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Cheap flights from Tennessee to Chicago from $40

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 2/28. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
7:04 pm - 10:25 pm
MEM
-
MDW
27h 21m
1 stop
Frontier Logo
6:25 am - 6:09 pm
MDW
-
MEM
11h 44m
1 stop
$154Frontier
Thu, Feb 19 - Thu, Feb 26
Southwest Logo
4:05 pm - 5:45 pm
MEM
-
MDW
1h 40mnonstop
Southwest Logo
9:35 pm - 11:20 pm
MDW
-
MEM
1h 45mnonstop
$160Southwest
Sat, Mar 14 - Mon, Mar 16
Southwest Logo
4:50 pm - 10:15 pm
MEM
-
MDW
5h 25m
1 stop
Southwest Logo
10:05 am - 11:45 am
MDW
-
MEM
1h 40mnonstop
$167Southwest
Sat, May 16 - Tue, May 19
Southwest Logo
6:10 pm - 12:50 am
MEM
-
MDW
6h 40m
1 stop
Southwest Logo
9:35 pm - 11:20 pm
MDW
-
MEM
1h 45mnonstop
$170Southwest
Sat, Mar 14 - Mon, Mar 16
Frontier Logo
7:04 pm - 7:47 pm
MEM
-
MDW
24h 43m
1 stop
Frontier Logo
6:05 am - 6:20 pm
MDW
-
MEM
12h 15m
1 stop
$176Frontier
Sun, Mar 1 - Sun, Mar 8
Southwest Logo
10:05 am - 6:15 pm
MEM
-
MDW
8h 10m
1 stop
Southwest Logo
6:30 am - 2:20 pm
MDW
-
MEM
7h 50m
1 stop
$177Southwest
Sat, May 16 - Tue, May 19
Southwest Logo
4:50 pm - 10:15 pm
MEM
-
MDW
5h 25m
1 stop
Southwest Logo
4:40 pm - 9:45 pm
MDW
-
MEM
5h 05m
2 stops
$182Southwest
Sat, May 16 - Tue, May 19
Southwest Logo
6:05 pm - 11:50 pm
MEM
-
MDW
5h 45m
1 stop
Southwest Logo
6:25 pm - 11:25 pm
MDW
-
MEM
5h 00m
1 stop
$190Southwest
Sat, Mar 14 - Mon, Mar 16
Delta Logo
7:30 am - 12:29 pm
CHA
-
MDW
5h 59m
1 stop
Delta Logo
10:43 am - 3:46 pm
MDW
-
CHA
4h 03m
1 stop
$209Delta
Fri, Apr 10 - Thu, Apr 16
Delta Logo
7:38 am - 12:46 pm
TYS
-
MDW
6h 08m
1 stop
Delta Logo
1:29 pm - 8:55 pm
MDW
-
TYS
6h 26m
1 stop
$209Delta
Thu, Feb 26 - Mon, Mar 2

Delta flights from Tennessee to Chicago Midway Airport

Our best Delta deals on Tennessee to Chicago Midway Airport flight tickets
Delta
Feb 26
TYS7:38 amKnoxville McGhee Tyson
6h 08m
1 stop
MDW12:46 pmChicago Midway
Mar 2
MDW1:29 pmChicago Midway
6h 26m
1 stop
TYS8:55 pmKnoxville McGhee Tyson
$209
Delta
Mar 21
MEM6:22 amMemphis
6h 07m
1 stop
MDW12:29 pmChicago Midway
Mar 25
MDW2:05 pmChicago Midway
6h 21m
1 stop
MEM8:26 pmMemphis
$211
Delta
Feb 20
TYS6:41 pmKnoxville McGhee Tyson
4h 50m
1 stop
MDW10:31 pmChicago Midway
Feb 23
MDW1:28 pmChicago Midway
6h 27m
1 stop
TYS8:55 pmKnoxville McGhee Tyson
$224

Frontier flights from Tennessee to Chicago Midway Airport

Our best Frontier deals on Tennessee to Chicago Midway Airport flight tickets
Frontier
Feb 19
MEM7:04 pmMemphis
27h 21m
1 stop
MDW10:25 pmChicago Midway
Feb 26
MDW6:25 amChicago Midway
11h 44m
1 stop
MEM6:09 pmMemphis
$154
Frontier
Feb 8
MEM6:10 pmMemphis
28h 09m
1 stop
MDW10:19 pmChicago Midway
Feb 15
MDW6:00 amChicago Midway
12h 19m
1 stop
MEM6:19 pmMemphis
$158
Frontier
Mar 1
MEM7:04 pmMemphis
24h 43m
1 stop
MDW7:47 pmChicago Midway
Mar 8
MDW6:05 amChicago Midway
12h 15m
1 stop
MEM6:20 pmMemphis
$176

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 February 3, 2026.
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

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 2/19

7:04 pm-10:25 pm

1 stop27h 21m

Chicago Midway

Thu 2/26

6:25 am-6:09 pm

1 stop11h 44m

$154

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 3/14

4:05 pm-5:45 pm

Nonstop1h 40m

Chicago Midway

Mon 3/16

9:35 pm-11:20 pm

Nonstop1h 45m

$160

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 5/16

4:50 pm-10:15 pm

1 stop5h 25m

Chicago Midway

Tue 5/19

10:05 am-11:45 am

Nonstop1h 40m

$167

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 3/14

6:10 pm-12:50 am

1 stop6h 40m

Chicago Midway

Mon 3/16

9:35 pm-11:20 pm

Nonstop1h 45m

$170

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sun 3/1

7:04 pm-7:47 pm

1 stop24h 43m

Chicago Midway

Sun 3/8

6:05 am-6:20 pm

1 stop12h 15m

$176

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 5/16

10:05 am-6:15 pm

1 stop8h 10m

Chicago Midway

Tue 5/19

6:30 am-2:20 pm

1 stop7h 50m

$177

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 5/16

4:50 pm-10:15 pm

1 stop5h 25m

Chicago Midway

Tue 5/19

4:40 pm-9:45 pm

2 stops5h 05m

$182

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 3/14

6:05 pm-11:50 pm

1 stop5h 45m

Chicago Midway

Mon 3/16

6:25 pm-11:25 pm

1 stop5h 00m

$190

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Fri 4/10

7:30 am-12:29 pm

1 stop5h 59m

Chicago Midway

Thu 4/16

10:43 am-3:46 pm

1 stop4h 03m

$209

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Thu 2/26

7:38 am-12:46 pm

1 stop6h 08m

Chicago Midway

Mon 3/2

1:29 pm-8:55 pm

1 stop6h 26m

$209

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 $226.

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 $228. 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 $354.

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 $233 when looking at flights departing in the evening. 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 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 $284 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 $164 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

$169

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 $169. The best round-trip flight deal from Tennessee to Chicago Midway Airport found on momondo in the last 72 hours is $240.
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
709 reviews
Search Allegiant Air flights
SouthwestPriceFrom $118Free CancellationRating
8.0
4,272 reviews
Search Southwest flights
DeltaPriceFrom $176Free CancellationRating
7.9
8,138 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
Munster
Crown Point
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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