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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 12/24. 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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Cheap round-trip flights

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Southwest Logo
8:55 pm - 10:35 pmBNA-MDW
1h 40mnonstop
Southwest Logo
5:50 am - 7:20 amMDW-BNA
1h 30mnonstop
$137Southwest
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Wed, Dec 10 - Sat, Dec 13
Multiple Airlines Logo
9:25 am - 7:50 pmBNA-MDW
10h 25m1 stop
Multiple Airlines Logo
8:56 pm - 8:29 amMDW-BNA
11h 33m1 stop
$146Multiple Airlines
Find Deal
Fri, Feb 6 - Mon, Feb 9
Southwest Logo
11:00 am - 4:35 pmBNA-MDW
5h 35m1 stop
Southwest Logo
4:15 pm - 5:40 pmMDW-BNA
1h 25mnonstop
$147Southwest
Find Deal
Wed, Dec 10 - Sat, Dec 13
Southwest Logo
2:20 pm - 4:00 pmBNA-MDW
1h 40mnonstop
Southwest Logo
6:40 am - 12:50 pmMDW-BNA
6h 10m2 stops
$152Southwest
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Wed, Dec 10 - Sat, Dec 13
Southwest Logo
8:55 pm - 10:35 pmBNA-MDW
1h 40mnonstop
Southwest Logo
9:55 pm - 11:20 pmMDW-BNA
1h 25mnonstop
$157Southwest
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Thu, Dec 11 - Sun, Dec 14
Southwest Logo
9:55 am - 2:30 pmBNA-MDW
4h 35m1 stop
Southwest Logo
6:40 am - 12:50 pmMDW-BNA
6h 10m2 stops
$162Southwest
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Wed, Dec 10 - Sat, Dec 13
Delta Logo
7:27 pm - 11:47 pmBNA-MDW
4h 20m1 stop
Delta Logo
6:45 am - 10:49 amMDW-BNA
4h 04m1 stop
$167Delta
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Thu, Dec 11 - Tue, Jan 6
Delta Logo
6:00 am - 12:34 pmBNA-MDW
6h 34m1 stop
Delta Logo
6:00 am - 9:57 amMDW-BNA
3h 57m1 stop
$177Delta
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Thu, Dec 11 - Sun, Dec 14
Delta Logo
9:25 am - 3:44 pmBNA-MDW
6h 19m1 stop
Delta Logo
5:29 pm - 9:44 pmMDW-BNA
4h 15m1 stop
$184Delta
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Sat, Dec 6 - Mon, Dec 8
Multiple Airlines Logo
11:27 am - 1:01 pmBNA-MDW
25h 34m2 stops
Multiple Airlines Logo
3:10 pm - 10:22 amMDW-BNA
19h 12m1 stop
$190Multiple Airlines
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Mon, Dec 8 - Mon, Dec 15

Southwest flights from Nashville to Chicago Midway Airport

Our best Southwest deals on Nashville to Chicago Midway Airport flight tickets
Southwest
Dec 10
BNA8:55 pmNashville Intl
1h 40m
MDW10:35 pmChicago Midway
Dec 13
MDW5:50 amChicago Midway
1h 30m
BNA7:20 amNashville Intl
$137
Find similar
Southwest
Dec 10
BNA11:00 amNashville Intl
5h 35m
1 stop
MDW4:35 pmChicago Midway
Dec 13
MDW4:15 pmChicago Midway
1h 25m
BNA5:40 pmNashville Intl
$147
Find similar
Southwest
Dec 10
BNA2:20 pmNashville Intl
1h 40m
MDW4:00 pmChicago Midway
Dec 13
MDW6:40 amChicago Midway
6h 10m
2 stops
BNA12:50 pmNashville Intl
$152
Find similar

Delta flights from Nashville to Chicago Midway Airport

Our best Delta deals on Nashville to Chicago Midway Airport flight tickets
Delta
Dec 11
BNA7:27 pmNashville Intl
4h 20m
1 stop
MDW11:47 pmChicago Midway
Jan 6
MDW6:45 amChicago Midway
4h 04m
1 stop
BNA10:49 amNashville Intl
$167
Find similar
Delta
Dec 11
BNA6:00 amNashville Intl
6h 34m
1 stop
MDW12:34 pmChicago Midway
Dec 14
MDW6:00 amChicago Midway
3h 57m
1 stop
BNA9:57 amNashville Intl
$177
Find similar
Delta
Dec 6
BNA9:25 amNashville Intl
6h 19m
1 stop
MDW3:44 pmChicago Midway
Dec 8
MDW5:29 pmChicago Midway
4h 15m
1 stop
BNA9:44 pmNashville Intl
$184
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 November 10, 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

Wed 12/10

8:55 pm-10:35 pm

Nonstop1h 40m

Chicago Midway

Sat 12/13

5:50 am-7:20 am

Nonstop1h 30m

$137

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Fri 2/6

9:25 am-7:50 pm

1 stop10h 25m

Chicago Midway

Mon 2/9

8:56 pm-8:29 am

1 stop11h 33m

$146

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 12/10

11:00 am-4:35 pm

1 stop5h 35m

Chicago Midway

Sat 12/13

4:15 pm-5:40 pm

Nonstop1h 25m

$147

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 12/10

2:20 pm-4:00 pm

Nonstop1h 40m

Chicago Midway

Sat 12/13

6:40 am-12:50 pm

2 stops6h 10m

$152

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 12/11

8:55 pm-10:35 pm

Nonstop1h 40m

Chicago Midway

Sun 12/14

9:55 pm-11:20 pm

Nonstop1h 25m

$157

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 12/10

9:55 am-2:30 pm

1 stop4h 35m

Chicago Midway

Sat 12/13

6:40 am-12:50 pm

2 stops6h 10m

$162

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 12/11

7:27 pm-11:47 pm

1 stop4h 20m

Chicago Midway

Tue 1/6

6:45 am-10:49 am

1 stop4h 04m

$167

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 12/11

6:00 am-12:34 pm

1 stop6h 34m

Chicago Midway

Sun 12/14

6:00 am-9:57 am

1 stop3h 57m

$177

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 12/6

9:25 am-3:44 pm

1 stop6h 19m

Chicago Midway

Mon 12/8

5:29 pm-9:44 pm

1 stop4h 15m

$184

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Mon 12/8

11:27 am-1:01 pm

2 stops25h 34m

Chicago Midway

Mon 12/15

3:10 pm-10:22 am

1 stop19h 12m

$190

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 January is also very affordable. Most momondo users find prices during this month for around $218.

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 $362.

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 $239 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $288. 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 $161 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

$158

Fastest flight time

1h 35m

Direct flights

Mon, Tue, Wed, Thu, Sat and Sun
The best one-way flight to Chicago Midway Airport from Nashville in the past 72 hours is $158. The best round-trip flight deal from Nashville to Chicago Midway Airport found on momondo in the last 72 hours is $207.
The fastest flight from Nashville to Chicago Midway Airport takes 1h 35m
Direct flights go from Nashville to Chicago Midway Airport on Monday, Tuesday, Wednesday, Thursday, Saturday and Sunday. The only airline offering direct flights is Southwest.
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 35m, 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
4,238 reviews
Search Southwest flights
DeltaPriceFrom $176Free CancellationRating
7.9
8,004 reviews
Search Delta 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 32 Southwest flights for this route in a normal week, average airfare is usually $243 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
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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