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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 9/15. 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 Tennessee to Chicago

Cheap round-trip flights

Allegiant Air Logo
6:24 pm - 7:00 pmTYS-MDW
1h 36mnonstop
Allegiant Air Logo
7:50 pm - 10:21 pmMDW-TYS
1h 31mnonstop
$58Allegiant Air
Find Deal
Fr, Sep 5 - Mo, Sep 8
Allegiant Air Logo
6:24 pm - 7:00 pmTYS-MDW
1h 36mnonstop
Allegiant Air Logo
7:50 pm - 10:21 pmMDW-TYS
1h 31mnonstop
$78Allegiant Air
Find Deal
Fr, Sep 5 - Mo, Sep 8
Allegiant Air Logo
2:29 pm - 3:02 pmTYS-MDW
1h 33mnonstop
Allegiant Air Logo
3:52 pm - 6:20 pmMDW-TYS
1h 28mnonstop
$82Allegiant Air
Find Deal
Fr, Aug 22 - Mo, Aug 25
Southwest Logo
8:20 am - 10:00 amBNA-MDW
1h 40mnonstop
Southwest Logo
7:55 am - 9:25 amMDW-BNA
1h 30mnonstop
$97Southwest
Find Deal
Do, Aug 21 - Mo, Aug 25
Southwest Logo
8:20 am - 10:00 amBNA-MDW
1h 40mnonstop
Southwest Logo
3:20 pm - 8:40 pmMDW-BNA
5h 20m1 stop
$107Southwest
Find Deal
Do, Aug 21 - Mo, Aug 25
Frontier Logo
7:00 am - 8:54 pmBNA-MDW
13h 54m1 stop
Frontier Logo
2:44 pm - 12:01 amMDW-BNA
9h 17m1 stop
$188Frontier
Find Deal
Sa, Aug 16 - So, Aug 17
Frontier Logo
7:00 am - 8:54 pmBNA-MDW
13h 54m1 stop
Frontier Logo
2:44 pm - 12:01 amMDW-BNA
9h 17m1 stop
$192Frontier
Find Deal
Sa, Aug 16 - So, Aug 17
Delta Logo
2:03 pm - 6:37 pmMEM-MDW
4h 34m1 stop
Delta Logo
6:00 am - 11:41 amMDW-MEM
5h 41m1 stop
$197Delta
Find Deal
Do, Aug 21 - Mo, Aug 25
Logo
5:08 pm - 3:53 pmTYS-MDW
23h 45m1 stop
Logo
7:50 pm - 10:21 pmMDW-TYS
1h 31mnonstop
$206
Find Deal
So, Sep 7 - Fr, Sep 12
Delta Logo
6:25 am - 12:28 pmBNA-MDW
6h 03m1 stop
Delta Logo
6:04 am - 11:53 amMDW-BNA
5h 49m1 stop
$208Delta
Find Deal
Mi, Aug 20 - Sa, Aug 23

Delta flights from Tennessee to Chicago Midway Airport

Our best Delta deals on Tennessee to Chicago Midway Airport flight tickets
Delta
Aug 21
MEM2:03 pmMemphis
4h 34m
1 stop
MDW6:37 pmChicago Midway
Aug 25
MDW6:00 amChicago Midway
5h 41m
1 stop
MEM11:41 amMemphis
$197
Find similar
Delta
Aug 20
BNA6:25 amNashville Intl
6h 03m
1 stop
MDW12:28 pmChicago Midway
Aug 23
MDW6:04 amChicago Midway
5h 49m
1 stop
BNA11:53 amNashville Intl
$208
Find similar
Delta
Sep 12
TYS6:08 pmKnoxville McGhee Tyson
4h 28m
1 stop
MDW9:36 pmChicago Midway
Sep 15
MDW12:43 pmChicago Midway
4h 43m
1 stop
TYS6:26 pmKnoxville McGhee Tyson
$209
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Southwest flights from Tennessee to Chicago Midway Airport

Our best Southwest deals on Tennessee to Chicago Midway Airport flight tickets
Southwest
Aug 21
BNA8:20 amNashville Intl
1h 40m
MDW10:00 amChicago Midway
Aug 25
MDW7:55 amChicago Midway
1h 30m
BNA9:25 amNashville Intl
$97
Find similar
Southwest
Aug 21
BNA8:20 amNashville Intl
1h 40m
MDW10:00 amChicago Midway
Aug 25
MDW3:20 pmChicago Midway
5h 20m
1 stop
BNA8:40 pmNashville Intl
$107
Find similar
Southwest
Sep 19
BNA9:15 pmNashville Intl
1h 35m
MDW10:50 pmChicago Midway
Sep 22
MDW9:45 pmChicago Midway
1h 25m
BNA11:10 pmNashville Intl
$127
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 August 2, 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

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fr 9/5

6:24 pm-7:00 pm

Nonstop1h 36m

Chicago Midway

Mo 9/8

7:50 pm-10:21 pm

Nonstop1h 31m

$58

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fr 9/5

6:24 pm-7:00 pm

Nonstop1h 36m

Chicago Midway

Mo 9/8

7:50 pm-10:21 pm

Nonstop1h 31m

$78

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fr 8/22

2:29 pm-3:02 pm

Nonstop1h 33m

Chicago Midway

Mo 8/25

3:52 pm-6:20 pm

Nonstop1h 28m

$82

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Do 8/21

8:20 am-10:00 am

Nonstop1h 40m

Chicago Midway

Mo 8/25

7:55 am-9:25 am

Nonstop1h 30m

$97

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Do 8/21

8:20 am-10:00 am

Nonstop1h 40m

Chicago Midway

Mo 8/25

3:20 pm-8:40 pm

1 stop5h 20m

$107

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sa 8/16

7:00 am-8:54 pm

1 stop13h 54m

Chicago Midway

So 8/17

2:44 pm-12:01 am

1 stop9h 17m

$188

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sa 8/16

7:00 am-8:54 pm

1 stop13h 54m

Chicago Midway

So 8/17

2:44 pm-12:01 am

1 stop9h 17m

$192

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Do 8/21

2:03 pm-6:37 pm

1 stop4h 34m

Chicago Midway

Mo 8/25

6:00 am-11:41 am

1 stop5h 41m

$197

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

So 9/7

5:08 pm-3:53 pm

1 stop23h 45m

Chicago Midway

Fr 9/12

7:50 pm-10:21 pm

Nonstop1h 31m

$206

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Mi 8/20

6:25 am-12:28 pm

1 stop6h 03m

Chicago Midway

Sa 8/23

6:04 am-11:53 am

1 stop5h 49m

$208

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 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 $217.

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 $220. 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, Saturday 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 $332.

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 $223 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $328. 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 $248 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 $150 on momondo.

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

There are 1 cabin classes 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

$49

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 $49. The best round-trip flight deal from Tennessee to Chicago Midway Airport found on momondo in the last 72 hours is $58.
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
702 reviews
Search Allegiant Air flights
SouthwestPriceFrom $112Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
DeltaPriceFrom $117Free CancellationRating
8.0
7,983 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.

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