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

Compare Nashville to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from Nashville to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Nashville Airport to Chicago Midway Airport? If you want to travel next month, return fares start from $270. Find the lowest prices on one-way and return tickets right here.
Chicago.$270 per passenger.Departing Thu, 10 Sep, returning Mon, 14 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Thu, 10 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 14 Sep, arriving in Nashville.Price includes taxes and charges.From $270, select.
Chicago.$270 per passenger.Departing Sat, 15 Aug, returning Sat, 22 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Sat, 15 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 22 Aug, arriving in Nashville.Price includes taxes and charges.From $270, select.
Chicago.$271 per passenger.Departing Wed, 30 Sep, returning Sat, 3 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Wed, 30 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 3 Oct, arriving in Nashville.Price includes taxes and charges.From $271, select.
Chicago.$271 per passenger.Departing Mon, 31 Aug, returning Mon, 7 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Mon, 31 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 7 Sep, arriving in Nashville.Price includes taxes and charges.From $271, select.
Chicago.$271 per passenger.Departing Tue, 8 Dec, returning Thu, 10 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Tue, 8 Dec, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 10 Dec, arriving in Nashville.Price includes taxes and charges.From $271, select.
Chicago.$271 per passenger.Departing Tue, 6 Oct, returning Tue, 20 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Tue, 6 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 20 Oct, arriving in Nashville.Price includes taxes and charges.From $271, select.
Chicago.$311 per passenger.Departing Sat, 7 Nov, returning Sat, 7 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Sat, 7 Nov, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 7 Nov, arriving in Nashville.Price includes taxes and charges.From $311, select.
Chicago.$311 per passenger.Departing Sat, 31 Oct, returning Mon, 2 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Sat, 31 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 2 Nov, arriving in Nashville.Price includes taxes and charges.From $311, select.
Chicago.$409 per passenger.Departing Wed, 16 Dec, returning Sat, 2 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Nashville on Wed, 16 Dec, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Sat, 2 Jan, arriving in Nashville.Price includes taxes and charges.From $409, select.
Chicago.$411 per passenger.Departing Wed, 16 Dec, returning Sat, 2 Jan.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Wed, 16 Dec, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 2 Jan, arriving in Nashville.Price includes taxes and charges.From $411, select.
Chicago.$422 per passenger.Departing Wed, 24 Feb, returning Sat, 27 Feb.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Wed, 24 Feb, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 27 Feb, arriving in Nashville.Price includes taxes and charges.From $422, select.
Chicago.$444 per passenger.Departing Wed, 29 Jul, returning Wed, 5 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Wed, 29 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 5 Aug, arriving in Nashville.Price includes taxes and charges.From $444, select.
Chicago.$451 per passenger.Departing Wed, 31 Mar, returning Sat, 3 Apr.Return flight with Delta.Outbound indirect flight with Delta, departs from Nashville on Wed, 31 Mar, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Sat, 3 Apr, arriving in Nashville.Price includes taxes and charges.From $451, select.
Chicago.$451 per passenger.Departing Tue, 16 Mar, returning Tue, 30 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Nashville on Tue, 16 Mar, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Tue, 30 Mar, arriving in Nashville.Price includes taxes and charges.From $451, select.
Chicago.$452 per passenger.Departing Sun, 10 Jan, returning Tue, 12 Jan.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Nashville on Sun, 10 Jan, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 12 Jan, arriving in Nashville.Price includes taxes and charges.From $452, select.
Chicago.$480 per passenger.Departing Thu, 13 May, returning Sat, 22 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Nashville on Thu, 13 May, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Sat, 22 May, arriving in Nashville.Price includes taxes and charges.From $480, select.

Find the cheapest month to fly from Nashville to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Nashville to Chicago Midway flights are currently cheapest in August.
Jul
from $513
Aug
from $270
Sep
from $270
Oct
from $270
Nov
from $310
Dec
from $270
Jan
from $451
Feb
from $421
Mar
from $450
Apr
from $480
May
from $479
Jun
Find prices

Direct flights from Nashville to Chicago Midway

Nashville to Chicago Midway: Alternative routes

Compare routes from Nashville to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Chicago Midway

14km from central Chicago
Closest
from $270
Search flights

Chicago O'Hare International

25km from central Chicago
from $270
Search flights

Chicago Rockford

127km from central Chicago
Cheapest
from $111
Search flights

Nashville to Chicago: Flight information

The things to know before you go.
Cheapest flight found$270
Cheapest month to flySeptember
Average flight time1 hr, 33 mins
Most popular airlineSouthwest Airlines
Average flights per week41

Finding cheap flights from Nashville to Chicago Midway: Frequently asked questions

The best price we found for a return flight from Nashville to Chicago Midway is $270. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 33 minutes is the average flight time from Nashville to Chicago Midway.
Southwest Airlines flies direct from Nashville to Chicago Midway.
As of July 2026, there are 41 flights per week flying from Nashville to Chicago Midway.
The cheapest month to fly from Nashville to Chicago Midway is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Nashville Airport to Chicago Midway Airport on Thursday, 10 September 2026.
Yes – the average flight time is 1 hour and 33 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

Currently, Southwest Airlines offers the cheapest flight tickets to Chicago Midway.

