Chicago

$67+ Cheap flights from Tennessee to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
BNA — CHI
janv. 17 — janv. 241
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Cheap flight deals from Tennessee to Chicago

Cheapest flights from Tennessee to Chicago
Explore the most affordable flight options available from Tennessee to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on décembre 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/259:50 amBNA - ORD
Nonstop2h 04mUnited Airlines
mer. 1/287:40 amORD - BNA
Nonstop1h 50mUnited Airlines
Deal found 12/14$193
This Southwest deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/313:30 pmMEM - MDW
1 stop4h 45mSouthwest
jeu. 1/18:15 amMDW - MEM
Nonstop1h 45mSouthwest
Deal found 12/17$199
This Southwest deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/2510:20 amBNA - ORD
Nonstop1h 55mSouthwest
mer. 1/282:15 pmORD - BNA
1 stop6h 40mSouthwest
Deal found 12/14$203
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/245:01 pmMEM - ORD
1 stop7h 01mDelta
mer. 12/316:35 amORD - MEM
1 stop4h 58mDelta
Deal found 12/17$209
This Delta deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/251:00 pmBNA - ORD
1 stop6h 38mDelta
mer. 1/285:30 amORD - BNA
1 stop4h 29mDelta
Deal found 12/14$213
This United Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/3012:15 pmCHA - ORD
Nonstop2h 11mUnited Airlines
dim. 1/48:45 amORD - CHA
Nonstop1h 55mUnited Airlines
Deal found 12/16$219
This Southwest deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/247:30 amMEM - MDW
Nonstop1h 35mSouthwest
mer. 12/318:15 amMDW - MEM
Nonstop1h 45mSouthwest
Deal found 12/17$219
This United Airlines deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/306:45 amTYS - ORD
Nonstop2h 07mUnited Airlines
sam. 1/32:07 pmORD - TYS
Nonstop1h 53mUnited Airlines
Deal found 12/15$219
This American Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/315:00 amMEM - ORD
1 stop7h 40mAmerican Airlines
jeu. 1/110:00 pmORD - MEM
Nonstop1h 59mAmerican Airlines
Deal found 12/17$229
This Delta deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/2410:35 amBNA - ORD
1 stop6h 47mDelta
jeu. 1/17:00 amORD - BNA
1 stop6h 42mDelta
Deal found 12/14$235
This American Airlines deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/317:35 amTYS - ORD
1 stop7h 15mAmerican Airlines
ven. 1/28:00 amORD - TYS
Nonstop1h 50mAmerican Airlines
Deal found 12/15$239
This United Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/2412:15 pmCHA - ORD
Nonstop2h 11mUnited Airlines
lun. 1/58:45 amORD - CHA
Nonstop1h 55mUnited Airlines
Deal found 12/16$249

Find flight deals from Tennessee to Chicago

Keep the following information in mind while searching for Tennessee to Chicago flight deals. Data was last updated décembre 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$133
(United Airlines)

One-way from

$67
(Southwest)

Popular in

December

Cheapest in

September

Average price

$237

Good round-trip deal

$107 or less

Good one-way deal

$83 or less
Provider with most accurate pricing for Nashville Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Nashville Intl-Chicago (CHI) flights.
From Tennessee to Chicago (CHI)
One-way flight from Tennessee to Chicago (CHI)
Highest demand for flights based on searches. 17% potential increase in price ($37 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in December 2025
Price to beat on a round-trip flight from Tennessee to Chicago (CHI).
Price to beat on a one-way flight from Tennessee to Chicago (CHI).

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tennessee to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated décembre 18, 2025.
Use the filters below to find and compare flights from Tennessee to Chicago that are best for you.

