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Cheap flights from Tennessee to Chicago from $67

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Tennessee to Chicago departing on 1/7. 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

Enter your travel dates to find the best prices.
Southwest Logo
4:25 pm - 6:05 pm
BNA
-
MDW
1h 40mnonstop
Southwest Logo
8:40 am - 10:20 am
MDW
-
BNA
1h 40mnonstop
$152Southwest
Wed, Jan 7 - Sat, Jan 10
Delta Logo
8:05 am - 11:59 am
BNA
-
MDW
3h 54m1 stop
Delta Logo
6:00 am - 12:44 pm
MDW
-
BNA
6h 44m1 stop
$157Delta
Tue, Feb 17 - Wed, Feb 18
Multiple Airlines Logo
5:50 pm - 10:32 am
BNA
-
MDW
16h 42m1 stop
Multiple Airlines Logo
1:00 pm - 8:29 am
MDW
-
BNA
19h 29m1 stop
$160Multiple Airlines
Wed, Jan 14 - Mon, Jan 26
Southwest Logo
2:55 pm - 6:45 pm
BNA
-
MDW
3h 50m1 stop
Southwest Logo
8:40 am - 10:20 am
MDW
-
BNA
1h 40mnonstop
$162Southwest
Wed, Jan 7 - Sat, Jan 10
Frontier Logo
8:51 pm - 2:26 pm
BNA
-
MDW
17h 35m1 stop
Frontier Logo
7:30 am - 8:06 pm
MDW
-
BNA
12h 36m1 stop
$163Frontier
Thu, Feb 12 - Thu, Feb 19
Southwest Logo
12:40 pm - 7:00 pm
BNA
-
MDW
6h 20m2 stops
Southwest Logo
8:40 am - 10:20 am
MDW
-
BNA
1h 40mnonstop
$167Southwest
Wed, Jan 7 - Sat, Jan 10
Southwest Logo
11:45 am - 1:20 pm
BNA
-
MDW
1h 35mnonstop
Southwest Logo
6:00 am - 7:35 am
MDW
-
BNA
1h 35mnonstop
$171Southwest
Thu, Jan 8 - Mon, Jan 12
Delta Logo
6:25 am - 11:59 am
BNA
-
MDW
5h 34m1 stop
Delta Logo
11:01 am - 5:45 pm
MDW
-
BNA
6h 44m1 stop
$174Delta
Tue, Feb 17 - Sat, Feb 21
Multiple Airlines Logo
5:50 pm - 10:32 am
BNA
-
MDW
16h 42m1 stop
Multiple Airlines Logo
5:01 pm - 8:29 am
MDW
-
BNA
15h 28m2 stops
$176Multiple Airlines
Wed, Jan 14 - Mon, Jan 26
Frontier Logo
5:47 pm - 10:19 pm
MEM
-
MDW
4h 32m1 stop
Frontier Logo
9:13 am - 4:52 pm
MDW
-
MEM
7h 39m1 stop
$197Frontier
Thu, Jan 15 - Sun, Jan 18

Southwest flights from Tennessee to Chicago Midway Airport

Our best Southwest deals on Tennessee to Chicago Midway Airport flight tickets
Southwest
Jan 13
BNA8:25 amNashville Intl
6h 30m
1 stop
MDW2:55 pmChicago Midway
Jan 20
MDW6:00 amChicago Midway
1h 35m
BNA7:35 amNashville Intl
$143
Find similar
Southwest
Jan 13
BNA12:40 pmNashville Intl
6h 20m
2 stops
MDW7:00 pmChicago Midway
Jan 20
MDW6:00 amChicago Midway
1h 35m
BNA7:35 amNashville Intl
$148
Find similar
Southwest
Jan 7
BNA4:25 pmNashville Intl
1h 40m
MDW6:05 pmChicago Midway
Jan 10
MDW8:40 amChicago Midway
1h 40m
BNA10:20 amNashville Intl
$152
Find similar

Delta flights from Tennessee to Chicago Midway Airport

Our best Delta deals on Tennessee to Chicago Midway Airport flight tickets
Delta
Feb 17
BNA8:05 amNashville Intl
3h 54m
1 stop
MDW11:59 amChicago Midway
Feb 18
MDW6:00 amChicago Midway
6h 44m
1 stop
BNA12:44 pmNashville Intl
$157
Find similar
Delta
Feb 17
BNA6:00 amNashville Intl
6h 46m
1 stop
MDW12:46 pmChicago Midway
Feb 23
MDW6:17 pmChicago Midway
3h 27m
1 stop
BNA9:44 pmNashville Intl
$174
Find similar
Delta
Jan 8
BNA10:39 amNashville Intl
6h 55m
1 stop
MDW5:34 pmChicago Midway
Jan 10
MDW11:21 amChicago Midway
4h 00m
1 stop
BNA3:21 pmNashville Intl
$191
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Tennessee 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 December 16, 2025.
Use the filters below to find and compare flights from Tennessee to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 1/7

