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Not ready to book? to track prices.Southwest flights from Nashville to Chicago Midway Airport
Our best Southwest deals on Nashville to Chicago Midway Airport flight tickets
Frontier flights from Nashville to Chicago Midway Airport
Our best Frontier deals on Nashville to Chicago Midway Airport flight tickets
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Use the filters below to find and compare flights from Nashville to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
NashvilleChicago
BNA Nashville Intl - MDW Chicago Midway
BNAMDW
Nashville Intl
Thu 11/5
5:20 am-6:55 am
Nonstop1h 35m
Chicago Midway
Fri 11/6
9:20 pm-11:00 pm
Nonstop1h 40m
NashvilleChicago
BNA Nashville Intl - MDW Chicago Midway
BNAMDW
Nashville Intl
Fri 11/6
5:20 am-6:55 am
Nonstop1h 35m
Chicago Midway
Mon 11/9
10:15 am-11:50 am
Nonstop1h 35m
NashvilleChicago
BNA Nashville Intl - MDW Chicago Midway
BNAMDW
Nashville Intl
Sun 11/22
2:50 pm-7:47 pm
1 stop28h 57m
Chicago Midway
Wed 11/25
8:42 pm-11:25 am
1 stop14h 43m
NashvilleChicago
BNA Nashville Intl - MDW Chicago Midway
BNAMDW
Nashville Intl
Wed 11/11
11:25 am-12:55 pm
Nonstop1h 30m
Chicago Midway
Mon 11/16
7:40 pm-9:20 pm
Nonstop1h 40m
NashvilleChicago
BNA Nashville Intl - MDW Chicago Midway
BNAMDW
Nashville Intl
Sat 11/7
5:05 am-6:40 am
Nonstop1h 35m
Chicago Midway
Mon 11/9
4:00 pm-5:30 pm
Nonstop1h 30m
NashvilleChicago
BNA Nashville Intl - MDW Chicago Midway
BNAMDW
Nashville Intl
Thu 11/12
7:20 pm-8:50 pm
Nonstop1h 30m
Chicago Midway
Sat 11/14
7:50 am-9:25 am
Nonstop1h 35m
NashvilleChicago
BNA Nashville Intl - MDW Chicago Midway
BNAMDW
Nashville Intl
Tue 11/17
5:40 am-7:15 am
Nonstop1h 35m
Chicago Midway
Thu 11/19
7:40 pm-9:20 pm
Nonstop1h 40m
NashvilleChicago
BNA Nashville Intl - MDW Chicago Midway
BNAMDW
Nashville Intl
Mon 12/7
5:40 am-7:15 am
Nonstop1h 35m
Chicago Midway
Tue 12/8
8:00 am-9:40 am
Nonstop1h 40m
NashvilleChicago
BNA Nashville Intl - MDW Chicago Midway
BNAMDW
Nashville Intl
Thu 11/5
5:20 am-6:55 am
Nonstop1h 35m
Chicago Midway
Sat 11/7
5:15 pm-6:50 pm
Nonstop1h 35m
NashvilleChicago
BNA Nashville Intl - MDW Chicago Midway
BNAMDW
Nashville Intl
Thu 11/5
6:18 pm-5:47 pm
2 stops47h 29m
Chicago Midway
Thu 11/12
12:20 pm-5:33 pm
1 stop29h 13m
See travel insights to Chicago from
How to get the cheapest flight ticket from Nashville to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Nashville and Chicago Midway Airport?
Prices are currently typical for flights on this route.
Typical prices usually range from $219 to $445.The lowest price recently found on this route was $231.
What is the cheapest month to fly to Chicago Midway Airport?
The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Nashville, with most prices found around $292. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Nashville during the month October is also very affordable. Most momondo users find prices during this month for around $314.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Nashville. The lowest ticket price found for a Wednesday departure recently was $333. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Nashville because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $456.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Nashville at noon is the least expensive time of day to depart. momondo users have found prices as low as $360 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $409. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Nashville Intl to Chicago Midway flight route?
Fly from Nashville Intl to Chicago Midway for the best Nashville Intl - Chicago Midway flight prices
What cabin class options are available on Nashville to Chicago Midway Airport flights?
There is only 1 cabin class available to choose from on Nashville to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Nashville to Chicago Midway Airport flights?
You could potentially save up to 10% on your flight if you consider stops on a Nashville to Chicago Midway Airport flight.
How many flights depart from Nashville to Chicago Midway Airport on average per day?
As of October 2026, there are 4 flights per day flying from Nashville to Chicago Midway Airport. The most common time of day flights depart is 5:00AM, with 35% of flights taking off in the afternoon.
How many flights depart from Nashville to Chicago Midway Airport on average per week?
31 flights are operational weekly from Nashville to Chicago Midway Airport as of October 2026. The most popular departure day for this route is Mon, with 19% of flights per week taking off on this day.
When to book flights from Nashville to Chicago Midway Airport
Cheap Nashville to Chicago Midway Airport (BNA to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Nashville to Chicago Midway Airport
Frequently asked questions about flying from Nashville to Chicago Midway Airport
How far is Nashville Intl to Chicago Midway by plane?
Nashville Intl and Chicago Midway are 391.9 mi apart from one another. Flights usually cover this in 1h 30m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Nashville Intl Airport to Chicago Midway Airport?
Prices for flights from Nashville Intl Airport to Chicago Midway Airport refresh daily.
How many operators does momondo search for flights from Nashville Intl Airport to Chicago Midway Airport?
As of October 2026, there is 1 operator available to choose from for flights from Nashville Intl Airport to Chicago Midway Airport.
How old do you have to be to fly from Nashville Intl Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Nashville Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Nashville to Chicago Midway Airport?
Based on momondo bookings for flights between Nashville and Chicago Midway Airport, the leading plane model is Boeing 737 MAX 8, making up 19.10% of the total bookings. Other popular models include Airbus A319 with 12.31%, Boeing 737-700 with 9.66%, and Embraer 175 with 8.34%.
What is the most popular airline from Nashville to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Nashville to Chicago Midway Airport is Southwest (100% of total bookings).
Best airlines flying from Nashville to Chicago Midway Airport
Compare and see reviews for airlines that fly from Nashville to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $219 | Free Cancellation | Rating 7.9 4,222 reviews |
Southwest Flights From Nashville to Chicago Midway Airport
Southwest flight deals from Nashville to Chicago Midway Airport start from $219 round-trip. Over the 31 Southwest flights for this route in a normal week, average airfare is usually $405 round-trip - but some users have found much cheaper deals with momondo.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Nashville to Chicago?
Finding the right flight to Chicago from Nashville is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Nashville to Chicago with flexible booking policies on momondo?
Flights from Nashville to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Nashville to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Nashville. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Nashville to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Nashville to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.