Fly from

Tennessee

Fly to

Chicago

Route

Depart

Return

Price

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

jeu. 2/12

8:51 pm-2:26 pm

1 stop17h 35m

Chicago Midway

jeu. 2/19

7:30 am-8:06 pm

1 stop12h 36m

$163

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

jeu. 1/15

7:15 am-9:00 am

Nonstop1h 45m

Chicago Midway

lun. 1/19

7:30 am-9:05 am

Nonstop1h 35m

$171

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

jeu. 2/5

8:00 am-9:55 am

Nonstop1h 55m

Chicago O'Hare Intl

lun. 2/9

7:50 pm-9:42 pm

Nonstop1h 52m

$171

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

jeu. 2/5

7:15 am-9:00 am

Nonstop1h 45m

Chicago Midway

lun. 2/9

5:25 am-7:00 am

Nonstop1h 35m

$171

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

sam. 1/10

6:00 am-8:04 am

Nonstop2h 04m

Chicago O'Hare Intl

jeu. 1/15

7:40 am-9:30 am

Nonstop1h 50m

$171

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

jeu. 1/8

4:25 pm-6:05 pm

Nonstop1h 40m

Chicago Midway

lun. 1/12

2:35 pm-4:05 pm

Nonstop1h 30m

$171

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

jeu. 1/8

10:20 am-12:15 pm

Nonstop1h 55m

Chicago O'Hare Intl

lun. 1/12

1:45 pm-3:20 pm

Nonstop1h 35m

$171

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

mer. 2/18

6:25 am-11:59 am

1 stop5h 34m

Chicago Midway

sam. 2/21

4:13 pm-10:34 pm

1 stop6h 21m

$174

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

mer. 2/18

1:51 pm-5:45 pm

1 stop3h 54m

Chicago Midway

lun. 2/23

6:17 pm-9:44 pm

1 stop3h 27m

$174

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

dim. 1/18

8:00 am-9:55 am

Nonstop1h 55m

Chicago O'Hare Intl

mar. 1/20

7:50 pm-9:42 pm

Nonstop1h 52m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 60 results
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Best time to book a flight from Tennessee to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Tennessee with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Tennessee to Chicago

What is the cheapest month to book a flight from Tennessee to Chicago?

Currently, February is the cheapest month in which you can book a flight from Tennessee to Chicago (average of $37). Flying from Tennessee to Chicago in December is currently the most expensive (average of $93). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TN to CHI?

Find hourly flight availability from Tennessee to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated décembre 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Tennessee to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Tennessee to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Tennessee to Chicago. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Tennessee to Chicago flight should consider departing on Wednesday at noon when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Tennessee to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Tennessee to Chicago?

    For as low as $171, Frontier can have you in Chicago from Tennessee in 1h 45m. Tennessee and Chicago are separated by a distance of 395 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Tennessee to Chicago one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $33. Spirit Airlines flights start at $37 while deals on Allegiant Air start at $39 one-way.

  • What are the most popular routes from Tennessee to Chicago?

  • What are the most reliable airlines from Tennessee to Chicago?

    Before booking your flight to Chicago from Tennessee, check out the most reliable airlines to get you to your destination on time: Frontier (82%), Envoy Air (76%), ANA( 72%).

  • What are the cheapest flights from Tennessee to Chicago?

    Looking for the cheapest flight from Tennessee to Chicago? While on average our users pay $801, our data indicates the cheapest price to be $39. The most popular route (Nashville Intl - Chicago O'Hare Intl), is priced around $143.

  • Can I find deals for flights from Tennessee to Chicago that include hotel bookings?

    Yes. In addition to deals on Tennessee to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tennessee to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tennessee to Chicago.

  • Can I find deals for business class flights from Tennessee to Chicago?

    Yes. Cheapflights offers flight deals from Tennessee to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tennessee to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Tennessee to Chicago (average of $37). Flying from Tennessee to Chicago in December is currently the most expensive (average of $93). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Tennessee to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Tennessee to Chicago

Discover the top 8 airlines that operate flights from Tennessee to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated décembre 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$117FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$43Average$82FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$58Average$90FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$97Average$263FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$107Average$304FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$110Average$283FlexibilityNo cancel feeOn-time71%
DeltaCheapest$110Average$361FlexibilityNo cancel feeOn-timeN/A
Denver Air ConnectionCheapest$187Average$203FlexibilityNo cancel feeOn-timeN/A

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