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Cheap flights from Nashville to Chicago from $132

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Nashville to Chicago departing on 5/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Nashville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
3:10 pm - 4:45 pm
BNA
-
MDW
1h 35mnonstop
Southwest Logo
3:00 pm - 4:30 pm
MDW
-
BNA
1h 30mnonstop
$213Southwest
Tue, May 19 - Wed, May 20
Southwest Logo
6:50 am - 8:25 am
BNA
-
MDW
1h 35mnonstop
Southwest Logo
8:00 am - 9:30 am
MDW
-
BNA
1h 30mnonstop
$214Southwest
Wed, May 20 - Tue, May 26
Multiple Airlines Logo
9:56 am - 10:02 pm
BNA
-
MDW
12h 06m
2 stops
Multiple Airlines Logo
4:52 pm - 4:17 pm
MDW
-
BNA
23h 25m
1 stop
$215Multiple Airlines
Thu, May 7 - Fri, May 8
Southwest Logo
3:10 pm - 4:45 pm
BNA
-
MDW
1h 35mnonstop
Southwest Logo
8:35 pm - 10:00 pm
MDW
-
BNA
1h 25mnonstop
$221Southwest
Tue, May 19 - Tue, May 19
Southwest Logo
6:50 am - 8:25 am
BNA
-
MDW
1h 35mnonstop
Southwest Logo
7:50 am - 1:10 pm
MDW
-
BNA
5h 20m
1 stop
$224Southwest
Wed, May 20 - Tue, May 26
Southwest Logo
8:40 pm - 10:15 pm
BNA
-
MDW
1h 35mnonstop
Southwest Logo
10:10 am - 1:05 pm
MDW
-
BNA
2h 55m
1 stop
$226Southwest
Tue, May 19 - Wed, May 20
Multiple Airlines Logo
11:00 am - 10:02 pm
BNA
-
MDW
11h 02m
2 stops
Multiple Airlines Logo
4:52 pm - 4:17 pm
MDW
-
BNA
23h 25m
1 stop
$232Multiple Airlines
Wed, May 6 - Fri, May 8
Delta Logo
11:05 am - 4:12 pm
BNA
-
MDW
5h 07m
1 stop
Delta Logo
1:22 pm - 6:43 pm
MDW
-
BNA
5h 21m
1 stop
$233Delta
Tue, May 12 - Wed, May 13
Southwest Logo
8:55 pm - 10:35 pm
BNA
-
MDW
1h 40mnonstop
Southwest Logo
3:00 pm - 4:30 pm
MDW
-
BNA
1h 30mnonstop
$236Southwest
Sat, May 16 - Wed, May 20
Southwest Logo
9:20 am - 10:55 am
BNA
-
MDW
1h 35mnonstop
Southwest Logo
5:50 pm - 7:20 pm
MDW
-
BNA
1h 30mnonstop
$237Southwest
Wed, Aug 26 - Sat, Aug 29

Southwest flights from Nashville to Chicago Midway Airport

Our best Southwest deals on Nashville to Chicago Midway Airport flight tickets
Southwest
May 19
BNA3:10 pmNashville Intl
1h 35m
MDW4:45 pmChicago Midway
May 20
MDW3:00 pmChicago Midway
1h 30m
BNA4:30 pmNashville Intl
$213
Southwest
May 20
BNA6:50 amNashville Intl
1h 35m
MDW8:25 amChicago Midway
May 26
MDW8:00 amChicago Midway
1h 30m
BNA9:30 amNashville Intl
$214
Southwest
May 20
BNA6:50 amNashville Intl
1h 35m
MDW8:25 amChicago Midway
May 26
MDW7:50 amChicago Midway
5h 20m
1 stop
BNA1:10 pmNashville Intl
$224

