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Cheap flights from Nashville to Chicago from $104

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 5/2. 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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Find the cheapest flights from Nashville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:19 pm - 10:22 pm
BNA
-
MDW
10h 03m
1 stop
Frontier Logo
9:04 am - 4:20 pm
MDW
-
BNA
7h 16m
1 stop
$201Frontier
Thu, Apr 16 - Sun, Apr 19
Southwest Logo
5:15 am - 6:50 am
BNA
-
MDW
1h 35mnonstop
Southwest Logo
4:20 pm - 5:50 pm
MDW
-
BNA
1h 30mnonstop
$207Southwest
Sat, Apr 11 - Sat, Apr 11
Frontier Logo
12:19 pm - 10:22 pm
BNA
-
MDW
10h 03m
1 stop
Frontier Logo
9:04 am - 4:20 pm
MDW
-
BNA
7h 16m
1 stop
$215Frontier
Thu, Apr 16 - Sun, Apr 19
Southwest Logo
5:15 am - 6:50 am
BNA
-
MDW
1h 35mnonstop
Southwest Logo
10:00 am - 3:45 pm
MDW
-
BNA
5h 45m
1 stop
$217Southwest
Sat, Apr 11 - Sat, Apr 11
Delta Logo
6:40 am - 12:42 pm
BNA
-
MDW
6h 02m
1 stop
Delta Logo
1:22 pm - 5:07 pm
MDW
-
BNA
3h 45m
1 stop
$227Delta
Sat, May 9 - Sat, May 16
Southwest Logo
6:25 pm - 8:00 pm
BNA
-
MDW
1h 35mnonstop
Southwest Logo
2:15 pm - 3:45 pm
MDW
-
BNA
1h 30mnonstop
$229Southwest
Tue, May 12 - Sat, May 16
Multiple Airlines Logo
6:43 pm - 8:04 am
BNA
-
MDW
13h 21m
1 stop
Multiple Airlines Logo
2:15 pm - 10:18 am
MDW
-
BNA
20h 03m
2 stops
$235Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Southwest Logo
1:20 pm - 7:35 pm
BNA
-
MDW
6h 15m
2 stops
Southwest Logo
2:15 pm - 3:45 pm
MDW
-
BNA
1h 30mnonstop
$240Southwest
Tue, May 12 - Sat, May 16
Southwest Logo
11:55 am - 1:30 pm
BNA
-
MDW
1h 35mnonstop
Southwest Logo
9:10 am - 10:40 am
MDW
-
BNA
1h 30mnonstop
$248Southwest
Wed, Apr 8 - Sat, Apr 11
Delta Logo
1:55 pm - 6:33 pm
BNA
-
MDW
4h 38m
1 stop
Delta Logo
6:23 am - 11:37 am
MDW
-
BNA
5h 14m
1 stop
$249Delta
Sat, May 9 - Tue, May 19

Frontier flights from Nashville to Chicago Midway Airport

Our best Frontier deals on Nashville to Chicago Midway Airport flight tickets
Frontier
Apr 16
BNA12:19 pmNashville Intl
10h 03m
1 stop
MDW10:22 pmChicago Midway
Apr 19
MDW9:04 amChicago Midway
7h 16m
1 stop
BNA4:20 pmNashville Intl
$201
Frontier
Apr 16
BNA12:19 pmNashville Intl
10h 03m
1 stop
MDW10:22 pmChicago Midway
Apr 19
MDW9:04 amChicago Midway
7h 16m
1 stop
BNA4:20 pmNashville Intl
$215
Frontier
Apr 17
BNA6:10 pmNashville Intl
24h 27m
2 stops
MDW6:37 pmChicago Midway
Apr 19
MDW9:04 amChicago Midway
7h 16m
1 stop
BNA4:20 pmNashville Intl
$283

Delta flights from Nashville to Chicago Midway Airport

Our best Delta deals on Nashville to Chicago Midway Airport flight tickets
Delta
May 9
BNA6:40 amNashville Intl
6h 02m
1 stop
MDW12:42 pmChicago Midway
May 16
MDW1:22 pmChicago Midway
3h 45m
1 stop
BNA5:07 pmNashville Intl
$227
Delta
May 9
BNA1:55 pmNashville Intl
4h 38m
1 stop
MDW6:33 pmChicago Midway
May 19
MDW6:23 amChicago Midway
5h 14m
1 stop
BNA11:37 amNashville Intl
$249
Delta
Apr 25
BNA5:55 pmNashville Intl
4h 33m
1 stop
MDW10:28 pmChicago Midway
May 2
MDW5:40 amChicago Midway
6h 44m
1 stop
BNA12:24 pmNashville Intl
$271

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 March 12, 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

Thu 4/16

12:19 pm-10:22 pm

1 stop10h 03m

Chicago Midway

Sun 4/19

9:04 am-4:20 pm

1 stop7h 16m

$201
Quickest round-trip

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 4/11

5:15 am-6:50 am

Nonstop1h 35m

Chicago Midway

Sat 4/11

4:20 pm-5:50 pm

Nonstop1h 30m

$207

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 4/16

12:19 pm-10:22 pm

1 stop10h 03m

Chicago Midway

Sun 4/19

9:04 am-4:20 pm

1 stop7h 16m

$215

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 4/11

5:15 am-6:50 am

Nonstop1h 35m

Chicago Midway

Sat 4/11

10:00 am-3:45 pm

1 stop5h 45m

$217

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 5/9

6:40 am-12:42 pm

1 stop6h 02m

Chicago Midway

Sat 5/16

1:22 pm-5:07 pm

1 stop3h 45m

$227

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 5/12

6:25 pm-8:00 pm

Nonstop1h 35m

Chicago Midway

Sat 5/16

2:15 pm-3:45 pm

Nonstop1h 30m

$229

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 4/15

6:43 pm-8:04 am

1 stop13h 21m

Chicago Midway

Wed 4/22

2:15 pm-10:18 am

2 stops20h 03m

$235

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 5/12

1:20 pm-7:35 pm

2 stops6h 15m

Chicago Midway

Sat 5/16

2:15 pm-3:45 pm

Nonstop1h 30m

$240

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 4/8

11:55 am-1:30 pm

Nonstop1h 35m

Chicago Midway

Sat 4/11

9:10 am-10:40 am

Nonstop1h 30m

$248

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 5/9

1:55 pm-6:33 pm

1 stop4h 38m

Chicago Midway

Tue 5/19

6:23 am-11:37 am

1 stop5h 14m

$249

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 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 $215.

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 $232. 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 $354.

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 $241 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 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.

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

As of March 2026, prices for Nashville to Chicago Midway Airport flights are approximately 80% 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

$163

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 $163. The best round-trip flight deal from Nashville to Chicago Midway Airport found on momondo in the last 72 hours is $239.
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 $118Free CancellationRating
8.0
4,319 reviews
Search Southwest flights

  • Southwest Flights From Nashville to Chicago Midway Airport

    Southwest flight deals from Nashville to Chicago Midway Airport start from $118 round-trip. Over the 35 Southwest flights for this route in a normal week, average airfare is usually $261 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
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
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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