4:25 pm-6:05 pm

Nonstop1h 40m

Chicago Midway

Sat 1/10

8:40 am-10:20 am

Nonstop1h 40m

$152

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 2/17

8:05 am-11:59 am

1 stop3h 54m

Chicago Midway

Wed 2/18

6:00 am-12:44 pm

1 stop6h 44m

$157

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 1/14

5:50 pm-10:32 am

1 stop16h 42m

Chicago Midway

Mon 1/26

1:00 pm-8:29 am

1 stop19h 29m

$160

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 1/7

2:55 pm-6:45 pm

1 stop3h 50m

Chicago Midway

Sat 1/10

8:40 am-10:20 am

Nonstop1h 40m

$162

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 2/12

8:51 pm-2:26 pm

1 stop17h 35m

Chicago Midway

Thu 2/19

7:30 am-8:06 pm

1 stop12h 36m

$163

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 1/7

12:40 pm-7:00 pm

2 stops6h 20m

Chicago Midway

Sat 1/10

8:40 am-10:20 am

Nonstop1h 40m

$167

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 1/8

11:45 am-1:20 pm

Nonstop1h 35m

Chicago Midway

Mon 1/12

6:00 am-7:35 am

Nonstop1h 35m

$171

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 2/17

6:25 am-11:59 am

1 stop5h 34m

Chicago Midway

Sat 2/21

11:01 am-5:45 pm

1 stop6h 44m

$174

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 1/14

5:50 pm-10:32 am

1 stop16h 42m

Chicago Midway

Mon 1/26

5:01 pm-8:29 am

2 stops15h 28m

$176

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 1/15

5:47 pm-10:19 pm

1 stop4h 32m

Chicago Midway

Sun 1/18

9:13 am-4:52 pm

1 stop7h 39m

$197

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 Tennessee 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 Tennessee, with most prices found around $144. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Tennessee during the month April is also very affordable. Most momondo users find prices during this month for around $224.

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 Tennessee. The lowest ticket price found for a Wednesday departure recently was $227. 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 Tennessee because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $361.

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

Flying to Chicago Midway Airport from Tennessee 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 $286. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Tennessee to Chicago Midway flight route?

Fly from Knoxville McGhee Tyson to Chicago Midway for the best Tennessee - 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 Tennessee when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $267 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 Tennessee for as low as $153 on momondo.

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

There is only 1 cabin class available to choose from on Tennessee 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 Tennessee to Chicago Midway Airport flights?

You could potentially save up to 11% on your flight if you consider stops on a Tennessee to Chicago Midway Airport flight.

Cheap Tennessee to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Tennessee to Chicago Midway Airport

Best Price Found

$83

Fastest flight time

1h 30m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Tennessee in the past 72 hours is $83. The best round-trip flight deal from Tennessee to Chicago Midway Airport found on momondo in the last 72 hours is $272.
The fastest flight from Tennessee to Chicago Midway Airport takes 1h 30m
Direct flights go from Tennessee to Chicago Midway Airport every day.
Search flight deals

  • When did momondo last update prices for flights from Tennessee to Chicago Midway Airport?

    Prices for flights from Tennessee to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Tennessee to Chicago Midway Airport?

  • How old do you have to be to fly from Tennessee to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Tennessee to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Tennessee to Chicago Midway Airport?

Best airlines flying from Tennessee to Chicago Midway Airport

Compare and see reviews for airlines that fly from Tennessee to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Allegiant AirPriceFrom $60Free CancellationRating
7.2
700 reviews
Search Allegiant Air flights
SouthwestPriceFrom $118Free CancellationRating
7.9
4,250 reviews
Search Southwest flights
DeltaPriceFrom $176Free CancellationRating
7.9
8,008 reviews
Search Delta flights

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
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Tennessee to Chicago?

It is quick and easy to find Tennessee to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Tennessee to Chicago with flexible booking policies on momondo?

Flights from Tennessee 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 Tennessee to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Tennessee.

I’m not ready to book a flight from Tennessee to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Tennessee. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago Midway Airport trip

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