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Cheap flights from Nashville to Chicago from $49

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 10/16. 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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Cheap round-trip flights

Southwest Logo
8:55 pm - 10:35 pmBNA-MDW
1h 40mnonstop
Southwest Logo
6:15 pm - 7:50 pmMDW-BNA
1h 35mnonstop
$97Southwest
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Tue, Nov 11 - Tue, Nov 18
Southwest Logo
1:10 pm - 4:35 pmBNA-MDW
3h 25m1 stop
Southwest Logo
8:50 am - 10:20 amMDW-BNA
1h 30mnonstop
$103Southwest
Find Deal
Wed, Nov 12 - Tue, Nov 18
Southwest Logo
9:45 pm - 11:15 pmBNA-MDW
1h 30mnonstop
Southwest Logo
9:40 am - 2:00 pmMDW-BNA
4h 20m1 stop
$107Southwest
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Thu, Oct 16 - Thu, Oct 23
Southwest Logo
12:10 pm - 5:10 pmBNA-MDW
5h 00m2 stops
Southwest Logo
5:35 am - 7:05 amMDW-BNA
1h 30mnonstop
$112Southwest
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Tue, Nov 11 - Tue, Nov 18
Frontier Logo
8:14 pm - 7:11 amBNA-MDW
10h 57m1 stop
Frontier Logo
8:15 am - 7:27 pmMDW-BNA
11h 12m1 stop
$144Frontier
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Thu, Oct 2 - Mon, Oct 6
Frontier Logo
8:14 pm - 7:11 amBNA-MDW
10h 57m1 stop
Frontier Logo
10:13 am - 6:01 pmMDW-BNA
7h 48m1 stop
$146Frontier
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Thu, Oct 2 - Sun, Oct 5
Delta Logo
6:40 am - 12:35 pmBNA-MDW
5h 55m1 stop
Delta Logo
6:00 am - 12:23 pmMDW-BNA
6h 23m1 stop
$177Delta
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Thu, Feb 26 - Tue, Mar 3
Multiple Airlines Logo
3:40 pm - 11:25 pmBNA-MDW
7h 45m1 stop
Multiple Airlines Logo
11:31 am - 11:20 pmMDW-BNA
11h 49m1 stop
$189Multiple Airlines
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Tue, Oct 14 - Sat, Oct 18
Multiple Airlines Logo
5:45 am - 9:33 amBNA-MDW
27h 48m1 stop
Multiple Airlines Logo
5:56 pm - 2:35 pmMDW-BNA
20h 39m1 stop
$202Multiple Airlines
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Sun, Oct 19 - Tue, Oct 21
Delta Logo
1:47 pm - 6:35 pmBNA-MDW
4h 48m1 stop
Delta Logo
1:08 pm - 4:53 pmMDW-BNA
3h 45m1 stop
$203Delta
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Tue, Sep 30 - Tue, Oct 7

Southwest flights from Nashville to Chicago Midway Airport

Our best Southwest deals on Nashville to Chicago Midway Airport flight tickets
Southwest
Nov 11
BNA8:55 pmNashville Intl
1h 40m
MDW10:35 pmChicago Midway
Nov 18
MDW6:15 pmChicago Midway
1h 35m
BNA7:50 pmNashville Intl
$97
Find similar
Southwest
Nov 12
BNA1:10 pmNashville Intl
3h 25m
1 stop
MDW4:35 pmChicago Midway
Nov 18
MDW8:50 amChicago Midway
1h 30m
BNA10:20 amNashville Intl
$103
Find similar
Southwest
Oct 16
BNA9:45 pmNashville Intl
1h 30m
MDW11:15 pmChicago Midway
Oct 23
MDW9:40 amChicago Midway
4h 20m
1 stop
BNA2:00 pmNashville Intl
$107
Find similar

Frontier flights from Nashville to Chicago Midway Airport

Our best Frontier deals on Nashville to Chicago Midway Airport flight tickets
Frontier
Oct 2
BNA8:14 pmNashville Intl
10h 57m
1 stop
MDW7:11 amChicago Midway
Oct 6
MDW8:15 amChicago Midway
11h 12m
1 stop
BNA7:27 pmNashville Intl
$144
Find similar
Frontier
Oct 2
BNA8:14 pmNashville Intl
10h 57m
1 stop
MDW7:11 amChicago Midway
Oct 5
MDW10:13 amChicago Midway
7h 48m
1 stop
BNA6:01 pmNashville Intl
$146
Find similar
Frontier
Nov 14
BNA11:15 amNashville Intl
6h 00m
1 stop
MDW5:15 pmChicago Midway
Nov 16
MDW8:32 amChicago Midway
5h 07m
1 stop
BNA1:39 pmNashville Intl
$147
Find similar

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 September 17, 2025.
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

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 11/11

8:55 pm-10:35 pm

Nonstop1h 40m

Chicago Midway

Tue 11/18

6:15 pm-7:50 pm

Nonstop1h 35m

$97

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 11/12

1:10 pm-4:35 pm

1 stop3h 25m

Chicago Midway

Tue 11/18

8:50 am-10:20 am

Nonstop1h 30m

$103

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 10/16

9:45 pm-11:15 pm

Nonstop1h 30m

Chicago Midway

Thu 10/23

9:40 am-2:00 pm

1 stop4h 20m

$107

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 11/11

12:10 pm-5:10 pm

2 stops5h 00m

Chicago Midway

Tue 11/18

5:35 am-7:05 am

Nonstop1h 30m

$112

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 10/2

8:14 pm-7:11 am

1 stop10h 57m

Chicago Midway

Mon 10/6

8:15 am-7:27 pm

1 stop11h 12m

$144

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 10/2

8:14 pm-7:11 am

1 stop10h 57m

Chicago Midway

Sun 10/5

10:13 am-6:01 pm

1 stop7h 48m

$146

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 2/26

6:40 am-12:35 pm

1 stop5h 55m

Chicago Midway

Tue 3/3

6:00 am-12:23 pm

1 stop6h 23m

$177

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 10/14

3:40 pm-11:25 pm

1 stop7h 45m

Chicago Midway

Sat 10/18

11:31 am-11:20 pm

1 stop11h 49m

$189

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sun 10/19

5:45 am-9:33 am

1 stop27h 48m

Chicago Midway

Tue 10/21

5:56 pm-2:35 pm

1 stop20h 39m

$202

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 9/30

1:47 pm-6:35 pm

1 stop4h 48m

Chicago Midway

Tue 10/7

1:08 pm-4:53 pm

1 stop3h 45m

$203

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 cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Nashville, with most prices found around $188. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Nashville during the month October is also very affordable. Most momondo users find prices during this month for around $210.

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 $221. 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 $340.

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 $239 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $293. 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

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Nashville when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $251 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Nashville for as low as $149 on momondo.

What cabin class options are available on Nashville Intl to Chicago Midway flights?

There is only 1 cabin class available to choose from on Nashville Intl to Chicago Midway 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?

No. A direct flight is the cheapest option for a flight between Nashville to Chicago Midway Airport.

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

$118

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 $118. The best round-trip flight deal from Nashville to Chicago Midway Airport found on momondo in the last 72 hours is $158.
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

  • 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 $102Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
DeltaPriceFrom $176Free CancellationRating
7.9
7,961 reviews
Search Delta flights

  • Southwest Flights From Nashville to Chicago Midway Airport

    Southwest flight deals from Nashville to Chicago Midway Airport start from $102 round-trip. Over the 34 Southwest flights for this route in a normal week, average airfare is usually $238 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
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
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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