Flying from Nashville Airport (BNA) to Chicago Midway Airport (MDW): what you need to know

  • Hop on a direct flight from Nashville Airport to Chicago Midway Airport and you'll be travelling for an average of 1 hour 35 minutes.

  • Nashville and Chicago are both in the UTC-6 timezone. That means there's no time difference to consider.

  • Every week, there are 23 Nashville Airport to Chicago Midway Airport flights. If you want to take off as soon as possible, jump on the 05:10 Southwest Airlines flight. If you're eager to make the most of your day before flying, the last flight is at 22:45 with Southwest Airlines.

  • To ensure you catch your BNA to MDW flight, allow plenty of time for things like check-in and baggage drop. Turning up two hours ahead of international departures and an hour before domestic flights is the general travel rule.

  • During popular months such as July, you'll want to get to the airport earlier than normal. Arrive two hours before domestic departures and four hours ahead for international flights whenever you're travelling during peak periods in general.

  • Southwest Airlines is your ticket to exploring Chicago (and perhaps some other exciting parts of the United States!). Browse the direct flights from Nashville Airport to Chicago Midway Airport offered by this popular carrier.

  • The majority of passengers choose to fly with Southwest Airlines on this route.

  • The most punctual carrier that operates BNA to MDW flights is Southwest Airlines. Its services land as planned 78.95% of the time.

  • Consider adding a stopover when booking your ticket from Nashville Airport to Chicago Midway Airport. Just uncheck 'Direct flights only' to break up your journey, or maybe even explore a new city along the way. Here are some options between BNA and MDW:

    • Atlanta Hartsfield-Jackson Airport

    • Raleigh / Durham Airport

    • St Louis Airport

How to find the cheapest flights from Nashville Airport (BNA) to Chicago Midway Airport (MDW)

  • At the moment, $135 is the cheapest price we've seen for a one-way Nashville Airport to Chicago Midway Airport flight. The best price for a return ticket is $270. Bear in mind that fares can change due to demand at the time of booking.

  • Don't wait until the last moment. You're more likely to find cheap tickets from BNA to MDW if you book ahead. Airlines often offer some great early bird discounts.

  • The cheapest month for flights from Nashville Airport to Chicago Midway Airport is May. Use the 'Whole month' tool to see the lowest prices if you have flexible travel dates.

  • Finding cheap flights from BNA to MDW is a piece of cake with Price Alerts. Simply set up one of these automatic alerts and we'll notify you when a new deal comes up.

  • Discover the perfect flight for you by using the filters. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Nashville Airport to Chicago Midway Airport, use the 'Sort by' tool. You can also filter by departure and arrival times, airline, and journey duration.

Handy information about Nashville Airport (BNA)

  • BNA's address is One Terminal Drive, Suite 501.

  • Of all flights leaving Nashville Airport, 77% land on schedule at their destination.

  • To reach Nashville Airport from central Nashville, it takes about 20 minutes if you're planning to drive. Of course, this depends on traffic conditions. It's approximately 14 kilometres from the airport to the city centre.

  • Planning to take public transport? Expect a journey time of around 45 minutes.

  • Searching for a convenient hotel near BNA? If you're boarding an early flight from Nashville Airport to Chicago Midway Airport, these stays will have you moments from your departure gate:

Arriving at Chicago Midway Airport (MDW)

  • If you're coming in on a late Nashville Airport to Chicago Midway Airport flight, nothing tops the convenience of staying near the terminal. Grab your suitcases from the carousel and then be showered and sleeping soon after at one of these options near MDW:

  • Travel at your own pace with a Chicago Midway Airport rental car. Pick up a set of wheels from Dollar, Hertz or Budget and chase adventure across Chicago and beyond.

  • Reserving your vehicle from Chicago Midway Airport about four weeks in advance boosts your odds of scoring a great price.

When to fly to Chicago Midway Airport (MDW)

  • It's time to plan your dates for your flight from Nashville Airport to Chicago Midway Airport. July is the busiest month to head to Chicago. If you want a quieter vibe, go in December.

  • The warmest month in Chicago is July, with temperatures ranging between 16ºC (61ºF) and 28ºC (82ºF). Lock in your flights from Nashville Airport to Chicago Midway Airport in this month if this is the kind of weather you like.

  • If you'd rather travel in cooler conditions, search for a cheap ticket from BNA to MDW in January. Temperatures average between -12ºC (10ºF) and 3ºC (37ºF) then.

Explore more of the United States

  • Columbus is just one of the many cities in the United States waiting to be explored once you've seen Chicago. Around 451 kilometres away to the south-east, check out popular attractions including Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • Indianapolis is another sought-after destination in the United States and is around 257 kilometres south-east of Chicago. No journey is complete without seeing Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

Plan smart, explore more

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Prices shown on this page are estimated lowest prices only. Found in the last 12 days.