWK)

Popular airlines from Nashville International Airport (BNA) to Chicago, IL (PWK-Chicago Executive)

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $235
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $235
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $257
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $257

Frequently asked questions

How much does a flight from Nashville Intl. Airport (BNA) to Chicago Executive Airport (PWK) cost?
Secure a cheap one-way flight or cheap return flight from Nashville Intl. Airport (BNA) to Chicago Executive Airport (PWK) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Nashville Intl. Airport (BNA) to Chicago Executive Airport (PWK)?
Flying in is a great way to save, as it's the cheapest month for flights between BNA and PWK. You'll typically find the lowest fares during off-peak months.
What is the cheapest airline that flies from Nashville Intl. Airport (BNA) to Chicago Executive Airport (PWK)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest BNA to PWK flight.
How many flights per day from Nashville Intl. Airport (BNA) to Chicago Executive Airport (PWK)?
There are no daily direct flights from Nashville Intl. Airport (BNA) to Chicago Executive Airport (PWK). But you can opt for flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from BNA to PWK?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can vary depending on a range of factors, such as the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Nashville Intl. Airport (BNA) to Chicago Executive Airport (PWK)?
To reach Chicago Executive Airport (PWK) without delays, book a flight that takes off from Nashville Intl. Airport (BNA) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Nashville Intl. Airport (BNA)?
If you're catching a direct flight from Nashville Intl. Airport (BNA) to Chicago, you can touch down at either O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Nashville Intl. Airport (BNA) to Chicago Executive Airport (PWK) last-minute?
Last-minute fares from BNA to PWK are usually more expensive. To secure the lowest rates, start searching for flights ahead of time. That said, if you're flexible with your travel plans, it's possible to score a cheap ticket right before your trip.
Is it cheaper to book a BNA to PWK flight and hotel package?
You'll typically save money by securing a BNA to PWK flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. After selecting your ideal flights and accommodations, consider adding extras like activities, car rentals and tours.
Can I cancel or change the date of my flight from Nashville Intl. Airport (BNA) to Chicago Executive Airport (PWK)?
If you reserved your BNA to PWK flight within the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Nashville Intl.
Destination airport
Chicago Executive
Distance
418 mi

Book with confidence

Nashville to Chicago Flights

The cheapest times to fly from Nashville to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Nashville to Chicago are during the month of . You can find some of the cheapest flights from Nashville to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Nashville to Chicago

Sunday is one of the best days to book for cheap flights from Nashville to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Nashville to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Nashville to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Nashville to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Nashville to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Nashville to Chicago Flights

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*Available to One Key members.