Delta flights from Nashville to Chicago Midway Airport

Our best Delta deals on Nashville to Chicago Midway Airport flight tickets
Delta
May 12
BNA11:05 amNashville Intl
5h 07m
1 stop
MDW4:12 pmChicago Midway
May 13
MDW1:22 pmChicago Midway
5h 21m
1 stop
BNA6:43 pmNashville Intl
$233
Delta
Aug 26
BNA10:55 amNashville Intl
5h 32m
1 stop
MDW4:27 pmChicago Midway
Aug 29
MDW6:00 amChicago Midway
5h 07m
1 stop
BNA11:07 amNashville Intl
$256
Delta
May 16
BNA6:15 amNashville Intl
6h 27m
1 stop
MDW12:42 pmChicago Midway
May 23
MDW5:10 pmChicago Midway
6h 01m
1 stop
BNA11:11 pmNashville Intl
$279

momondo Fare Finder

 
Customize your flight search to find flights from Nashville to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 27, 2026.
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

Price

Cheapest round-trip

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 5/19

3:10 pm-4:45 pm

Nonstop1h 35m

Chicago Midway

Wed 5/20

3:00 pm-4:30 pm

Nonstop1h 30m

$213

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 5/20

6:50 am-8:25 am

Nonstop1h 35m

Chicago Midway

Tue 5/26

8:00 am-9:30 am

Nonstop1h 30m

$214

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 5/7

9:56 am-10:02 pm

2 stops12h 06m

Chicago Midway

Fri 5/8

4:52 pm-4:17 pm

1 stop23h 25m

$215
Quickest round-trip

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 5/19

3:10 pm-4:45 pm

Nonstop1h 35m

Chicago Midway

Tue 5/19

8:35 pm-10:00 pm

Nonstop1h 25m

$221

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 5/20

6:50 am-8:25 am

Nonstop1h 35m

Chicago Midway

Tue 5/26

7:50 am-1:10 pm

1 stop5h 20m

$224

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 5/19

8:40 pm-10:15 pm

Nonstop1h 35m

Chicago Midway

Wed 5/20

10:10 am-1:05 pm

1 stop2h 55m

$226

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 5/6

11:00 am-10:02 pm

2 stops11h 02m

Chicago Midway

Fri 5/8

4:52 pm-4:17 pm

1 stop23h 25m

$232

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 5/12

11:05 am-4:12 pm

1 stop5h 07m

Chicago Midway

Wed 5/13

1:22 pm-6:43 pm

1 stop5h 21m

$233

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 5/16

8:55 pm-10:35 pm

Nonstop1h 40m

Chicago Midway

Wed 5/20

3:00 pm-4:30 pm

Nonstop1h 30m

$236

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 8/26

9:20 am-10:55 am

Nonstop1h 35m

Chicago Midway

Sat 8/29

5:50 pm-7:20 pm

Nonstop1h 30m

$237

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

What is the cheapest month to fly to Chicago Midway Airport?

The month of October is, on average, the cheapest month to fly to Chicago Midway Airport from Nashville, with most prices found around $144. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Nashville during the month June is also very affordable. Most momondo users find prices during this month for around $227.

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 $270. 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, Sunday 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 $388.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Nashville in the evening is the least expensive time of day to depart. momondo users have found prices as low as $242 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $308. 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 7% on your flight if you consider stops on a Nashville to Chicago Midway Airport flight.

How have Nashville to Chicago Midway Airport flight prices changed over time?

As of April 2026, prices for Nashville to Chicago Midway Airport flights are approximately 43% more expensive when compared to flights at the same time last year.

When to book flights from Nashville to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Nashville to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Best Price Found

$168

Fastest flight time

1h 30m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Nashville in the past 72 hours is $168. The best round-trip flight deal from Nashville to Chicago Midway Airport found on momondo in the last 72 hours is $286.
The fastest flight from Nashville to Chicago Midway Airport takes 1h 30m
Direct flights go from Nashville to Chicago Midway Airport every day.
Search flight deals

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?

  • 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?

  • What is the most popular airline from Nashville to Chicago Midway Airport?

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
SouthwestPriceFrom $120Free CancellationRating
8.0
4,324 reviews
Search Southwest flights

  • Southwest Flights From Nashville to Chicago Midway Airport

    Southwest flight deals from Nashville to Chicago Midway Airport start from $120 round-trip. Over the 32 Southwest flights for this route in a normal week, average airfare is usually $282 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 locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why 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.

An easier way to manage your Chicago Midway Airport trip

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