Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Tennessee 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 Tennessee to Chicago departing on 10/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Tennessee to Chicago

Cheap round-trip flights

Southwest Logo
9:45 pm - 11:15 pmBNA-MDW
1h 30mnonstop
Southwest Logo
4:10 pm - 5:35 pmMDW-BNA
1h 25mnonstop
$97Southwest
Find Deal
Mon, Oct 20 - Tue, Oct 21
Southwest Logo
1:10 pm - 4:35 pmBNA-MDW
3h 25m1 stop
Southwest Logo
8:30 pm - 10:00 pmMDW-BNA
1h 30mnonstop
$103Southwest
Find Deal
Tue, Nov 18 - Tue, Nov 18
Allegiant Air Logo
1:32 pm - 2:07 pmTYS-MDW
1h 35mnonstop
Allegiant Air Logo
4:12 pm - 6:37 pmMDW-TYS
1h 25mnonstop
$112Allegiant Air
Find Deal
Fri, Nov 7 - Mon, Nov 10
Allegiant Air Logo
10:46 am - 11:18 amTYS-MDW
1h 32mnonstop
Allegiant Air Logo
8:24 pm - 10:48 pmMDW-TYS
1h 24mnonstop
$113Allegiant Air
Find Deal
Mon, Oct 20 - Mon, Oct 27
Frontier Logo
1:53 pm - 11:03 pmBNA-MDW
9h 10m1 stop
Frontier Logo
11:57 am - 4:29 pmMDW-BNA
28h 32m1 stop
$146Frontier
Find Deal
Fri, Oct 24 - Sun, Oct 26
Frontier Logo
6:12 am - 12:36 amBNA-MDW
18h 24m1 stop
Frontier Logo
11:57 am - 4:29 pmMDW-BNA
28h 32m1 stop
$150Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Multiple Airlines Logo
2:02 pm - 2:37 pmTYS-MDW
1h 35mnonstop
Multiple Airlines Logo
9:27 am - 11:14 pmMDW-TYS
12h 47m1 stop
$153Multiple Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
Multiple Airlines Logo
5:44 pm - 6:16 pmTYS-MDW
1h 32mnonstop
Multiple Airlines Logo
10:12 am - 10:47 pmMDW-TYS
11h 35m1 stop
$157Multiple Airlines
Find Deal
Fri, Oct 31 - Sun, Nov 2
Delta Logo
6:40 am - 12:35 pmBNA-MDW
5h 55m1 stop
Delta Logo
10:35 am - 4:39 pmMDW-BNA
6h 04m1 stop
$177Delta
Find Deal
Thu, Feb 26 - Mon, Mar 2
Delta Logo
6:40 am - 12:35 pmBNA-MDW
5h 55m1 stop
Delta Logo
1:00 pm - 4:46 pmMDW-BNA
3h 46m1 stop
$188Delta
Find Deal
Sat, Feb 28 - Tue, Mar 3

Frontier flights from Tennessee to Chicago Midway Airport

Our best Frontier deals on Tennessee to Chicago Midway Airport flight tickets
Frontier
Oct 24
BNA1:53 pmNashville Intl
9h 10m
1 stop
MDW11:03 pmChicago Midway
Oct 26
MDW11:57 amChicago Midway
28h 32m
1 stop
BNA4:29 pmNashville Intl
$146
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
$148
Find similar
Frontier
Oct 23
BNA6:12 amNashville Intl
18h 24m
1 stop
MDW12:36 amChicago Midway
Oct 26
MDW11:57 amChicago Midway
28h 32m
1 stop
BNA4:29 pmNashville Intl
$150
Find similar

Southwest flights from Tennessee to Chicago Midway Airport

Our best Southwest deals on Tennessee to Chicago Midway Airport flight tickets
Southwest
Oct 20
BNA9:45 pmNashville Intl
1h 30m
MDW11:15 pmChicago Midway
Oct 21
MDW4:10 pmChicago Midway
1h 25m
BNA5:35 pmNashville Intl
$97
Find similar
Southwest
Nov 18
BNA1:10 pmNashville Intl
3h 25m
1 stop
MDW4:35 pmChicago Midway
Nov 18
MDW8:30 pmChicago Midway
1h 30m
BNA10:00 pmNashville Intl
$103
Find similar
Southwest
Oct 20
BNA9:45 pmNashville Intl
1h 30m
MDW11:15 pmChicago Midway
Oct 21
MDW5:35 amChicago Midway
4h 35m
1 stop
BNA10:10 amNashville Intl
$107
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 September 23, 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

Mon 10/20

9:45 pm-11:15 pm

Nonstop1h 30m

Chicago Midway

Tue 10/21

4:10 pm-5:35 pm

Nonstop1h 25m

$97

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 11/18

1:10 pm-4:35 pm

1 stop3h 25m

Chicago Midway

Tue 11/18

8:30 pm-10:00 pm

Nonstop1h 30m

$103

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fri 11/7

1:32 pm-2:07 pm

Nonstop1h 35m

Chicago Midway

Mon 11/10

4:12 pm-6:37 pm

Nonstop1h 25m

$112

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Mon 10/20

10:46 am-11:18 am

Nonstop1h 32m

Chicago Midway

Mon 10/27

8:24 pm-10:48 pm

Nonstop1h 24m

$113

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Fri 10/24

1:53 pm-11:03 pm

1 stop9h 10m

Chicago Midway

Sun 10/26

11:57 am-4:29 pm

1 stop28h 32m

$146

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 10/23

6:12 am-12:36 am

1 stop18h 24m

Chicago Midway

Sun 10/26

11:57 am-4:29 pm

1 stop28h 32m

$150

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fri 11/14

2:02 pm-2:37 pm

Nonstop1h 35m

Chicago Midway

Mon 11/17

9:27 am-11:14 pm

1 stop12h 47m

$153

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fri 10/31

5:44 pm-6:16 pm

Nonstop1h 32m

Chicago Midway

Sun 11/2

10:12 am-10:47 pm

1 stop11h 35m

$157

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 2/26

6:40 am-12:35 pm

1 stop5h 55m

Chicago Midway

Mon 3/2

10:35 am-4:39 pm

1 stop6h 04m

$177

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 2/28

6:40 am-12:35 pm

1 stop5h 55m

Chicago Midway

Tue 3/3

1:00 pm-4:46 pm

1 stop3h 46m

$188

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 January is, on average, the cheapest month to fly to Chicago Midway Airport from Tennessee, with most prices found around $188. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Tennessee 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 Tennessee. The lowest ticket price found for a Wednesday departure recently was $223. 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 $343.

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 $241 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $291. 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 Nashville Intl 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 $253 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 $149 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?

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

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

$77

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 $77. The best round-trip flight deal from Tennessee to Chicago Midway Airport found on momondo in the last 72 hours is $83.
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
699 reviews
Search Allegiant Air flights
SouthwestPriceFrom $102Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
DeltaPriceFrom $176Free CancellationRating
7.9
7,974 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
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 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 10/23
Thu 10/30
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago