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Midway

$136+ Cheap flights from Nashville (BNA) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
BNA — MDW
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
1 adult, Economy
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Cheap flight deals from Nashville to Midway

Cheapest flights from Nashville to Midway
Explore the most affordable flight options available from Nashville to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.

This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:35 am
BNA
-
MDW
2 stops6h 25m
Southwest
Tue 10/279:10 am
MDW
-
BNA
1 stop4h 55m
Southwest
Deal found 6/9$234
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:35 am
BNA
-
MDW
1 stop5h 15m
Southwest
Thu 8/68:45 pm
MDW
-
BNA
Nonstop1h 25m
Southwest
Deal found 6/9$235
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:40 am
BNA
-
MDW
Nonstop1h 30m
Southwest
Sat 10/1010:30 am
MDW
-
BNA
1 stop6h 00m
Southwest
Deal found 6/9$239
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:40 pm
BNA
-
MDW
Nonstop1h 35m
Southwest
Tue 8/48:35 pm
MDW
-
BNA
Nonstop1h 25m
Southwest
Deal found 6/9$241
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/13:25 pm
BNA
-
MDW
Nonstop1h 35m
Southwest
Tue 8/48:35 pm
MDW
-
BNA
Nonstop1h 25m
Southwest
Deal found 6/8$242
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:05 am
BNA
-
MDW
1 stop6h 34m
Delta
Thu 8/612:46 pm
MDW
-
BNA
1 stop4h 10m
Delta
Deal found 6/9$245
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:05 am
BNA
-
MDW
Nonstop1h 30m
Southwest
Fri 8/75:30 pm
MDW
-
BNA
Nonstop1h 30m
Southwest
Deal found 6/8$248
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:02 am
BNA
-
MDW
1 stop3h 49m
Delta
Sat 8/296:05 am
MDW
-
BNA
1 stop3h 57m
Delta
Deal found 6/9$249

Find flight deals from Nashville to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Nashville (BNA) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$234
(Southwest)

One-way from

$136
(Southwest)

Popular in

January

Cheapest in

October

Average price

$337

Good round-trip deal

$318 or less

Good one-way deal

$155 or less
Provider with most accurate pricing for Nashville Intl-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Nashville Intl-Chicago Midway flights.
Search Deals
From Nashville Intl to Chicago Midway
Search Deals
One-way flight from Nashville Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($91 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Nashville Intl to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Nashville Intl to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Nashville to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated June 10, 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

Fri 8/14

2:10 pm-6:33 pm

1 stop4h 23m

Chicago Midway

Mon 8/17

12:46 pm-4:56 pm

1 stop4h 10m

$269
Quickest round-trip

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 6/27

9:45 pm-11:15 pm

Nonstop1h 30m

Chicago Midway

Tue 6/30

8:40 am-10:10 am

Nonstop1h 30m

$283

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 7/14

10:10 am-1:35 pm

1 stop3h 25m

Chicago Midway

Sat 7/18

8:40 pm-10:15 pm

Nonstop1h 35m

$301

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 7/8

5:20 am-6:55 am

Nonstop1h 35m

Chicago Midway

Wed 7/15

6:30 am-1:35 pm

2 stops7h 05m

$304

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 7/18

4:30 pm-11:15 pm

1 stop6h 45m

Chicago Midway

Tue 7/21

3:55 pm-8:45 pm

1 stop4h 50m

$314

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 7/15

2:15 pm-3:50 pm

Nonstop1h 35m

Chicago Midway

Fri 7/17

9:40 pm-11:10 pm

Nonstop1h 30m

$315

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 11/12

11:35 am-1:05 pm

Nonstop1h 30m

Chicago Midway

Tue 11/24

8:00 am-9:40 am

Nonstop1h 40m

$316

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 7/11

9:45 pm-11:20 pm

Nonstop1h 35m

Chicago Midway

Mon 7/13

9:40 pm-11:10 pm

Nonstop1h 30m

$316

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 7/22

10:10 am-1:35 pm

1 stop3h 25m

Chicago Midway

Mon 7/27

9:40 pm-11:10 pm

Nonstop1h 30m

$321

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 7/18

9:35 am-3:10 pm

1 stop5h 35m

Chicago Midway

Sun 7/19

6:10 am-7:40 am

Nonstop1h 30m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Nashville to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Nashville to Midway in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Nashville-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Nashville-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Nashville-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Nashville-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Nashville-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Nashville to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Nashville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Nashville to Chicago Midway Airport

What is the cheapest month to book a flight from Nashville to Chicago Midway Airport?

Currently, October is the cheapest month in which you can book a flight from Nashville to Chicago Midway Airport (average of $144). Flying from Nashville to Chicago Midway Airport in January is currently the most expensive (average of $631). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BNA to MDW?

Find hourly flight availability from Nashville to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 10, 2026.

When flying from Nashville to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 23% versus a flight in the afternoon.

What is the cheapest day to fly from Nashville to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Nashville to Midway. Price data was last updated on June 8, 2026.

Travelers seeking maximum savings on their Nashville to Chicago Midway Airport flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Nashville to Chicago Midway Airport?

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 10, 2026.
Peruse reviews from past customers who have flown with Southwest from Nashville to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,235 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Southwest
7.9
Good
4,235 reviews
Southwest
7.9
Good
4,235 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

Find useful and relevant information for your journey from Nashville to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Nashville to Chicago Midway?

    Nashville Intl (BNA) is the airport you will fly out of if you book a flight from Nashville to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Nashville Intl; the airport handles an average of 4 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Nashville airport to Chicago Midway. It is only a 6.0 mi journey to Nashville Intl (BNA) from Nashville’s city center.

  • How long is the flight from Nashville to Chicago Midway Airport?

    Airlines like Delta and Southwest fly from Nashville to Chicago Midway Airport in about 1h 30m. The time it takes to get you to your destination can typically vary by up to 2h 53m. The distance between Nashville and Chicago Midway Airport is about 395 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Nashville to Chicago Midway Airport round-trip?

    Our cheapest airline available from Nashville to Chicago Midway Airport is Southwest. Our recent data shows that you can find tickets from as low as $127 on this airline. Users have found that Southwest is 62% cheaper than the other options available to this destination.

  • What are the cheapest flights from Nashville to Chicago Midway Airport?

    Looking for the cheapest flight from Nashville to Chicago Midway Airport? While on average our users pay $293, our data indicates the cheapest price to be $110. The most popular route (Nashville Intl - Chicago Midway), is priced around $189.

  • Can I find deals for flights from Nashville to Midway that include hotel bookings?

    Yes. In addition to deals on Nashville to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Nashville to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Nashville to Midway.

  • Can I find deals for business class flights from Nashville to Midway?

    Yes. Cheapflights offers flight deals from Nashville to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Nashville to Chicago Midway Airport?

    Currently, October is the cheapest month in which you can book a flight from Nashville to Chicago Midway Airport (average of $144). Flying from Nashville to Chicago Midway Airport in January is currently the most expensive (average of $631). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Nashville to Midway

Discover the top airline that operate flights from Nashville to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$127Average$312FlexibilityNo cancel feeOn-time63%

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