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$49+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BNA — CHI
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Find 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 November 2, 2025.

This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/208:46 pmBNA - ORD
1 stop11h 00mFrontier
Mon 11/246:13 amORD - BNA
Nonstop1h 37mFrontier
Deal found 10/30$83
This Frontier deal was found by Cheapflights users on 10/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/218:45 amBNA - ORD
Nonstop1h 53mFrontier
Mon 11/246:13 amORD - BNA
Nonstop1h 37mFrontier
Deal found 10/31$107
This Priceline deal was found by Cheapflights users on 11/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/153:42 pmBNA - ORD
1 stop7h 47mFrontier
Mon 11/178:26 amORD - BNA
1 stop5h 16mFrontier
Deal found 11/1$110
This Mytrip deal was found by Cheapflights users on 10/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:00 pmBNA - ORD
Nonstop1h 50mMultiple Airlines
Thu 12/47:00 amORD - BNA
1 stop11h 46mMultiple Airlines
Deal found 10/31$111
This Southwest deal was found by Cheapflights users on 11/1. 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.
Mon 11/245:25 amBNA - ORD
1 stop5h 45mSouthwest
Wed 12/31:45 pmORD - BNA
Nonstop1h 35mSouthwest
Deal found 11/1$117
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/153:42 pmBNA - ORD
1 stop7h 47mFrontier
Sun 11/166:10 pmORD - BNA
Nonstop1h 48mFrontier
Deal found 11/1$118
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:00 pmBNA - ORD
Nonstop1h 50mSpirit Airlines
Sat 12/63:26 pmORD - BNA
1 stop16h 31mSpirit Airlines
Deal found 10/30$122
This Southwest deal was found by Cheapflights users on 10/31. 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.
Fri 12/125:30 amBNA - MDW
Nonstop1h 40mSouthwest
Mon 12/155:35 amMDW - BNA
Nonstop1h 30mSouthwest
Deal found 10/31$127
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Wed 12/32:15 pmBNA - ORD
Nonstop2h 03mAmerican Airlines
Sun 12/710:05 pmORD - BNA
Nonstop1h 46mAmerican Airlines
Deal found 11/1$129
This CheapOair deal was found by Cheapflights users on 10/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/208:46 pmBNA - ORD
1 stop11h 00mFrontier
Tue 11/256:13 amORD - BNA
Nonstop1h 37mFrontier
Deal found 10/31$134
This Southwest deal was found by Cheapflights users on 10/31. 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.
Tue 12/91:10 pmBNA - MDW
1 stop3h 25mSouthwest
Thu 12/118:30 pmMDW - BNA
Nonstop1h 30mSouthwest
Deal found 10/31$143
This Southwest deal was found by Cheapflights users on 10/31. 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.
Fri 12/129:55 pmBNA - MDW
Nonstop1h 35mSouthwest
Tue 12/162:10 pmMDW - BNA
1 stop3h 40mSouthwest
Deal found 10/31$147

Cheap flight deals from Tennessee to Chicago

Keep the following information in mind while searching for Tennessee to Chicago flight deals. Data was last updated November 2, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$83
(Mytrip)

One-way from

$49
(Southwest)

Popular in

March

Cheapest in

September

Average price

$193

Good round-trip deal

$96 or less

Good one-way deal

$97 or less
Provider with most accurate pricing for Nashville Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Nashville Intl-Chicago (CHI) flights.
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From Tennessee to Chicago (CHI)
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One-way flight from Tennessee to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Tennessee to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Tennessee to Chicago (CHI).
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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 November 2, 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

Fri 12/12

5:30 am-7:10 am

Nonstop1h 40m

Chicago Midway

Mon 12/15

5:35 am-7:05 am

Nonstop1h 30m

$127

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Wed 12/3

4:48 pm-6:55 pm

Nonstop2h 07m

Chicago O'Hare Intl

Sat 12/6

7:35 pm-9:24 pm

Nonstop1h 49m

$127

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Mon 11/24

5:25 am-11:10 am

1 stop5h 45m

Chicago O'Hare Intl

Wed 12/3

6:05 am-11:50 am

1 stop5h 45m

$127

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Tue 2/3

6:05 am-1:00 pm

1 stop6h 55m

Chicago O'Hare Intl

Tue 3/3

1:45 pm-3:20 pm

Nonstop1h 35m

$127

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Tue 12/9

8:00 am-9:50 am

Nonstop1h 50m

Chicago O'Hare Intl

Thu 12/11

2:00 pm-3:44 pm

Nonstop1h 44m

$137

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Mon 12/15

4:48 pm-6:55 pm

Nonstop2h 07m

Chicago O'Hare Intl

Wed 12/17

5:50 pm-7:34 pm

Nonstop1h 44m

$137

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Fri 12/12

5:30 am-7:10 am

Nonstop1h 40m

Chicago Midway

Tue 12/16

8:30 pm-10:00 pm

Nonstop1h 30m

$137

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 12/9

1:10 pm-4:35 pm

1 stop3h 25m

Chicago Midway

Thu 12/11

8:30 pm-10:00 pm

Nonstop1h 30m

$143

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Tue 2/3

8:05 am-1:39 pm

1 stop5h 34m

Chicago O'Hare Intl

Tue 3/3

5:37 pm-9:20 pm

1 stop3h 43m

$157

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Fri 12/5

6:05 am-8:03 am

Nonstop1h 58m

Chicago O'Hare Intl

Sun 12/7

10:50 am-12:26 pm

Nonstop1h 36m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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 June is currently the most expensive (average of $84). 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 November 2, 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 14% on your trip compared to booking a flight in the evening.

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 October 26, 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.

How much does it cost to fly round-trip from Tennessee to Chicago?

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 $127, Southwest can have you in Chicago from Tennessee in 1h 40m. Tennessee and Chicago are separated by a distance of 395 mi. All flights are typically nonstop.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $49. Allegiant Air flights start at $58 while deals on Southwest start at $59 one-way.

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

    When deciding which route to take from Tennessee to Chicago consider Nashville Intl - Chicago O'Hare Intl, Memphis - Chicago O'Hare Intl or Knoxville McGhee Tyson - Chicago O'Hare Intl as they are the most popular.

  • 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: Republic Airways (88%), Southwest (85%), Turkish Airlines( 85%).

  • What are the cheapest flights from Tennessee to Chicago?

    Looking for the cheapest flight from Tennessee to Chicago? While on average our users pay $777, our data indicates the cheapest price to be $43. The most popular route (Nashville Intl - Chicago O'Hare Intl), is priced around $97.

  • 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 June is currently the most expensive (average of $84). 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
Merrillville
Lansing
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.
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Philadelphia to Midway flights
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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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$123FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$43Average$80FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$58Average$90FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$97Average$259FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$102Average$306FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$109Average$281FlexibilityNo cancel feeOn-time71%
DeltaCheapest$110Average$375FlexibilityNo cancel feeOn-timeN/A
Denver Air ConnectionCheapest$187Average$204FlexibilityNo cancel feeOn-timeN/A

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